RU2002107998A - Сульфонилкарбоксамидные производные, способ их получения и их применение в качестве лекарственных средств - Google Patents
Сульфонилкарбоксамидные производные, способ их получения и их применение в качестве лекарственных средств Download PDFInfo
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- RU2002107998A RU2002107998A RU2002107998/04A RU2002107998A RU2002107998A RU 2002107998 A RU2002107998 A RU 2002107998A RU 2002107998/04 A RU2002107998/04 A RU 2002107998/04A RU 2002107998 A RU2002107998 A RU 2002107998A RU 2002107998 A RU2002107998 A RU 2002107998A
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- alkyl
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- cycloalkyl
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- 239000003814 drug Substances 0.000 title claims 7
- 238000004519 manufacturing process Methods 0.000 title claims 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 94
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 19
- 150000001875 compounds Chemical class 0.000 claims 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 16
- -1 piperazinyl-2-one Chemical group 0.000 claims 12
- 125000003386 piperidinyl group Chemical group 0.000 claims 9
- 229910052794 bromium Inorganic materials 0.000 claims 8
- 229910052801 chlorine Inorganic materials 0.000 claims 8
- 229910052731 fluorine Inorganic materials 0.000 claims 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 8
- 125000004193 piperazinyl group Chemical group 0.000 claims 7
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 7
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 6
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 5
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 4
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 4
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 4
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 4
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims 4
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims 4
- 125000004528 pyrimidin-5-yl group Chemical group N1=CN=CC(=C1)* 0.000 claims 4
- 125000004853 tetrahydropyridinyl group Chemical group N1(CCCC=C1)* 0.000 claims 4
- 125000001544 thienyl group Chemical group 0.000 claims 4
- 125000004312 morpholin-2-yl group Chemical group [H]N1C([H])([H])C([H])([H])OC([H])(*)C1([H])[H] 0.000 claims 3
- 125000004572 morpholin-3-yl group Chemical group N1C(COCC1)* 0.000 claims 3
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 2
- 125000004174 2-benzimidazolyl group Chemical group [H]N1C(*)=NC2=C([H])C([H])=C([H])C([H])=C12 0.000 claims 2
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims 2
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims 2
- KDDQRKBRJSGMQE-UHFFFAOYSA-N 4-thiazolyl Chemical compound [C]1=CSC=N1 KDDQRKBRJSGMQE-UHFFFAOYSA-N 0.000 claims 2
- 125000004539 5-benzimidazolyl group Chemical group N1=CNC2=C1C=CC(=C2)* 0.000 claims 2
- CWDWFSXUQODZGW-UHFFFAOYSA-N 5-thiazolyl Chemical group [C]1=CN=CS1 CWDWFSXUQODZGW-UHFFFAOYSA-N 0.000 claims 2
- 206010003210 Arteriosclerosis Diseases 0.000 claims 2
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 2
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 2
- 235000010290 biphenyl Nutrition 0.000 claims 2
- 239000004305 biphenyl Substances 0.000 claims 2
- 125000000814 indol-3-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([H])=C([*])C2=C1[H] 0.000 claims 2
- 125000004531 indol-5-yl group Chemical group [H]N1C([H])=C([H])C2=C([H])C(*)=C([H])C([H])=C12 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- 125000001305 1,2,4-triazol-3-yl group Chemical group [H]N1N=C([*])N=C1[H] 0.000 claims 1
- 125000001414 1,2,4-triazol-5-yl group Chemical group [H]N1N=C([H])N=C1[*] 0.000 claims 1
- 125000003363 1,3,5-triazinyl group Chemical group N1=C(N=CN=C1)* 0.000 claims 1
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 125000001397 3-pyrrolyl group Chemical group [H]N1C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 229940088623 biologically active substance Drugs 0.000 claims 1
- 239000008280 blood Substances 0.000 claims 1
- 210000004369 blood Anatomy 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 150000002632 lipids Chemical class 0.000 claims 1
- 229940126601 medicinal product Drugs 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000005322 morpholin-1-yl group Chemical group 0.000 claims 1
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 claims 1
