ME02231B - Amido jedinjenja i njihova upotreba kao farmaceutckih proizvoda - Google Patents
Amido jedinjenja i njihova upotreba kao farmaceutckih proizvodaInfo
- Publication number
- ME02231B ME02231B MEP-2015-166A MEP16615A ME02231B ME 02231 B ME02231 B ME 02231B ME P16615 A MEP16615 A ME P16615A ME 02231 B ME02231 B ME 02231B
- Authority
- ME
- Montenegro
- Prior art keywords
- spiro
- pyrrolidin
- cyclopropyl
- carbonyl
- pyridin
- Prior art date
Links
- 239000003814 drug Substances 0.000 title claims 6
- 125000003368 amide group Chemical group 0.000 title 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 237
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 claims 188
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 187
- -1 cycloaryloxy Chemical group 0.000 claims 57
- 150000001875 compounds Chemical class 0.000 claims 39
- 150000003839 salts Chemical class 0.000 claims 35
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 30
- 125000003118 aryl group Chemical group 0.000 claims 28
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 28
- 125000001072 heteroaryl group Chemical group 0.000 claims 23
- 125000000753 cycloalkyl group Chemical group 0.000 claims 21
- 125000005843 halogen group Chemical group 0.000 claims 21
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 21
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 19
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 18
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 13
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 10
- 125000003282 alkyl amino group Chemical group 0.000 claims 10
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 10
- 125000004663 dialkyl amino group Chemical group 0.000 claims 10
- 201000010099 disease Diseases 0.000 claims 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 10
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 10
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 9
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 9
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 8
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 8
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims 8
- 125000004093 cyano group Chemical group *C#N 0.000 claims 8
- 125000004104 aryloxy group Chemical group 0.000 claims 7
- 208000024172 Cardiovascular disease Diseases 0.000 claims 6
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 6
- 206010020772 Hypertension Diseases 0.000 claims 6
- 206010022489 Insulin Resistance Diseases 0.000 claims 6
- 208000008589 Obesity Diseases 0.000 claims 6
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 6
- 125000005885 heterocycloalkylalkyl group Chemical group 0.000 claims 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 6
- 235000020824 obesity Nutrition 0.000 claims 6
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 5
- 125000005466 alkylenyl group Chemical group 0.000 claims 5
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 5
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 5
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 5
- 238000004519 manufacturing process Methods 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 4
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 4
- 125000006648 (C1-C8) haloalkyl group Chemical group 0.000 claims 4
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 4
- 208000028698 Cognitive impairment Diseases 0.000 claims 4
- 206010012289 Dementia Diseases 0.000 claims 4
- 208000032928 Dyslipidaemia Diseases 0.000 claims 4
- 208000010412 Glaucoma Diseases 0.000 claims 4
- 208000002705 Glucose Intolerance Diseases 0.000 claims 4
- 206010018429 Glucose tolerance impaired Diseases 0.000 claims 4
- 206010061218 Inflammation Diseases 0.000 claims 4
- 208000017170 Lipid metabolism disease Diseases 0.000 claims 4
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims 4
- 208000001132 Osteoporosis Diseases 0.000 claims 4
- 125000005018 aryl alkenyl group Chemical group 0.000 claims 4
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 4
- 125000005015 aryl alkynyl group Chemical group 0.000 claims 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 4
- 208000010877 cognitive disease Diseases 0.000 claims 4
- 206010012601 diabetes mellitus Diseases 0.000 claims 4
- 125000004447 heteroarylalkenyl group Chemical group 0.000 claims 4
- 125000005114 heteroarylalkoxy group Chemical group 0.000 claims 4
- 125000005312 heteroarylalkynyl group Chemical group 0.000 claims 4
- 125000005326 heteroaryloxy alkyl group Chemical group 0.000 claims 4
- 201000001421 hyperglycemia Diseases 0.000 claims 4
- 230000004054 inflammatory process Effects 0.000 claims 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- XAGZJIQIVXSURR-UHFFFAOYSA-N 1-[4-(trifluoromethyl)phenyl]piperidin-2-one Chemical group C1=CC(C(F)(F)F)=CC=C1N1C(=O)CCCC1 XAGZJIQIVXSURR-UHFFFAOYSA-N 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 125000005160 aryl oxy alkyl group Chemical group 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- GJVNMIQVQXYJCP-UHFFFAOYSA-N furo[3,4-c]pyridine Chemical compound C1=NC=CC2=[C]OC=C21 GJVNMIQVQXYJCP-UHFFFAOYSA-N 0.000 claims 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- RHDYQUZYHZWTCI-UHFFFAOYSA-N 1-methoxy-4-phenylbenzene Chemical compound C1=CC(OC)=CC=C1C1=CC=CC=C1 RHDYQUZYHZWTCI-UHFFFAOYSA-N 0.000 claims 2
- PQSUYGKTWSAVDQ-ZVIOFETBSA-N Aldosterone Chemical compound C([C@@]1([C@@H](C(=O)CO)CC[C@H]1[C@@H]1CC2)C=O)[C@H](O)[C@@H]1[C@]1(C)C2=CC(=O)CC1 PQSUYGKTWSAVDQ-ZVIOFETBSA-N 0.000 claims 2
- PQSUYGKTWSAVDQ-UHFFFAOYSA-N Aldosterone Natural products C1CC2C3CCC(C(=O)CO)C3(C=O)CC(O)C2C2(C)C1=CC(=O)CC2 PQSUYGKTWSAVDQ-UHFFFAOYSA-N 0.000 claims 2
- 206010002383 Angina Pectoris Diseases 0.000 claims 2
- 206010003210 Arteriosclerosis Diseases 0.000 claims 2
- 201000001320 Atherosclerosis Diseases 0.000 claims 2
- 206010070901 Diabetic dyslipidaemia Diseases 0.000 claims 2
- 206010019280 Heart failures Diseases 0.000 claims 2
- 208000035150 Hypercholesterolemia Diseases 0.000 claims 2
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 2
- 208000018262 Peripheral vascular disease Diseases 0.000 claims 2
- 101100073357 Streptomyces halstedii sch2 gene Proteins 0.000 claims 2
- 208000006011 Stroke Diseases 0.000 claims 2
- 208000007536 Thrombosis Diseases 0.000 claims 2
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 2
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 2
- 229960002478 aldosterone Drugs 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims 2
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 2
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 2
