KR20080091948A - 락탐형 피리딘 화합물을 포함하는 허혈성 질환의 예방 및치료용 약학조성물 - Google Patents
락탐형 피리딘 화합물을 포함하는 허혈성 질환의 예방 및치료용 약학조성물 Download PDFInfo
- Publication number
- KR20080091948A KR20080091948A KR1020070035074A KR20070035074A KR20080091948A KR 20080091948 A KR20080091948 A KR 20080091948A KR 1020070035074 A KR1020070035074 A KR 1020070035074A KR 20070035074 A KR20070035074 A KR 20070035074A KR 20080091948 A KR20080091948 A KR 20080091948A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- naphthyridin
- phenyl
- methyl
- fluoro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 208000023589 ischemic disease Diseases 0.000 title claims abstract description 26
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 10
- 230000002265 prevention Effects 0.000 title claims abstract description 7
- -1 pyridine compound Chemical class 0.000 title claims description 48
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 title claims description 16
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 title claims description 14
- 150000003951 lactams Chemical class 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 277
- 150000003839 salts Chemical class 0.000 claims abstract description 9
- 125000001072 heteroaryl group Chemical group 0.000 claims description 33
- 125000000623 heterocyclic group Chemical group 0.000 claims description 30
- 239000003814 drug Substances 0.000 claims description 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 19
- 230000000302 ischemic effect Effects 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 18
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 18
- 229940079593 drug Drugs 0.000 claims description 17
- 125000002252 acyl group Chemical group 0.000 claims description 15
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 15
- 125000001424 substituent group Chemical group 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 125000006763 (C3-C9) cycloalkyl group Chemical group 0.000 claims description 9
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 9
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 9
- 125000005843 halogen group Chemical group 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 6
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004104 aryloxy group Chemical group 0.000 claims description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 208000010125 myocardial infarction Diseases 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 208000031225 myocardial ischemia Diseases 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 208000026106 cerebrovascular disease Diseases 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- GLGNXYJARSMNGJ-VKTIVEEGSA-N (1s,2s,3r,4r)-3-[[5-chloro-2-[(1-ethyl-6-methoxy-2-oxo-4,5-dihydro-3h-1-benzazepin-7-yl)amino]pyrimidin-4-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound CCN1C(=O)CCCC2=C(OC)C(NC=3N=C(C(=CN=3)Cl)N[C@H]3[C@H]([C@@]4([H])C[C@@]3(C=C4)[H])C(N)=O)=CC=C21 GLGNXYJARSMNGJ-VKTIVEEGSA-N 0.000 claims description 3
- SZUVGFMDDVSKSI-WIFOCOSTSA-N (1s,2s,3s,5r)-1-(carboxymethyl)-3,5-bis[(4-phenoxyphenyl)methyl-propylcarbamoyl]cyclopentane-1,2-dicarboxylic acid Chemical compound O=C([C@@H]1[C@@H]([C@](CC(O)=O)([C@H](C(=O)N(CCC)CC=2C=CC(OC=3C=CC=CC=3)=CC=2)C1)C(O)=O)C(O)=O)N(CCC)CC(C=C1)=CC=C1OC1=CC=CC=C1 SZUVGFMDDVSKSI-WIFOCOSTSA-N 0.000 claims description 3
- GCTFTMWXZFLTRR-GFCCVEGCSA-N (2r)-2-amino-n-[3-(difluoromethoxy)-4-(1,3-oxazol-5-yl)phenyl]-4-methylpentanamide Chemical compound FC(F)OC1=CC(NC(=O)[C@H](N)CC(C)C)=CC=C1C1=CN=CO1 GCTFTMWXZFLTRR-GFCCVEGCSA-N 0.000 claims description 3
- YJLIKUSWRSEPSM-WGQQHEPDSA-N (2r,3r,4s,5r)-2-[6-amino-8-[(4-phenylphenyl)methylamino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1CNC1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O YJLIKUSWRSEPSM-WGQQHEPDSA-N 0.000 claims description 3
- VIJSPAIQWVPKQZ-BLECARSGSA-N (2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-acetamido-5-(diaminomethylideneamino)pentanoyl]amino]-4-methylpentanoyl]amino]-4,4-dimethylpentanoyl]amino]-4-methylpentanoyl]amino]propanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid Chemical compound NC(=N)NCCC[C@@H](C(O)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(C)=O VIJSPAIQWVPKQZ-BLECARSGSA-N 0.000 claims description 3
- ITOFPJRDSCGOSA-KZLRUDJFSA-N (2s)-2-[[(4r)-4-[(3r,5r,8r,9s,10s,13r,14s,17r)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]-3-(1h-indol-3-yl)propanoic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H](CC[C@]13C)[C@@H]2[C@@H]3CC[C@@H]1[C@H](C)CCC(=O)N[C@H](C(O)=O)CC1=CNC2=CC=CC=C12 ITOFPJRDSCGOSA-KZLRUDJFSA-N 0.000 claims description 3
- WWTBZEKOSBFBEM-SPWPXUSOSA-N (2s)-2-[[2-benzyl-3-[hydroxy-[(1r)-2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]propanoyl]amino]-3-(1h-indol-3-yl)propanoic acid Chemical compound N([C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)O)C(=O)C(CP(O)(=O)[C@H](CC=1C=CC=CC=1)NC(=O)OCC=1C=CC=CC=1)CC1=CC=CC=C1 WWTBZEKOSBFBEM-SPWPXUSOSA-N 0.000 claims description 3
- FNHHVPPSBFQMEL-KQHDFZBMSA-N (3S)-5-N-[(1S,5R)-3-hydroxy-6-bicyclo[3.1.0]hexanyl]-7-N,3-dimethyl-3-phenyl-2H-1-benzofuran-5,7-dicarboxamide Chemical compound CNC(=O)c1cc(cc2c1OC[C@@]2(C)c1ccccc1)C(=O)NC1[C@H]2CC(O)C[C@@H]12 FNHHVPPSBFQMEL-KQHDFZBMSA-N 0.000 claims description 3