- 125000006355 carbonyl methylene group Chemical group [H]C([H])([*:2])C([*:1])=O 0.000 claims 2
- 208000029078 coronary artery disease Diseases 0.000 claims 2
- 125000006165 cyclic alkyl group Chemical group 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 230000006378 damage Effects 0.000 claims 2
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 2
- 125000004995 haloalkylthio group Chemical group 0.000 claims 2
- 208000020346 hyperlipoproteinemia Diseases 0.000 claims 2
- 208000006575 hypertriglyceridemia Diseases 0.000 claims 2
- 208000027866 inflammatory disease Diseases 0.000 claims 2
- 208000017169 kidney disease Diseases 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- BDQCDIWFPIDPQU-NDEPHWFRSA-N n-methyl-5-[4-[1-[(1r)-3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl]cyclopropyl]phenyl]pyridine-2-carboxamide Chemical compound C1=NC(C(=O)NC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2C[C@@]3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 BDQCDIWFPIDPQU-NDEPHWFRSA-N 0.000 claims 2
- 229960003966 nicotinamide Drugs 0.000 claims 2
- 235000005152 nicotinamide Nutrition 0.000 claims 2
- 239000011570 nicotinamide Substances 0.000 claims 2
- 125000004971 nitroalkyl group Chemical group 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 230000008816 organ damage Effects 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 230000002792 vascular Effects 0.000 claims 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 2
- 229920002554 vinyl polymer Polymers 0.000 claims 2
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 1
- UIWXTMPDASDQKJ-UHFFFAOYSA-N 1'-(1-pyridin-3-ylcyclobutanecarbonyl)spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=NC=CC=2)CCC1 UIWXTMPDASDQKJ-UHFFFAOYSA-N 0.000 claims 1
- CAKMKMFBUFKNJL-UHFFFAOYSA-N 1'-[1-(4-chlorophenyl)cyclobutanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)CCC1 CAKMKMFBUFKNJL-UHFFFAOYSA-N 0.000 claims 1
- IJMLHOGJLWZEPR-UHFFFAOYSA-N 1'-[1-(4-chlorophenyl)cyclobutanecarbonyl]spiro[furo[3,4-b]pyridine-5,3'-pyrrolidine]-7-one Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CN=C2C(=O)O3)CCC1 IJMLHOGJLWZEPR-UHFFFAOYSA-N 0.000 claims 1
- QVGGRVKNNBKABR-UHFFFAOYSA-N 1'-[1-(4-chlorophenyl)cyclopropanecarbonyl]spiro[1h-pyrido[3,4-d][1,3]oxazine-4,3'-pyrrolidine]-2-one Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=NC=C2NC(=O)O3)CC1 QVGGRVKNNBKABR-UHFFFAOYSA-N 0.000 claims 1
- VZXUEIDZMLODPX-UHFFFAOYSA-N 1'-[1-(4-methoxyphenyl)cyclopropanecarbonyl]spiro[furo[3,4-b]pyridine-5,3'-pyrrolidine]-7-one Chemical compound C1=CC(OC)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CN=C2C(=O)O3)CC1 VZXUEIDZMLODPX-UHFFFAOYSA-N 0.000 claims 1
- KCMYEDVWDHGPGG-UHFFFAOYSA-N 1'-[1-(4-pyridin-2-yloxyphenyl)cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=CC(OC=3N=CC=CC=3)=CC=2)CC1 KCMYEDVWDHGPGG-UHFFFAOYSA-N 0.000 claims 1
- YNZVGOIZRDNESJ-UHFFFAOYSA-N 1'-[1-[4-(1-acetylpiperidin-4-yl)phenyl]cyclopropanecarbonyl]spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound C1CN(C(=O)C)CCC1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)C=C1 YNZVGOIZRDNESJ-UHFFFAOYSA-N 0.000 claims 1
- LHMJWQUDZZCCBX-UHFFFAOYSA-N 1'-[1-[4-(1-propanoyl-3,6-dihydro-2h-pyridin-4-yl)phenyl]cyclopropanecarbonyl]spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound C1N(C(=O)CC)CCC(C=2C=CC(=CC=2)C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)=C1 LHMJWQUDZZCCBX-UHFFFAOYSA-N 0.000 claims 1
- MRXFKAGXDXOGED-UHFFFAOYSA-N 1'-[1-[4-(2-oxo-1,3-oxazolidin-3-yl)phenyl]cyclopropanecarbonyl]spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound C1CC2(C3=CC=NC=C3C(=O)O2)CN1C(=O)C1(C=2C=CC(=CC=2)N2C(OCC2)=O)CC1 MRXFKAGXDXOGED-UHFFFAOYSA-N 0.000 claims 1
- CAGGWUKEDSRIPI-UHFFFAOYSA-N 1'-[1-[4-(4-methylpiperazin-1-yl)phenyl]cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CN(C)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 CAGGWUKEDSRIPI-UHFFFAOYSA-N 0.000 claims 1
- UBHJZTPICVIJMI-UHFFFAOYSA-N 1'-[1-[4-(5-methylpyridin-2-yl)phenyl]cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound N1=CC(C)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 UBHJZTPICVIJMI-UHFFFAOYSA-N 0.000 claims 1
- GXSQTHTWGOENCW-UHFFFAOYSA-N 1'-[1-[4-(6-methoxypyridin-3-yl)phenyl]cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1=NC(OC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 GXSQTHTWGOENCW-UHFFFAOYSA-N 0.000 claims 1
- VUVJAOVQIFAAEY-UHFFFAOYSA-N 1'-[1-[4-(quinolin-2-ylmethoxy)phenyl]cyclopropanecarbonyl]spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound C1CC2(C3=CC=NC=C3C(=O)O2)CN1C(=O)C1(C=2C=CC(OCC=3N=C4C=CC=CC4=CC=3)=CC=2)CC1 VUVJAOVQIFAAEY-UHFFFAOYSA-N 0.000 claims 1
- XEWJVGCBWDXDAT-UHFFFAOYSA-N 1'-[1-[6-(3-pyridin-4-yloxypyrrolidin-1-yl)pyridin-3-yl]cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=NC(=CC=2)N2CC(CC2)OC=2C=CN=CC=2)CC1 XEWJVGCBWDXDAT-UHFFFAOYSA-N 0.000 claims 1
- UXGVMFHEKMGWMA-UHFFFAOYSA-N 2-benzofuran Chemical compound C1=CC=CC2=COC=C21 UXGVMFHEKMGWMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004847 2-fluorobenzyl group Chemical group [H]C1=C([H])C(F)=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- LSBDFXRDZJMBSC-UHFFFAOYSA-N 2-phenylacetamide Chemical compound NC(=O)CC1=CC=CC=C1 LSBDFXRDZJMBSC-UHFFFAOYSA-N 0.000 claims 1
- 125000006284 3-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(F)=C1[H])C([H])([H])* 0.000 claims 1
- 125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- JPXRTVLKYDINHX-UHFFFAOYSA-N 6-hydroxy-1'-[1-(4-methylphenyl)cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1=CC(C)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=C(O)C=C2C(=O)O3)CC1 JPXRTVLKYDINHX-UHFFFAOYSA-N 0.000 claims 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 1
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 1
- 125000003302 alkenyloxy group Chemical group 0.000 claims 1
- METKIMKYRPQLGS-UHFFFAOYSA-N atenolol Chemical compound CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1 METKIMKYRPQLGS-UHFFFAOYSA-N 0.000 claims 1
- 125000006268 biphenyl-3-yl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C([H])C(*)=C([H])C([H])=C1[H] 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- MPVDXIMFBOLMNW-UHFFFAOYSA-N chembl1615565 Chemical compound OC1=CC=C2C=C(S(O)(=O)=O)C=C(S(O)(=O)=O)C2=C1N=NC1=CC=CC=C1 MPVDXIMFBOLMNW-UHFFFAOYSA-N 0.000 claims 1
- 125000004465 cycloalkenyloxy group Chemical group 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
- 125000005356 cycloalkylalkenyl group Chemical group 0.000 claims 1
- 125000005112 cycloalkylalkoxy group Chemical group 0.000 claims 1
- 125000005357 cycloalkylalkynyl group Chemical group 0.000 claims 1