- IWZSHWBGHQBIML-ZGGLMWTQSA-N (3S,8S,10R,13S,14S,17S)-17-isoquinolin-7-yl-N,N,10,13-tetramethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine Chemical compound CN(C)[C@H]1CC[C@]2(C)C3CC[C@@]4(C)[C@@H](CC[C@@H]4c4ccc5ccncc5c4)[C@@H]3CC=C2C1 IWZSHWBGHQBIML-ZGGLMWTQSA-N 0.000 claims description 3
- OOKAZRDERJMRCJ-KOUAFAAESA-N (3r)-7-[(1s,2s,4ar,6s,8s)-2,6-dimethyl-8-[(2s)-2-methylbutanoyl]oxy-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-3-hydroxy-5-oxoheptanoic acid Chemical compound C1=C[C@H](C)[C@H](CCC(=O)C[C@@H](O)CC(O)=O)C2[C@@H](OC(=O)[C@@H](C)CC)C[C@@H](C)C[C@@H]21 OOKAZRDERJMRCJ-KOUAFAAESA-N 0.000 claims description 3
- MPDDTAJMJCESGV-CTUHWIOQSA-M (3r,5r)-7-[2-(4-fluorophenyl)-5-[methyl-[(1r)-1-phenylethyl]carbamoyl]-4-propan-2-ylpyrazol-3-yl]-3,5-dihydroxyheptanoate Chemical compound C1([C@@H](C)N(C)C(=O)C2=NN(C(CC[C@@H](O)C[C@@H](O)CC([O-])=O)=C2C(C)C)C=2C=CC(F)=CC=2)=CC=CC=C1 MPDDTAJMJCESGV-CTUHWIOQSA-M 0.000 claims description 3
- YQOLEILXOBUDMU-KRWDZBQOSA-N (4R)-5-[(6-bromo-3-methyl-2-pyrrolidin-1-ylquinoline-4-carbonyl)amino]-4-(2-chlorophenyl)pentanoic acid Chemical compound CC1=C(C2=C(C=CC(=C2)Br)N=C1N3CCCC3)C(=O)NC[C@H](CCC(=O)O)C4=CC=CC=C4Cl YQOLEILXOBUDMU-KRWDZBQOSA-N 0.000 claims description 3
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims description 3
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 3
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims description 3
- 125000004845 (C1-C6) alkylsulfonylamino group Chemical group 0.000 claims description 3
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 3
- FTNJQNQLEGKTGD-UHFFFAOYSA-N 1,3-benzodioxole Chemical compound C1=CC=C2OCOC2=C1 FTNJQNQLEGKTGD-UHFFFAOYSA-N 0.000 claims description 3
- MHSLDASSAFCCDO-UHFFFAOYSA-N 1-(5-tert-butyl-2-methylpyrazol-3-yl)-3-(4-pyridin-4-yloxyphenyl)urea Chemical compound CN1N=C(C(C)(C)C)C=C1NC(=O)NC(C=C1)=CC=C1OC1=CC=NC=C1 MHSLDASSAFCCDO-UHFFFAOYSA-N 0.000 claims description 3
- WZZBNLYBHUDSHF-DHLKQENFSA-N 1-[(3s,4s)-4-[8-(2-chloro-4-pyrimidin-2-yloxyphenyl)-7-fluoro-2-methylimidazo[4,5-c]quinolin-1-yl]-3-fluoropiperidin-1-yl]-2-hydroxyethanone Chemical compound CC1=NC2=CN=C3C=C(F)C(C=4C(=CC(OC=5N=CC=CN=5)=CC=4)Cl)=CC3=C2N1[C@H]1CCN(C(=O)CO)C[C@@H]1F WZZBNLYBHUDSHF-DHLKQENFSA-N 0.000 claims description 3
- ONBQEOIKXPHGMB-VBSBHUPXSA-N 1-[2-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 ONBQEOIKXPHGMB-VBSBHUPXSA-N 0.000 claims description 3
- YSTQFQQQNHSSGK-UHFFFAOYSA-N 2,6-bis(4-fluorophenyl)-8-methyl-2,7-naphthyridin-1-one Chemical compound O=C1C=2C(C)=NC(C=3C=CC(F)=CC=3)=CC=2C=CN1C1=CC=C(F)C=C1 YSTQFQQQNHSSGK-UHFFFAOYSA-N 0.000 claims description 3
- CZUHAPXJOJTVPI-UHFFFAOYSA-N 2,6-diethyl-8-piperidin-1-yl-2,7-naphthyridin-1-one Chemical compound N=1C(CC)=CC=2C=CN(CC)C(=O)C=2C=1N1CCCCC1 CZUHAPXJOJTVPI-UHFFFAOYSA-N 0.000 claims description 3