- AIMMVWOEOZMVMS-UHFFFAOYSA-N cyclopropanecarboxamide Chemical compound NC(=O)C1CC1 AIMMVWOEOZMVMS-UHFFFAOYSA-N 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- BDQCDIWFPIDPQU-UHFFFAOYSA-N n-methyl-5-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]pyridine-2-carboxamide Chemical compound C1=NC(C(=O)NC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 BDQCDIWFPIDPQU-UHFFFAOYSA-N 0.000 claims 1
- 125000004043 oxo group Chemical group O=* 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- HFHZKZSRXITVMK-UHFFFAOYSA-N oxyphenbutazone Chemical compound O=C1C(CCCC)C(=O)N(C=2C=CC=CC=2)N1C1=CC=C(O)C=C1 HFHZKZSRXITVMK-UHFFFAOYSA-N 0.000 claims 1
- RFIOZSIHFNEKFF-UHFFFAOYSA-M piperazine-1-carboxylate Chemical compound [O-]C(=O)N1CCNCC1 RFIOZSIHFNEKFF-UHFFFAOYSA-M 0.000 claims 1
- BUKVQIZBWVRPNS-UHFFFAOYSA-N propan-2-yl 4-[5-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]pyridin-2-yl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)C)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)C=N1 BUKVQIZBWVRPNS-UHFFFAOYSA-N 0.000 claims 1
- 125000003003 spiro group Chemical group 0.000 claims 1
- BRDKSYZPIQLKJI-UHFFFAOYSA-N spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C12=CC=CC=C2C(=O)OC21CCNC2 BRDKSYZPIQLKJI-UHFFFAOYSA-N 0.000 claims 1
- 125000004089 sulfido group Chemical group [S-]* 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
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Claims (42)
1. Jedinjenje koje ima formulu Va ili Vb:ili njihove farmaceutski prihvatljive soli, gde je: prsten B vezana 5 ili 6-očlana aril ili heteroaril grupa; Q1 je O, S, NH, CH2, CO, CS, SO, SO2, OCH2, SCH2, NHCH2, CH2CH2, CH=CH, COCH2, CONH, COO, SOCH2, SONH, SO2CH2 ili SO2NH;Q2 je O, S, NH, CH2, CO, CS, SO, SO2, OCH2, SCH2, NHCH2, CH2CH2, CH=CH, COCH2, CONH, COO, SOCH2, SONH, SO2CH2ili SO2NH;Cy je aril, heteroaril, cikloalkil ili heterocikloalkil, svaki opciono supstituisan pomoću 1, 2, 3, 4 ili 5 –W-X-Y-Z;R1 i R2 zajedno sa C atomom za koji su vezani formiraju 3-, 4-, 5-, 6- ili 7-očlanu cikloalkil grupu ili 3-, 4-, 5-, 6- ili 7-očlanu heterocikloalkil grupu, svaka opciono supstituisana pomoću 1, 2 ili 3 R5; R5 je halo, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C1-4 haloalkil, aril, cikloalkil, heteroaril, heterocikloalkil, CN, NO2, ORa, SRa, C(O)Rb, C(O)NRcRd, C(O)ORa, OC(O)Rb, OC(O)NRcRd, NRcRd, NRcC(O)Rd, NRcC(O)Ra, S(O)Rb, S(O)NRcRd, S(O)2Rb ili S(O)2NRcRd;W, W’ i W’’ svaki je, nezavisni, odsutan, C1-6 alkilenil, C2-6 alkinilenil, O, S, NRe, CO, CS, COO, CONRe, OCONRe, SO, SO2, SONRe ili NReCONRf; gde su pomenuti C1-6 alkilenil, C2-6 alkenilenil opciono supstituisani pomoću 1,2 ili 3 halo, OH, C1-4 alkoksi, C1-4 haloalkoksi, amino, C1-4 alkilamino ili C2-8 dialkilamino; X, X’ i X’’ svaki je nezavisno odsutan, C1-8 alkilenil, C2-8 alkenilenil, C2-8 alkinilenil, aril, cikloaril, heteroaril, heterocikloalkil, arilalkil, cikloalkilalkil, heteroarilalkil, heterocikloalkilalkil, arilalkenil, cikloalkilalkenil, heteroarilalkenil, heterocikloalkilalkenil, arilalkinil, cikloalkilalkinil, heteroarilalkinil, heterocikloalkilalkinil, od kojih je svaki opciono supstituisan pomoću jednog ili više halo, CN, NO2, OH, C1-4 alkoksi, C1-4 haloalkoksi, amino, C1-4 alkilamino ili C2-8 dialkilamino;Y, Y’ i Y’’ je svaki nezavisno odsutan, C1-6 alkilenil, C2-6 alkenilenil, C2-6 alkinilenil, O, S, NRe, CO, CS, COO, CONRe, OCONRe, SO, SO2, SONRe ili NReCONRf gde su pomenuti , C1-6 alkilenil, C2-6 alkenilenil, C2-6 alkinilenil opciono supstituisani sa 1, 2 ili 3 halo, OH, C1-4 alkoksi, C1-4 haloalkoksi, amino, C1-4 alkilamino ili C2-8 dialkilamino;Z, Z’ i Z’’ svaki je nezavisno, H, halo, okso, sulfido, CN, NO2, OH, C1-4 alkoksi, C1-4 haloalkoksi, amino, C1-4 alkilamino ili C2-8 dialkilamino, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, heteroaril ili heterocikloalkil, gde su pomenuti C1-6 alkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, heteroaril ili heterocikloalkil opciono supstituisani sa 1, 2 ili 3 halo, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C1-4 haloalkil, aril, cikloalkil, heteroaril, heterocikloalkil, CN, NO2, ORa, SRa, C(O)Rb, C(O)NRcRd, C(O)ORa, OC(O)NRcRd, NRcRd, NRcC(O)Rd, NRcC(O)ORa, S(O)Rb, S(O)NRcRd, S(O)2Rb ili S(O)2NRcRd; gde su dva –W-X-Y-Z vezana za isti atom opciono formirajući 3-20-očlanu cikloalkil ili heterocikloalkil grupu opciono supstituisanu sa 1, 2 ili 3 –W’’-X’’-Y’’-Z’’;gde je –W-X-Y-Z sve osim H;gde je –W‘-X‘-Y‘-Z sve osim H;gde je –W‘‘-X‘‘-Y‘‘-Z sve osim H;Ra je H, C1-6 alkil, C1-6 haloalkil, C2-6 alkenil, (C1-6 alkoksi)-C1-6 alkil, C2-6 alkinil, aril, cikloalkil, heteroaril ili heterocikloalkil;Rb je H, C1-6 alkil, C1-6 haloalkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, heteroaril ili heterocikloalkil;Rc i Rd je svaki, nezavisno, H, C1-6 alkil, C1-6 haloalkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, arilalkil ili cikloalkilalkil;ili su Rci Rd zajedno vezani za N atom i formiraju 4-, 5-, 6- ili 7-očlanu heterocikloalkil grupu; Re i Rf su nezavisno, H, C1-6 alkil, C1-6 haloalkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, arilalkil ili cikloalkilalkil;ili su Re i Rf vezani za N atom i formiraju 4-, 5-, 6- ili 7-očlanu heterocikloalkil grupu; q je 0 ili 1;v je 0, 1 ili 2;r je 0, 1 ili 2;s je 0, 1 ili 2; i suma r i s je 0, 1 ili 2; i gde se“alkenil” odnosi na alkil grupu koja ima jednu ili više ugljenik-ugljenik dvostrukih veza;“alkinil” odnosi na alkil grupu koja ima jednu ili više ugljenik-ugljenik trostrukih veza;“cikloalkil” odnosi na nearomatične ciklične ugljovodonike uključujući ciklične alkil, alkenil i alkinil grupe; i “heterocikloalkil odnosi na nearomatične heterocikle uključujući ciklični alkil, alkenil i alkinil grupe gde je jedan ili više ugljenika koji formiraju prsten zamenjen heteroatomom kao što je O, N ili S atom.
2. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde je Cy aril ili heteroaril, opciono je supstituisan sa 1, 2, 3, 4 ili 5 –W-X-Y-Z.
3. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde je Cy aril, opciono je supstituisan sa 1, 2, 3, 4 ili 5 –W-X-Y-Z.
4. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde je Cy aril, opciono je supstituisan sa 1, 2 ili 3 halo, C1-4 alkil, C1-4 alkoksi, C1-4 haloalkil ili sa C1-4 haloalkoksi.
5. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde je Cy fenil, opciono je supstituisan sa 1, 2 ili 3 halo, C1-4 alkil, C1-4 alkoksi, C1-4 haloalkil ili sa C1-4 haloalkoksi.
6. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde su R1 i R2 zajedno vezani za C atom, formiraju 3-, 4-, 5-, 6-, ili 7-očlanu cikloalkil grupu.
7. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde su R1 i R2 zajedno vezani za C atom, formiraju ciklopropil grupu.
8. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde je –W-X-Y-Z halo, cijano, C1-4 cijanoalkil, nitro, C1-8 alkil, C2-8 alkenil, C1-8 haloalkil, C1-4 alkiltio, C1-4 haloalkiltio, C1-8 alkoksi, C2-8 alkeniloksi, C1-4 haloakloksi, OH, (C1-4 alkoksi)-C1-4 alkil, amino, C1-4 alkilamino, C2-8 dialkilamino, OC(O)NRcRd, NRcC(O)Rd, NRcC(O)ORa, NRcS(O)2Rd, C(O)ORa, C(O)Ra, C(O)NRaNRbRd, S(O)2Rd, SRd, C(O)NRcRd, C(S)NRcRd, ariloksi, heteroariloksi, cikloariloksi, cikloalkeniloksi, heterocikloalkiloksi, arilalkiloksi, heteroarilalkiloksi, cikloalkilalkiloksi, heterocikloalkilalkiloksi, heteroariloksialkil, ariloksialkil, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, arilalkenil, arilalkinil, heteroarilalkil, heteroarilalkenil, heteroarilalkinil, cikloalkilalkil ili heterocikloalkilalkil; gde je svaki od pomenutih C1-8 alkil, C2-8 alkenil, C1-8 haloalkil, C1-4 alkiltio, C1-4 haloalkiltio, C1-8 alkoksi, ariloksi, heteroariloksi, arilalkiloksi, heteroarilalkiloksi, heteroariloksialkil, ariloksi, heteroariloksi, cikloalkiloksi, cikloalkeniloksi, heterocikloalkiloksi, arilalkiloksi, heteroarilalkiloksi, cikloalkilalkiloksi, heterocikloalkilalkiloksi, heteroariloksialkil, ariloksialkil, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, arilalkenil, arilalkinil, heteroarilalkil, heteroarilalkenil, heteroarilalkinil, cikloalkilalkil ili je heterocikloalkilalkil opciono supstituisan sa 1, 2 ili 3 halo, cijano, nitro, hidroksil-(C1-6 alkil), aminoalkil, dialkilaminoalkil, C1-4 alkil, C1-4 hal alkil, C1-4 cijanoalkil, C1-4 alkoksi, C1-4 haloalkoksi, OH, ORa, (C1-4 alkoksi)-C1-4 alkil, amino, C1-4 alkilamino, C2-8 dialkilamino, C(O)NRcRd, C(O)ORa, C(O)Ra, (ciklocalkilalkil)-C(O)-, NRcC(O)Rd, NRcC(O)ORa, NRcS(O)2Rd, C(S)NRcRd, S(O)2Rd, SRd, (C1-4 alkil)sulfonil, arilsulfonil, aril su opciono supstituisani sa halo, heteroaril, cikloalkilalkil, cikloalkil ili heterocikloalkilom.
9. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde je -W-X-Y-Z halo, cijano, C1-4 cijanoalkil, nitro, C1-8 alkil, C2-8 alkenil, C1-8 haloalkil, C1-10 alkoksi, C1-4 haloalkoksi, OH, C1-8 alkoksialkil, amino, C1-4 alkilamino, C2-8 dialkilamino, OC(O)NRcRd, NRcC(O)Rd, NRcC(O)ORa, ariloksi, heteroariloksi, arilalkiloksi, heteroarilalkiloksi, heteroariloksialkil, ariloksialkil, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, arilalkenil, arilalkinil, heteroarilalkil, heteroarilalkenil, heteroarilalkinil, cikloalkilalkil ili heterocikloalkilalkil; gde je svaki od pomenutih C1-8 alkil, C2-8 alkenil, C1-8 haloalkil, C1-8 alkoksi, ariloksi, heteroariloksi, arilalkiloksi, heteroarilalkiloksi, heteroariloksialkil, ariloksialkil, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, arilalkenil, arilalkinil, heteroarilalkil, heteroarilalkenil, heteroarilalkinil, cikloalkilalkil ili heterocikloalkilalkil opciono supstituisan sa 1, 2 ili 3 halo, cijano, nitro, hidroksil-(C1-6 alkil), aminoalkil, dialkilaminoalkil, C1-4 alkil, C1-4 haloalkil, C1-4 alkoksi, C1-4 haloalkoksi, OH, C1-8 alkoksialkil, amino, C1-4 alkilamino, C2-8 dialkilamino, C(O)NRcRd, C(O)ORa , NRcC(O)Rd, NRcS(O)2Rd, (C1-4 alkil)sulfonil, arilsulfonil, aril, heteroaril, cikloalkil ili heterocikloalkilom.
10. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so gde je -W-X-Y-Z is halo, cijano, C1-4 cijanoalkil, nitro, C1-4 nitroalkil, C1-4 alkil, C1-4 haloalkil, C1-4 alkoksi, C1-4 haloalkoksi, OH, (C1-4 alkoksi)-C1-4 alkil, amino, C1-4 alkilamino, C2-8 dialkilamino, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, heteroarilalkil, cikloalkilalkil ili heterocikloalkilalkil.
11. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, -W-X-Y-Z je halo, C1-4 alkil ili C1-4 alkoksi.
12. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde je: -W’-X’-Y’-Z’ halo, OH, cijano, CHO, COOH, C(O)O-(C1-4 alkil), C(O)-(C1-4 alkil), SO2-(C1-4 alkil), C1-4 alkil, C1-4 alkoksi ili -L-R7, gde je pomenuti C1-4 alkil ili C1-4 alkoksi opciono supstituisan jednim ili više halo, OH, COOH ili C(O)O-(C1-4 alkil); L je odsutan, O, CH2, NHSO2 ili N[C(O)-(C1-4 alkil)]; i R7 je aril ili heteroaril, svaki je opciono supstituisan sa 1, 2 ili 3 halo, OH, cijano, CHO, COOH, C(O)O-(C1-4 alkil), C(O)-(C1-4 alkil), SO2-(C1-4 alkil), SO2-NH(C1-4 alkil), C1-4 alkil, C1-4 alkoksi, C1-4 haloalkil, C1-4 hidroksialkil, aril, heteroaril ili ariloksi.
13. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde je -W’-X’-Y’-Z’ halo; C1-4 alkil; C1-4 haloalkil; OH; C1-4 alkoksi; C1-4 haloalkoksi; hidroksialkil; alkoksialkil; aril; heteroaril; aril supstituisan sa halo, C1-4 alkil, C1-4 alkoksi, aril, heteroaril ili ariloksi; ili heteroaril supstituisan sa halo, C1-4 alkil, C1-4 alkoksi, aril ili heteroaril.
14. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde su dva -W’-X’-Y’-Z’ vezana za isti atom i opciono formiraju 3-20-očlani cikloalkil iliheterocikloalkil grupu opciono supstituisanu sa 1, 2 ili 3 -W’’-X’’-Y’’-Z’’.
15. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, gde je -W"-X"-Y"-Z" halo, cijano, C1-4 cijanoalkil, nitro, C1-4 nitroalkil, C1-4 alkil, C1-4 haloalkil, C1-4 alkoksi, C1-4 haloalkoksi, OH, (C1-4 alkoksi)-C1-4 alkil, amino, C1-4 alkilamino, C2-8 dialkilamino, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, heteroarilalkil, cikloalkilalkil, or heterocikloalkilalkil.
16. Jedinjenje iz zahteva 1 ili njegova farmaceutski prihvatljiva so, koje ima formulu VI: gde je svaki Q3 i Q4,nezavisno, CH ili N.