- WGFNXGPBPIJYLI-UHFFFAOYSA-N 2,6-difluoro-3-[(3-fluorophenyl)sulfonylamino]-n-(3-methoxy-1h-pyrazolo[3,4-b]pyridin-5-yl)benzamide Chemical compound C1=C2C(OC)=NNC2=NC=C1NC(=O)C(C=1F)=C(F)C=CC=1NS(=O)(=O)C1=CC=CC(F)=C1 WGFNXGPBPIJYLI-UHFFFAOYSA-N 0.000 claims description 3
- BKSFWNSBRYKGDX-UHFFFAOYSA-N 2,8-diethyl-6-methyl-2,7-naphthyridin-1-one Chemical compound C1=CN(CC)C(=O)C2=C1C=C(C)N=C2CC BKSFWNSBRYKGDX-UHFFFAOYSA-N 0.000 claims description 3
- IFCKRCRMKGDNKV-UHFFFAOYSA-N 2,8-dimethyl-6-phenyl-2,7-naphthyridin-1-one Chemical compound C=1C=2C=CN(C)C(=O)C=2C(C)=NC=1C1=CC=CC=C1 IFCKRCRMKGDNKV-UHFFFAOYSA-N 0.000 claims description 3
- OHDJFLAEDQXBQW-UHFFFAOYSA-N 2,8-dimethyl-6-phenyl-3,4-dihydro-2,7-naphthyridin-1-one Chemical compound N=1C(C)=C2C(=O)N(C)CCC2=CC=1C1=CC=CC=C1 OHDJFLAEDQXBQW-UHFFFAOYSA-N 0.000 claims description 3
- VCUXVXLUOHDHKK-UHFFFAOYSA-N 2-(2-aminopyrimidin-4-yl)-4-(2-chloro-4-methoxyphenyl)-1,3-thiazole-5-carboxamide Chemical compound ClC1=CC(OC)=CC=C1C1=C(C(N)=O)SC(C=2N=C(N)N=CC=2)=N1 VCUXVXLUOHDHKK-UHFFFAOYSA-N 0.000 claims description 3
- XKFMUQNCICTADG-UHFFFAOYSA-N 2-(2-methoxyethyl)-8-piperidin-1-yl-6-propan-2-yl-2,7-naphthyridin-1-one Chemical compound C=12C(=O)N(CCOC)C=CC2=CC(C(C)C)=NC=1N1CCCCC1 XKFMUQNCICTADG-UHFFFAOYSA-N 0.000 claims description 3
- HDTMHFXXBNZQGA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-6-(4-fluorophenyl)-8-methyl-2,7-naphthyridin-1-one Chemical compound C1=C(OC)C(OC)=CC=C1N1C(=O)C2=C(C)N=C(C=3C=CC(F)=CC=3)C=C2C=C1 HDTMHFXXBNZQGA-UHFFFAOYSA-N 0.000 claims description 3
- AHZJSAWCKUFZNG-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-8-(4-fluorophenyl)-6-methyl-2,7-naphthyridin-1-one Chemical compound C1=C(OC)C(OC)=CC=C1N1C(=O)C2=C(C=3C=CC(F)=CC=3)N=C(C)C=C2C=C1 AHZJSAWCKUFZNG-UHFFFAOYSA-N 0.000 claims description 3
- VYKFOCGRMRTEAE-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-8-methyl-6-phenyl-2,7-naphthyridin-1-one Chemical compound C1=C(OC)C(OC)=CC=C1N1C(=O)C2=C(C)N=C(C=3C=CC=CC=3)C=C2C=C1 VYKFOCGRMRTEAE-UHFFFAOYSA-N 0.000 claims description 3
- QPRKKJGYJRUKAN-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-8-piperidin-1-yl-6-propan-2-yl-2,7-naphthyridin-1-one Chemical compound C1=C(OC)C(OC)=CC=C1N1C(=O)C2=C(N3CCCCC3)N=C(C(C)C)C=C2C=C1 QPRKKJGYJRUKAN-UHFFFAOYSA-N 0.000 claims description 3
- PRUSMDHOZTXOHG-UHFFFAOYSA-N 2-(3,5-dichlorophenyl)-6-(3,4-difluorophenyl)-8-methyl-2,7-naphthyridin-1-one Chemical compound O=C1C=2C(C)=NC(C=3C=C(F)C(F)=CC=3)=CC=2C=CN1C1=CC(Cl)=CC(Cl)=C1 PRUSMDHOZTXOHG-UHFFFAOYSA-N 0.000 claims description 3