17. Jedinjenje iz zahteva 16 ili njegove farmaceutski prihvatljive soli, imaju formulu VII:
18. Jedinjenje iz zahteva 16 ili njegove farmaceutski prihvatljive soli, imaju formulu Formula VIII:
19. Jedinjenje iz zahteva 1 izabrano od:1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-2,3-dihidrospiro[inden-1,4’-piperidin];1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-1-metilspiro[indol-3,4’-piperidin]-2(1H)-on;terc-butil 1’-{[1-(4-hlorofenil)ciklopropil]karbonil}spiro[indol-3,4’-piperidin]-1(2H)-karboksilat;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-2,3-dihidro-1H-spiro[izokinolin-4,4’-piperidin];terc-butil 1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-1H-spiro[izokinolin-4,4’-piperidin]-2(3H)-karboksilat;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-1,3-dihidrospiro[inden-2,4’-piperidin];1’-{[1-(4-hlorofenil)ciklopropil]karbonil}spiro[hromen-2,4’-piperidin];1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,4’-piperidin];1’-{[1-(4-hlorofenil)ciklopropil]karbonil}spiro[indol-3,4’-piperidin]-2(1H)-on;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}spiro[1,2-benzizotiazol-3,3’-pirolidin]-1,1-dioksid;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’- pirolidin]-3-on;1’-({1-[4-(piridin-2-iloksi)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-hlorofenil)ciklobutil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-metoksifenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(2,4-dihlorofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin];1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-1H-spiro[furo[3,4-c]piridin-3,3’-pirolidin]-1-on;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}spiro[indol-3,3’-pirolidin]-2(1H)-on;1’-({1-[4-(1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(difluorometoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(6-fenilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(6-fenilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-pirolidin-1-ilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-pirolidin-1-ilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on; i1’-{[1-(6-pirolidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on ilinjihove farmaceutski prihvatljive soli.
20. Jedinjenje iz zahteva 1 izabrano od: 1’-{[1-(6-pirolidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-feniletoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[(1-fetilciklopropil)metoksi]fenil}ciklopropil)-karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[(2-fluorobenzil)oksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(kinolin-2-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[(3-fluorobenzil)oksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1,3-benzotiazol-2-ilmetoksi)fenil]ciklopropil}-karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-{[3,5-bis(trifluorometil)benzil]oksi}fenil)-ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[2-(4-fluorofenil)etoksi]fenil}ciklopropil)-karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;4-[(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenoksi)metil]benzonitril;1’-{[1-(4-fenoksifenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(piridin-4-ilmetoksi)fenil]ciklopropil}-karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(piridin-2-ilmetoksi)fenil]ciklopropil}-karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-piridin-4-ilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-ciklopropilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(2-fluoro-4-piridin-2-ilfenil)ciklopropil]-karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[(E)-2-(4-metilfenil)vinil]fenil}-ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-piridin-2-iletoksi)fenil]ciklopropil}-karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-piridin-2-iletoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{ 4-[(E)-2-piridin-4-ilvinil]fenil}ciklopropil)-karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(3,5-dimetilizoksazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(1-metil-1H-pirazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4’-(metilsulfonil)bifenil-4-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(3-metil-1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[3-(trifluorometil)-1H-pirazol-1-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(4-metil-1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2H-indazol-2-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1H-benzimidazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-metil-1H-imidazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1H-1,2,4-triazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(1-Hidroksiciklopentil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-Ciklopentilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1 -[4-(1-Hidroksiciklopentil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1-Hidroksiciklobutil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(1-Hidroksiciklobutil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(tetrahidro-2H-piran-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-ciklobutilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(4-hidroksitetrahidro-2H-piran-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(4-Hidroksitetrahidro-2H-piran-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-amino-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-metil-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-etil-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-amino-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-metil-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[trans-1-(4-hlorofenil)-3-hidroksiciklobutil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[cis-1-(4-hlorofenil)-3-fluorociklobutil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[cis-1-(4-hlorofenil)-3-fluorociklobytil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin];1’-{[cis-1-(4-hlorofenil)-3-fluorociklobutil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[cis-1-(4-hlorofenil)-3-fluorociklobutil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1-(4-hlorofenil)ciklobutil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-({1-[4-(1H-indazol-1-il)fenil]ciklobutil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[3-(trifluorometil)-1H-pirazol-1-il]fenil}ciklobutil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1H-benzimidazol-1-il)fenil]ciklobutil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklobutil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-piridin-4-ilciklobutil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1{[1-(4-piridin-4-ilfenil)ciklobutil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;N,N-dimetil-4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)piridin-2-il]piperazin-1-karboksamid;1’-[(1-{6-[4-(metilsulfonil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{6-[4-(2-fluorofenil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(3,3-difluoropirolidin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on.1’-[(1-{6-[3-Hidroksipirolidin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;N-{1-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]pirolidin-3-il}acetamid;1’-({1-[6-(1,3-dihidro-2H-izoindol-2-il)piridin-3-il]ciklo-propil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(3,4-dihidro-izokinolin-2(1H)-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(6-morfolin-4-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(4-hidroksipipendin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;N-{4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]fenilacetamid;1’-({1 -[6-(2-fluorofenil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(1-benzotien-3-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(2,3’-bipiridin-5-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(1-metil-1H-indol-5-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’ -pirolidin]-3-on;1’-[(1-{6-[3-(trifluorometoksi)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(3-tienil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{6-[3-(trifluorometil)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(1-metil-1H-pirazol-4-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(6-hloropiridin-3-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(benziloksi)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-kinolin-3-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(1-metil-1H-pirazol-4-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[6-(benziloksi)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(6-hloropiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[6-(3,4-dihidroizokinolin-2(1H)-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[6-(1,3-dihidro-2H-izoindol-2-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[6-(3,3-difluoropirolidin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;Izobutil 4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklopropil}piridin-2-il)piperazin-1-karboksilat;2-[4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklopropil}piridin-2-il)piperazin-1-il]benzonitril;1’-[(1-{6-[4-(4-fluorofenil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{6-[3-(trifluorometil)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{6-[3-(trifluorometoksi)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}piridin-2-il)benzonitril;1’-({1-[6-(3-hloro-4-fluorofenil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{6-[4-(metoksimetil)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3--on;N-[3-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}piridin-2-il)fenil]acetamid; i4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}piridin-2-il)benzamid, ili njihove farmaceutski prihvatljive soli.
21. Jedinjenje iz zahteva 1 izabrano od: 1’-[(1-{6-[4-(metilsulfonil)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[6-(1-metil-1H-indol-5-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[6-(1-benzotien-5-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(6-kinolin-3-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[6-(3-tienil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-okso-2,3-dihidro-1H-indol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(3-metil-2-okso-2,3-dihidro-1H-benzimidazol-1-il)fenil]ciklopropil} karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;4-1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}benzonitril;4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklopropil} benzenkarbotioamid;1’-[(1-{4-[1-(metilsulfonil)-1,2,3,6-tetrahidropiridin-4-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[(E)-2-piridin-4-ilvinil]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[ciklopentil(fluoro)metil]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(tetrahidro-2H-piran-4-iloksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;terc-butil (4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenoksi)acetat;(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklopropil} fenoksi)acetonitril;1’-[(1-{4-[(5-metilizoksazol-3-il)metoksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(ciklopentilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(kinolin-3-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(kinolin-4-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(kinolin-6-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(piridin-3-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;6-(trifluorometil)-1’-({1-[4-(trifluorometil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(trifluorometoksi)fenil]ciklopropil}karbonil)-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(2,4-difluorofenil)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(1,3-benzotiazol-2-il)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;4-fluoro-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-4-fluoro-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;7-fluoro-1’-[(1-{4-[(trifluorometil)tio]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-bromofenil)ciklopropil]karbonil}-7-fluoro-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(1,3-benzotiazol-2-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(1,3-benzotiazol-2-il)ciklopropil]karbonil}-6-hloro-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;6-hloro-1’-({1-[4-(trifluorometoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;6-hloro-1’-{[1-(2-fluorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(4-hlorofenil)-1,3-tiazol-2-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)benzonitril;1’-{[1-(4-bromofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(pirolidin-1-ilkarbonil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil) benzohidrazid;N-metil-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)benzamid;4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil) benzenkarbotioamid;1’-[(1-{4-[2-(trifluorometil)-1H-imidazol-4-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(1-metil-1H-pirazol-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on ;N-ciklopropil-4’-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)bifenil-4-karboksamid;1’-[(1-{4-[5-(trifluorometil)-1H-1,2,4-triazol-3-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(1H-tetrazol-5-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-amino-1,3-oksazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-pirimidin-5-ilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(6-fluoropiridin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(6-pirolidin-1-ilpiridin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;N-ciklopropil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]piridin-2-karboksamid;N-metil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]piridin-2-karboksamid;1’-({1-[4-(metilsulfonil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[(trifluorometil)tio]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-hloro-2-fluorofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-oksopiridin-1(2H)-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;Metil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-carboksilat;1’-[(1-{4-[4-(metilsulfonil)-2-oksopiperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;7-fluoro-1’-[(1-{4-[3-(trifluorometil)-1H-pirazol-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;N-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]ciklopropankarboksamid;N-[4-(1-{[3-Okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]benzenesulfonamid;Metil allil[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]karbamat;1’-({1-[4-(1H-1,2,4-triazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-kinolin-6-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-piridin-4-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-kinolin-2-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-piridin-2-ilciklopropil)carboxil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(1,3-benzotiazol-2-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-metilfenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;1’-({1-[4-(pirolidin-1-ilmetil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;6-hloro-1’-({1-[4-(trifluorometil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;6-hloro-1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(3-tienil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(2-naftil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(piridin-4-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}spiro[izochromene-3,3’-pirolidin]-1(4H)-on;1’-{[1-(2-fluoro-4-piridin-4-ilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;5-metoksi-1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3-okso-3H-spiro[2-benzofuran-1,3’-pirolidin]-5-karbonitril;1’-({1-[3’-(hidroksimetil)bifenil-4-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[2’-(metiltio)bifenil-4-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(1,3-benzotiazol-2-il)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1-(2-naftil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-({1-[4-(difluorometoksi)fenil]ciklopropil}karbonil)-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1-(4-{[4-(trifluorometoksi)benzil]oksi}fenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on; i1’-[(1-{4-[1-(4-bromofenil)etoksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on ili njihove farmaceutski prihvatljive soli.
22.Jedinjenje iz zahteva 1 izabrano od: 1’-{[1-(4-piridin-3-ilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirrolidin]-3-on;[4-(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenil)-1,3-tiazol-2-il]acetonitril;1’-({1-[4-(2-piridin-3-il-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1-propionil-1,2,3,6-tetrahidropiridin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]-3,6-dihidropiridin-1(2H)-karboksilat;4-[(E)-2-(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenil)vinil]benzonitril;1’-{[1-(2-fluoro-4-piridin-4-ilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{2-fluoro-4-[3-(trifluorometil)-1H-pirazol-1-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2H-indazol-2-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(3,3-difluoropirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[4-izopropil-2-okso-1,3-oksazolidin-3-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-oksoimidazolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-oksoimidazolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[4-izopropil-2-okso-1,3-oksazolidin-3-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;metil 3-okso-4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]piperazin-1-karboksilat;1’-[(1-{6-[4-(ciklopropilkarbonil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{6-[4-(piridin-4-iloksi)piperidin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{6-[3-(piridin-4-iloksi)pirolidin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(6-metoksipiridin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;[4’-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)bifenil-3-il]acetonitril;1’-({1-[4-(6-aminopiridin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(6-hidroksipiridin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(5-metilpiridin-2-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[(piridin-2-iloksi)metil]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[(piridin-3-iloksi)metil]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[(piridin-4-iloksi)metil]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;3-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)benzonitril;1’-[(1-bifenil-3-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(1-naftil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-kinolin-6-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[(5-metilizoksazol-3-il)metoksi]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-piridin-3-il-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[5-(trifluorometil)-1,3,4-oksadiazol-2-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-terc-butil-1,3-tiazol-2-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(4-hlorofenil)-1,3-tiazol-2-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’,1"-[1,4-fenilenbis(ciklopropan-1,1-diilkarbonil)]bis(3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on);4-hidroksi-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;4-metoksi-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-piridin-3-ilciklobutil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-hlorofenil)ciklobutil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-hlorofenil)ciklobutil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;1’-{[1-(2,4-dihlorofenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;1’-{[1-(4-bromofenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;1’-{[1-(4-metoksifenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;1’-{[1-(4-fenoksifenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;1’-[(1-{4-[(trifluorometil)tio]fenil}ciklopropil)karbonil]spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;1’-{[1-(3-bromofenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;1’-{[1-(3-metoksifenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;1’-{[1-(6-hloropiridin-3-il)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1-(4-metilfenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on; i1’-({1-[4-(trifluorometil)fenil]ciklopropil}karbonil)-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on ili njihova farmaceutski prihvatljiva so.
23.Jedinjenje iz zahteva 1 izabrano od: 1’-{[1-(4-Metoksifenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-({1-[4-(trifluorometoksi)fenil]ciklopropil}karbonil)-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1-(4-fluorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1 -(2-hloro-4-fluorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1-(2,4-difluorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1-(3-hlorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{-(3,4-dihlorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1-(2,3-difluorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;1’-{[1-(2,4-dihlorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;Etil 4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]piperazin-1-karboksilat;1’-[(1-{6-[4-(etilsulfonil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(4-metilpiperazin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(4-fenilpiperazin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{6-[4-(3-metilbutanoil)piperazin-1-il]piridin-3-il}ciklopropilkarbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{6-[4-(ciklopropilmetil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[6-(2,5-dihidro-1H-pirol-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(6-piperidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(4-metil-2-oksopiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(4-acetil-2-okso-piperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;terc-butil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]piperazin-1-karboksilat;1’-({1-[4-(4-Izobutirilpiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[4-(ciklopropil karbonil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[4-(metilsulfonil)piperazin-1-il]fenil}ciklopropil karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(4-metilpiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;N-metil-N-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]ciklopropankarboksamid;N-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil) fenil]acetamid;1’-({1-[4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-oksopiperidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1-metil-3-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]imidazolidin-2,4-dion;1’-{[1-(4-morfolin-4-ilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-piridin-3-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;N-metil-4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)piridin-2-il]benzamid;N,N-dimetil-4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)piridin-2-il]benzamid;1’-[(1-{6-[4-(metilsulfonil)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-metoksifenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(piridin-2-iloksi)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(piridin-3-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(izokinolin-1-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-vinilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;metil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]-3,6-dihidropiridin-1(2H)-karboksilat;Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]-3,6-dihidropiridin-1(2H)-karboksilat;1’-({1-[4-(1-acetil-1,2,3,6-tetrahidropiridin-4-il)fenil]ciklopropil}karbonil)-3H-spiro [2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[1-(3-metilbutanoil)-1,2,3,6-tetrahidropiridin-4-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;5-hidroksi-1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-5-ol;1’-({1-[4-(pirolidin-1-ilmetil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-{[1-(6-pirolidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[6-(4-fenilpiperazin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolid in]-3-on;metil 4-[5-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]piperazin-1-karboksilat ;Etil 4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}piridin-2-il)piperazin-1-karboksilat;Izopropil 4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}piridin-2-il)piperazin-1-karboksilat;1’-({1-[6-(4-hlorofenil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[6-(4-fluorofenil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[6-(4-fluoro-2-metilfenil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;4-hloro-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;4-hidroksi-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;4-metoksi-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[(4-fluorobenzil)oksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-{[4-(trifluorometil)benzil]oksi}fenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[(2-hloro-4-fluorobenzil)oksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[(4-bromo-2-fluorobenzil)oksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;3-fluoro-4-[(4- {1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenoksi)metil]benzonitril;1’-[(1-{4-[1-(2-fluorofenil)etoksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;4-[1-(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklo-propil}fenoksi)etil]benzonitril;1’-({1-[4-(kinolin-2-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-metoksifenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;6-hloro-1’-{[1-(4-metoksifenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-metoksifenil)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(ciklopentiloksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(alliloksi)fenil]ciklo-propil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-metoksietoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(ciklopropilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-metilfenil)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(trifluorometil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-vinilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[(E)-2-piridin-2-ilvinil]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1-izobutiril-1,2,3,6-tetrahidropiridin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1-acetilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;Etil 4-(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenil)piperidin-1-karboksilat;1’-({1-[4-(1-izobutirilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1-propionilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[1-(3-metilbutanoil)piperidin-4-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-piriolidin]-3-on;1’-({1-[4-(2-izopropil-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[2-(dimetilamino)-1,3-tiazol-4-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-amino-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;3-fluoro-4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklo-propil}benzonitril;1’-({1-[2-fluoro-4-(4-metil-1,3-tiazol-2-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on; i1’-[(1-{4-[5-(trifluorometil)-1,3,4-oksadiazol-2-il]fenil}ciklo-propil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on ili njihova farmaceutski prihvatljiva so.