- RFQFFUFJYQROEH-UHFFFAOYSA-N 2-(3,5-dichlorophenyl)-6-(4-fluorophenyl)-8-methyl-2,7-naphthyridin-1-one Chemical compound O=C1C=2C(C)=NC(C=3C=CC(F)=CC=3)=CC=2C=CN1C1=CC(Cl)=CC(Cl)=C1 RFQFFUFJYQROEH-UHFFFAOYSA-N 0.000 claims description 3
- HAMPPDUAUQPICZ-UHFFFAOYSA-N 2-(3,5-dichlorophenyl)-8-methyl-6-phenyl-2,7-naphthyridin-1-one Chemical compound O=C1C=2C(C)=NC(C=3C=CC=CC=3)=CC=2C=CN1C1=CC(Cl)=CC(Cl)=C1 HAMPPDUAUQPICZ-UHFFFAOYSA-N 0.000 claims description 3
- OHPMLUCAOSYJBU-UHFFFAOYSA-N 2-(3,5-difluorophenyl)-6-(4-fluorophenyl)-8-methyl-2,7-naphthyridin-1-one Chemical compound O=C1C=2C(C)=NC(C=3C=CC(F)=CC=3)=CC=2C=CN1C1=CC(F)=CC(F)=C1 OHPMLUCAOSYJBU-UHFFFAOYSA-N 0.000 claims description 3
- YJTFWJTUCBXTFW-UHFFFAOYSA-N 2-(3,5-difluorophenyl)-8-(4-fluorophenyl)-6-methyl-2,7-naphthyridin-1-one Chemical compound O=C1C=2C(C=3C=CC(F)=CC=3)=NC(C)=CC=2C=CN1C1=CC(F)=CC(F)=C1 YJTFWJTUCBXTFW-UHFFFAOYSA-N 0.000 claims description 3
- SXHJYCKCEGVBJA-UHFFFAOYSA-N 2-(3,5-difluorophenyl)-8-methyl-6-phenyl-2,7-naphthyridin-1-one Chemical compound O=C1C=2C(C)=NC(C=3C=CC=CC=3)=CC=2C=CN1C1=CC(F)=CC(F)=C1 SXHJYCKCEGVBJA-UHFFFAOYSA-N 0.000 claims description 3
- XCSPLLRDGUYQOV-UHFFFAOYSA-N 2-(4-fluorophenyl)-8-methyl-6-phenyl-2,7-naphthyridin-1-one Chemical compound O=C1C=2C(C)=NC(C=3C=CC=CC=3)=CC=2C=CN1C1=CC=C(F)C=C1 XCSPLLRDGUYQOV-UHFFFAOYSA-N 0.000 claims description 3
- ZAXOXQIDDHGYQG-UHFFFAOYSA-N 2-(4-fluorophenyl)-8-piperidin-1-yl-6-propan-2-yl-2,7-naphthyridin-1-one Chemical compound O=C1C=2C(N3CCCCC3)=NC(C(C)C)=CC=2C=CN1C1=CC=C(F)C=C1 ZAXOXQIDDHGYQG-UHFFFAOYSA-N 0.000 claims description 3
- WWHBKTPSTOCXPW-UHFFFAOYSA-N 2-[(4-methoxyphenyl)methyl]-3,4-dihydro-2,7-naphthyridin-1-one Chemical compound C1=CC(OC)=CC=C1CN1C(=O)C2=CN=CC=C2CC1 WWHBKTPSTOCXPW-UHFFFAOYSA-N 0.000 claims description 3
- OTULQFMRRISFHY-UHFFFAOYSA-N 2-[2-(dimethylamino)ethyl]-8-(4-fluorophenyl)-6-methyl-3,4-dihydro-2,7-naphthyridin-1-one Chemical compound C=12C(=O)N(CCN(C)C)CCC2=CC(C)=NC=1C1=CC=C(F)C=C1 OTULQFMRRISFHY-UHFFFAOYSA-N 0.000 claims description 3
- PYRKKGOKRMZEIT-UHFFFAOYSA-N 2-[6-(2-cyclopropylethoxy)-9-(2-hydroxy-2-methylpropyl)-1h-phenanthro[9,10-d]imidazol-2-yl]-5-fluorobenzene-1,3-dicarbonitrile Chemical compound C1=C2C3=CC(CC(C)(O)C)=CC=C3C=3NC(C=4C(=CC(F)=CC=4C#N)C#N)=NC=3C2=CC=C1OCCC1CC1 PYRKKGOKRMZEIT-UHFFFAOYSA-N 0.000 claims description 3
- SYLOAFKIKQJIQJ-UHFFFAOYSA-N 2-[8-(4-fluorophenyl)-6-methyl-1-oxo-3,4-dihydro-2,7-naphthyridin-2-yl]acetic acid Chemical compound N=1C(C)=CC=2CCN(CC(O)=O)C(=O)C=2C=1C1=CC=C(F)C=C1 SYLOAFKIKQJIQJ-UHFFFAOYSA-N 0.000 claims description 3