24.Jedinjenje iz zahteva 1 izabrano od: 1’-({1-[4-(3-metilizoksazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-piridin-2-iletil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(3-metil-1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(3-amino-1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1H-benzimidazol-1-il)-2-fluorofenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{2-fluoro-4-[2-(trifluoro-metil)-1H-benzimidazol-1-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-metoksi-1H-benzimidazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;Etil 4-(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklopropil}fenil)piperazin-1-karboksilat;Izopropil 4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piperazin-1-karboksilat;1’-({1-[4-(4-propionilpiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(4-izobutirilpiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[4-(ciklopropil karbonil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro [furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[4-(Metilsulfonil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-oksopiridin-1(2H)-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;Metil [4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]karbamat;N-[4-(1-{[3-Okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]metansulfonamid;1’-{[1-(2-fluorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(2-hlorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(2-bromofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[2-(Trifluorometil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(2-metoksifenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(2-metilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(2,3-difluorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(2-hloro-6-fluorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(1-naftil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(2-fluorofenil)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;6-hloro-1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;6-hloro-1’-({1-[4-(trifluoro-metil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;6-hloro-1’-{[1-(2,4-difluorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;6-hloro-1’-({1-[3-(difluorometoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(2,4-dihlorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-4-metoksi-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-hlorofenil)ciklopropil]karbonil}-4-hidroksi-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;6-hloro-1’-{[1-(3,4-dihlorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-hloro-2-fluorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;6-hloro-1’-{[1-(2,4-difluorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(2-hloro-4-fluorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(2,4-difluorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(metiltio)fenil]ciklo-propil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[(trifluorometil)tio]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(4-hlorofenil)ciklo-pentil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;Metil 4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]piperazin-1-karboksilat;N,N-dimetil-4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piperazin-1-karboksamid;Metil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piperazin-1-karboksilat;1’-({1-[2-fluoro-4-(4-propionilpiperazin-1-il)fenil]ciklo-propil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(4-izobutirilpiperazin-1-il)fenil]ciklo-propil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[4-(ciklopropil karbonil)piperazin-1-il]-2-fluoro-fenil}ciklopropil) karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(4-acetilpiperazin-1-il)-2-fluorofenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N,Ndimetilpiperazin-1-karboksamid;1’-({1-[4-(4-hidroksipiperidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;N,N-dimetil-1-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piperidin-4-karboksamid;Metil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperidin-1-karboksilat;Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperidin-1-karboksilat;1’-({1-[4-(1-acetilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(1-izobutirilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(1-propionilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[1-(3-metilbutanoil)piperidin-4-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(1-acetilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1-izobutirilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(1-propionilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[1-(3-metilbutanoil)piperidin-4-il]fenil}ciklo-propil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;Metil 4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperidin-1-karboksilat;Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperidin-1-karboksilat;Izopropil-4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piperidin-1-karboksilat;Metil 4-hidroksi-4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piperidin-1-karboksilat;Etil 4-hidroksi-4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piperidin-1-karboksilat;Izopropil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piperazin-1-karboksilat;1’-[(1-{4-[6-(pirolidin-1-ilkarbonil)piridin-3-il]fenil}ciklo-propil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;N-Etil-N-metil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piridin-2-karboksamid;N,N-dietil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piridin-2-karboksamid;terc-butil {4-[5-(-1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]fenil}karbamat;N,N-dimetil-1-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)piridin-2-il]piperidin-4-karboksamid; i1’-{[1-(6-piperidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on ili njihove farmaceutski prihvatljive soli.
25.Jedinjenje iz zahteva 1 izabrano od: 1’-({1-[2-fluoro-4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[4-(2-oksoazetidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(2-oksoazetidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(2-Oksoazetidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(2-oksoazetidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;Propil 4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]piperazin-1-karboksilat;Izobutil 4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]piperazin-1-karboksilat;Izopropil 4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]piperazin-1-karboksilat;Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-karboksilat;Propil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-karboksilat;Izobutil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-karboksilat;1’-[(1-{4-[4-(ciklopropilacetil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-(4-[4-(ciklopropilacetil)piperazin-1-il]-2-fluorofenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[4-(3-metilbutanoil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{2-fluoro-4-[4-(3-metilbutanoil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro [2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[4-(tetrahidro-2H-piran-4-ilkarbonil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;Etil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-karboksilat;Propil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-karboksilat;4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-metilpiperazin-1-karboksamid;1’-({1-[2-fluoro-4-(4-izobutirilpiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-[(1-{4-[4-(ciklopropilacetil)piperazin-1-il]-2-fluorofenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;Metil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-karboksilat;Etil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-karboksilat;Propil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-karboksilat;izo-propil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-karboksilat;izo-butil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-karboksilat;1’-[(1-{4-[4-(ciklopropilkarbonil)piperazin-1-il]-2-fluorofenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{2-fluoro-4-[4-(3-metilbutanoil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;N,N-dimetil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-2-karboksamid;N-etil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-2-karboksamid;N-izopropil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-2-karboksamid;5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-metilpiridin-2-karboksamid;5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-etilpiridin-2-karboksamid;5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-i-propilpiridin-2-karboksamid;5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N,N-dimetilpiridin-2-karboksamid;5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-metilpiridin-2-karboksamid;N-etil-5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-2-karboksamid;5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-izopropilpiridin-2-karboksamid;5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N,N-dimetilpiridin-2-karboksamid;6-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-metilnikotinamid;6-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N,N-dimetilnikotinamid;N-metil-6-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]nikotinamid;N,N-dimetil-6-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]nikotinamid;1’-({1-[4-(1-izobutiril-1,2,3,6-tetrahidropiridin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[4-(1-propionil-1,2,3,6-tetrahidropiridin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[3-fluoro-4-(3-metil-1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-{[1-(6-azetidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-({1-[6-(2-oksoazetidin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;Metil [3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]karbamat;Metil [3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]karbamat;1’-({1-[4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;1’-[(1-{4-[4-(ciklopropilkarbonil)piperazin-1-il]fenil}ciklobutil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-1-karboksilat;N,N-dietil-5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-2-karboksamid;1’-({1-[4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(1H-1,2,3-triazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(2H-1,2,3-triazol-2-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(1H-1,2,4-triazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;1’-({1-[2-fluoro-4-(4H-1,2,4-triazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;N-etil-5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-2-karboksamid i 5-[3-Fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-izopropilpiridin-2-karboksamid ili njihove farmaceutski prihvatljive soli.