- VVCMGAUPZIKYTH-VGHSCWAPSA-N 2-acetyloxybenzoic acid;[(2s,3r)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl] propanoate;1,3,7-trimethylpurine-2,6-dione Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O.CN1C(=O)N(C)C(=O)C2=C1N=CN2C.C([C@](OC(=O)CC)([C@H](C)CN(C)C)C=1C=CC=CC=1)C1=CC=CC=C1 VVCMGAUPZIKYTH-VGHSCWAPSA-N 0.000 claims description 3
- GMBBTHAIMKHPQU-UHFFFAOYSA-N 2-benzyl-2,7-naphthyridin-1-one Chemical compound C1=CC2=CC=NC=C2C(=O)N1CC1=CC=CC=C1 GMBBTHAIMKHPQU-UHFFFAOYSA-N 0.000 claims description 3
- HJQKGYUXRJSBBM-UHFFFAOYSA-N 2-benzyl-3,4-dihydro-2,7-naphthyridin-1-one Chemical compound C1CC2=CC=NC=C2C(=O)N1CC1=CC=CC=C1 HJQKGYUXRJSBBM-UHFFFAOYSA-N 0.000 claims description 3
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Classifications
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4375—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a six-membered ring having nitrogen as a ring heteroatom, e.g. quinolizines, naphthyridines, berberine, vincamine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- General Chemical & Material Sciences (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020070035074A KR20080091948A (ko) | 2007-04-10 | 2007-04-10 | 락탐형 피리딘 화합물을 포함하는 허혈성 질환의 예방 및치료용 약학조성물 |
| PCT/KR2008/002029 WO2008123755A1 (fr) | 2007-04-10 | 2008-04-10 | Compositions pharmaceutiques contenant des dérivés de pyridine de type lactame en tant que principe actif pour la prévention et le traitement de l'ischémie |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020070035074A KR20080091948A (ko) | 2007-04-10 | 2007-04-10 | 락탐형 피리딘 화합물을 포함하는 허혈성 질환의 예방 및치료용 약학조성물 |
Publications (1)
| Publication Number | Publication Date |
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| KR20080091948A true KR20080091948A (ko) | 2008-10-15 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| KR1020070035074A Ceased KR20080091948A (ko) | 2007-04-10 | 2007-04-10 | 락탐형 피리딘 화합물을 포함하는 허혈성 질환의 예방 및치료용 약학조성물 |
Country Status (2)
| Country | Link |
|---|---|
| KR (1) | KR20080091948A (fr) |
| WO (1) | WO2008123755A1 (fr) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200942537A (en) | 2008-02-01 | 2009-10-16 | Irm Llc | Compounds and compositions as kinase inhibitors |
| TW201105669A (en) * | 2009-07-30 | 2011-02-16 | Irm Llc | Compounds and compositions as Syk kinase inhibitors |
| WO2012088266A2 (fr) | 2010-12-22 | 2012-06-28 | Incyte Corporation | Imidazopyridazines et benzimidazoles substitués en tant qu'inhibiteurs de fgfr3 |
| ES2984771T3 (es) | 2012-06-13 | 2024-10-31 | Incyte Holdings Corp | Compuestos tricíclicos sustituidos como inhibidores de FGFR |
| WO2014026125A1 (fr) | 2012-08-10 | 2014-02-13 | Incyte Corporation | Dérivés de pyrazine en tant qu'inhibiteurs de fgfr |
| WO2014051653A1 (fr) * | 2012-09-27 | 2014-04-03 | Portola Pharmaceuticals, Inc. | Inhibiteurs de kinase à base de dihydropyridone bicyclique |