26. Metod modulisanja aktivnosti 11βHSD1 ili MR ex vivo sadrži pomenute 11βHSD1 ili MR sa jedinjenjima prema bilo kom zahtevu od 1 do 25 ili njihove farmaceutski prihvatljive soli.
27. Pomenuti metod iz zahteva 26 gde se pomenuto modulisanje inhibira.
28. Jedinjenja prema bilo kom zahtevu od 1 do 25 ili njihove farmaceutski prihvatljive soli za upotrebu u proizvodnji medikamenata za lečenje bolesti, pri čemu je spomenuta bolest gojaznost, dijabetes, intolerancija na glukozu, otpornost na insulin, hiperglikemija, hipertenzija, hiperlipidemija, kognitivno oštećenje, demencija, glaukom, kardiovaskularni poremećaji, osteoporoza ili zapaljenje.
29. Jedinjenja prema bilo kom zahtevu od 1 do 25 ili njihove farmaceutski prihvatljive soli za upotrebu u proizvodnji medikamenata za tretman bolesti pri čemu je spomenuta bolest hipertenzija, kardiovaskularna bolest, bolest bubrega, inflamatorne bolesti, otkazivanje srca, ateroskleroza, arteroskleroza, koronarna bolest arterija, tromboza, angina, periferalne vaskularne bolesti, oštećenje vaskularnog zida, moždani udar, dislipidemija, hiperlipoproteinemija, dijabetička dislipidemija, mešana dislipidemija, hiperholesterolemija, hipertrigliceridinemija, dijabetes tip 1, tip 2, gojaznost, metabolički sindrom, otpornost na insulin ili generalno oštećenje organa vezano za aldosteron.
30. Upotreba jedinjenja prema bilo kom zahtevu od 1 do 25 ili njihove farmaceutski prihvatljive soli, u proizvodnji medikamenata za tretman dijabetesa tipa 2.
31. Farmaceutske kompozicije koje sadrže jedinjenja prema bilo kojem od zahteva od 1 do 25 ili njihove farmaceutski prihvatljive soli i farmaceutski prihvatljiv nosač.
32. Jedinjenja prema bilo kom zahtevu od 1 do 25 ili njihove farmaceutski prihvatljive soli za upotrebu u tretmanu bolesti pri čemu je spomenuta bolest gojaznost, dijabetes, intolerancija na glukozu, otpornost na insulin, hiperglikemija, hipertenzija, hiperlipidemija, kognitivno oštećenje, demencija, glaukom, kardiovaskularni poremećaji, osteoporoza ili zapaljenje.
33. Jedinjenja prema bilo kom zahtevu od 1 do 25 ili njihove farmaceutski prihvatljive soli, za upotrebu u tretmanu bolesti, pri čemu je spomenuta bolest hipertenzija, kardiovaskularne bolesti, bolesti bubrega, inflamatorne bolesti, otkazivanje srca, ateroskleroza, arteroskleroza, koronarna bolest arterija, tromboza, angina, periferalne vaskularne bolesti, oštećenje vaskularnog zida, moždani udar, dislipidemija, hiperlipoproteinemija, dijabetička dislipidemija, mešana dislipidemija, hiperholesterolemija, hipertrigliceridinemija, dijabetes tip 1, tip 2, gojaznost, metabolički sindrom, otpornost na insulin ili generalno oštećenje organa vezano za aldosteron.
34. Jedinjenje prema bilo kom zahtevu od 1 do 25 ili njegova farmaceutski prihvatljiva so za upotrebu u tretmanu dijabetesa tipa 2.
35. Jedinjenje koje je N-metil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-2-karboksamid ili njegova farmaceutski prihvatljiva so.
36. Jedinjenje koje je N-metil-5-[4-(1-{[(1R)-3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-2-karboksamid ili njegova farmaceutski prihvatljiva so.
37. Jedinjenje koje je N-metil-5-[4-(1-{[(1R)-3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil) fenil]piridin-2-karboksamid.
38. Farmaceutskakompozicija sadrži jedinjenja prema zahtevu 35 ili 36 ili njihove farmaceutski prihvatljive soli ili jedinjenje prema zahtevu 37, kao i farmaceutski prihvatljiv nosač.
39. Upotreba jedinjenja prema zahtevu 35 ili 36 ili njihove farmaceutski prihvatljive soli, ili jedinjenje prema zahtevu 37, u proizvodnji medikamenata za tretman pacijenata izabranih sa bolestima kao što su gojaznost, dijabetes, intolerancija na glukozu, otpornost na insulin, hiperglikemija, hipertenzija, hiperlipidemija, kognitivno oštećenje, demencija, glaukom, kardiovaskularni poremećaji, osteoporoza ili zapaljenje.
40. Upotreba jedinjenja prema zahtevu 35 ili 36 ili njihova farmaceutski prihvatljiva so, ili jedinjenje prema zahtevu 37, u proizvodnji medikamenta za tretman dijabetesa tipa 2.
41. Jedinjenje prema zahtevu 35 ili 36 ili njihove farmaceutski prihvatljive soli, ili jedinjenje prema zahtevu 37, za upotrebu u tretmanu pacijenata sa bolestima izabranim od gojaznosti, dijabetesa, intolerancije na glukozu, otpornosti na insulin, hiperglikemiju, hipertenzije, hiperlipidemije, kognitivnog oštećenja, demencije, glaukoma, kardiovaskularnih poremećaja, osteoporoze, i zapaljenja.
42. Jedinjenje prema zahtevu 35 ili 36 ili njihova farmaceutski prihvatljiva so, ili jedinjenje prema zahtevu 37, za upotrebu u tretmanu dijabetesa tipa 2.
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| PCT/US2005/015559 WO2005110992A1 (en) | 2004-05-07 | 2005-05-04 | Amido compounds and their use as pharmaceuticals |
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- 2005-05-04 GE GEAP20059736A patent/GEP201706611B/en unknown
- 2005-05-04 WO PCT/US2005/015559 patent/WO2005110992A1/en not_active Ceased
- 2005-05-04 EA EA200602062A patent/EA025359B1/ru unknown
- 2005-05-04 EP EP15168750.6A patent/EP2963021A1/en not_active Withdrawn
- 2005-05-04 US US11/122,309 patent/US7304081B2/en not_active Expired - Lifetime
- 2005-05-04 RS RS20150594A patent/RS54236B1/sr unknown
- 2005-05-04 HR HRP20151064TT patent/HRP20151064T1/hr unknown
- 2005-05-04 SG SG200902188-2A patent/SG151329A1/en unknown
- 2005-05-04 KR KR1020067023362A patent/KR101252227B1/ko not_active Expired - Lifetime
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2006
- 2006-10-24 CR CR8702A patent/CR8702A/es unknown
- 2006-11-02 IL IL179042A patent/IL179042A/en active IP Right Grant
- 2006-11-08 EC ECSP066978 patent/ECSP066978A/es unknown
- 2006-11-27 NO NO20065442A patent/NO340031B1/no unknown
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2007
- 2007-04-06 US US11/784,450 patent/US20070179142A1/en not_active Abandoned
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2008
- 2008-06-10 US US12/136,529 patent/US7776874B2/en not_active Expired - Lifetime
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2010
- 2010-06-17 US US12/817,887 patent/US8058288B2/en not_active Expired - Lifetime
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2011
- 2011-09-23 US US13/243,565 patent/US9126927B2/en not_active Expired - Lifetime
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2013
- 2013-03-06 JP JP2013044576A patent/JP2013151519A/ja active Pending
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2015
- 2015-07-24 US US14/808,337 patent/US9670154B2/en not_active Expired - Fee Related
- 2015-10-07 CY CY20151100899T patent/CY1116779T1/el unknown
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2016
- 2016-06-07 HK HK16106552.9A patent/HK1218545A1/en unknown
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2017
- 2017-05-23 US US15/602,693 patent/US9957229B2/en not_active Expired - Lifetime
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