| US9266892B2 (en) | 2012-12-19 | 2016-02-23 | Incyte Holdings Corporation | Fused pyrazoles as FGFR inhibitors |
| EA035095B1 (ru) | 2013-04-19 | 2020-04-27 | Инсайт Холдингс Корпорейшн | Бициклические гетероциклы в качестве ингибиторов fgfr |
| US10851105B2 (en) | 2014-10-22 | 2020-12-01 | Incyte Corporation | Bicyclic heterocycles as FGFR4 inhibitors |
| EA038045B1 (ru) | 2015-02-20 | 2021-06-28 | Инсайт Корпорейшн | Бициклические гетероциклы в качестве ингибиторов fgfr |
| MA41551A (fr) | 2015-02-20 | 2017-12-26 | Incyte Corp | Hétérocycles bicycliques utilisés en tant qu'inhibiteurs de fgfr4 |
| US9580423B2 (en) | 2015-02-20 | 2017-02-28 | Incyte Corporation | Bicyclic heterocycles as FGFR4 inhibitors |
| AR111960A1 (es) | 2017-05-26 | 2019-09-04 | Incyte Corp | Formas cristalinas de un inhibidor de fgfr y procesos para su preparación |
| US11174257B2 (en) | 2018-05-04 | 2021-11-16 | Incyte Corporation | Salts of an FGFR inhibitor |
| RS66310B1 (sr) | 2018-05-04 | 2025-01-31 | Incyte Corp | Čvrsti oblici inhibitora fgfr i procesi za njegovu pripremu |
| WO2020185532A1 (fr) | 2019-03-08 | 2020-09-17 | Incyte Corporation | Méthodes de traitement du cancer au moyen d'un inhibiteur de fgfr |
| WO2021007269A1 (fr) | 2019-07-09 | 2021-01-14 | Incyte Corporation | Hétérocycles bicycliques en tant qu'inhibiteurs de fgfr |
| WO2021067374A1 (fr) | 2019-10-01 | 2021-04-08 | Incyte Corporation | Hétérocycles bicycliques en tant qu'inhibiteurs de fgfr |
| PH12022550892A1 (en) | 2019-10-14 | 2023-05-03 | Incyte Corp | Bicyclic heterocycles as fgfr inhibitors |
| US11566028B2 (en) | 2019-10-16 | 2023-01-31 | Incyte Corporation | Bicyclic heterocycles as FGFR inhibitors |
| AU2020395185A1 (en) | 2019-12-04 | 2022-06-02 | Incyte Corporation | Derivatives of an FGFR inhibitor |
| EP4069696A1 (fr) | 2019-12-04 | 2022-10-12 | Incyte Corporation | Hétérocycles tricycliques en tant qu'inhibiteurs de fgfr |
| US12012409B2 (en) | 2020-01-15 | 2024-06-18 | Incyte Corporation | Bicyclic heterocycles as FGFR inhibitors |
| JP2024513575A (ja) | 2021-04-12 | 2024-03-26 | インサイト・コーポレイション | Fgfr阻害剤及びネクチン-4標的化剤を含む併用療法 |
| WO2022261160A1 (fr) | 2021-06-09 | 2022-12-15 | Incyte Corporation | Hétérocycles tricycliques en tant qu'inhibiteurs de fgfr |
| TW202313610A (zh) | 2021-06-09 | 2023-04-01 | 美商英塞特公司 | 作為fgfr抑制劑之三環雜環 |
-
2007
- 2007-04-10 KR KR1020070035074A patent/KR20080091948A/ko not_active Ceased
-
2008
- 2008-04-10 WO PCT/KR2008/002029 patent/WO2008123755A1/fr not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008123755A1 (fr) | 2008-10-16 |
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