- 125000004526 pyridazin-2-yl group Chemical group N1N(C=CC=C1)* 0.000 claims 1
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 claims 1
- 125000003039 tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 claims 1
- 125000000147 tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 claims 1
- 125000004299 tetrazol-5-yl group Chemical group [H]N1N=NC(*)=N1 0.000 claims 1
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
- C07D295/26—Sulfur atoms
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
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- 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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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/14—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
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- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
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- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/70—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
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Claims (12)
1. Соединения формулы I
где X, R1, R2, R3 независимо друг от друга означают NR6R7, (СН2)-пиридил, (СН2)n-фенил, причем n может означать 0-6 и фенильный остаток может быть вплоть до двукратно замещен F, Cl, Br, CF3, NH2, CN, OCF3, О(C1-С6)-алкилом, S(C1-C6)-алкилом, (C1-C6)-алкилом, (С3-С6)-циклоалкилом, COO-(C1-C6)-алкилом, СОО(С3-С6)-циклоалкилом, CONH2, CONH-(C1-C6)-алкилом, CON-[(C1-C6)-алкил]2;
(C1-C8)-алкил, пирролидинил, пиперидинил, пиперазинил, пиперазинил-2-он, морфолинил, тетрагидропиридинил, тетрагидрохинолинил, тетрагидроизохинолинил, причем циклы, смотря по обстоятельствам, могут быть замещены фенилом, (C1-C6)-алкилфенилом, -ОН, (C1-C6)-алкилом, (C1-C6)-алкил-ОН, O-фенилом, 3-фенилом, (СО)-(C1-C6)-алкилом, (СО)-фенилом, причем фенильный заместитель незамещен или вплоть до двукратно замещен F, Cl, Br, ОН, CF3, CN, OCF3, О-(C1-C6)-алкилом, S-(C1-C6)-алкилом, SO(C1-C6)-алкилом, SO2(C1-C6)-алкилом, (C1-C6)-алкилом, (С3-С6)-циклоалкилом, СООН, СОО-(C1-C6)-алкилом, СОО-(С3-С6)-циклоалкилом, CONH2, CONH-(C1-C6)-алкилом, CON[(C1-C6)-алкил]2, CONH-(С3-С6)-циклоалкилом, NH2, NHCO-(C1-C6)-алкилом, NHCO-фенилом;
R6 и R7, независимо друг от друга, означают атом водорода, (C1-C6)-алкил, (C1-C6)-алкил-ОН, (C1-C6)-алкил-NH2, (C1-C6)-алкил-O-(C1-C6)-алкил, О-(C1-C6)-алкил, (С3-С6)-циклоалкил, СО-(C1-C6)-алкил, (C1-C6)-anKHA-NH-C(O)-(C1-C6)-алкил, (C1-C6)-алкил-NH-(C1-C6)-алкил, (C1-C6)-алкил-N[(C1-C6)-алкил]2, (C1-C6)-алкил-O-фенил, СНО, СО-фенил;
(СН2)n-Ar, причем n может означать 0-6 и Ar может означать фенил, бифенил, 1- или 2-нафтил, 1- или 2-тетрагидрофуранил, 2-, 3 или 4-пиридил, 2- или 3-тиенил, 2- или 3-фурил, 2-, 4- или 5-тиазолил, 2-, 4- или 5-оксазолил, 1-пиразолил, 3-, 4- или 5-изоксазолил, (С3-С6)-циклоалкил, пиперидинил, пирролидинил, оксопиридинил, 2- или 3-пирролил, 2- или 3-пиридазинил, 2-, 4- или 5-пиримидинил, 2-пиразинил, 2-(1,3,5-триазинил), 2-, 3- или 4-морфолинил, 2- или 5-бензимидазолил, 2-бензотиазолил, 1,2,4-триазол-3-ил, 1,2,4-триазол-5-ил, тетразол-5-ил, индол-3-ил, индол-5-ил или N-метилимидазол-2-, -4- или -5-ил и Ar вплоть до двукратно может быть замещен F, Cl, Br, ОН, CF3, NO2, CN, OCF3, O-CH2-O, O-(C1-C6)-алкилом, S-(C1-C6)-алкилом, SO(C1-C6)-алкилом, SO2-(C1-C6)-алкилом, (C1-C6)-алкилом, (С3-С6)-циклоалкилом, СООН, СОО-(C1-C6)-алкилом, СОО(С3-С6)-циклоалкилом, CONH2, CONH-(C1-C6)-алкилом, CON[(C1-C6)-алкил]2, CONH(С3-С6)-циклоалкилом, NH2, NHCO-(C1-C6)-алкилом, NHCO-фенилом, пирролидин-1-илом, морфолин-1-илом, пиперидин-1-илом, пиперазин-1-илом, 4-метилпиперазин-1-илом, (СН2)n-фенилом, О-(СН2)n-фенилом, S-(СН2)п-фенилом, SO2(СН2)n-фенилом, причем n=0-3;
а также их физиологически приемлемые соли.
2. Соединения формулы (I) по п.1, отличающиеся тем, что в формуле (I) R1, R2 независимо друг от друга означают NR6R7, пирролидинил, пиперидинил, пиперазинил, тетрагидропиридинил, причем циклы, смотря по обстоятельствам, могут быть замещены фенилом, (C1-C6)-алкилфенилом, (C1-C6)-алкилом, (C1-C6)-алкил-ОН, O-фенилом, S-фенилом, (СО) (C1-C6)-алкилом, (СО)-фенилом, причем фенильный заместитель незамещен или вплоть до двукратно замещен F, Cl, Br, CF3, CN, OCF3, О-(C1-C6)-алкилом, S-(C1-C6)-алкилом, (C1-C6)-алкилом, (С3-С6)-циклоалкилом, СООН, COO-(C1-C6)-алкилом, СОО(С3-С6)-циклоалкилом, CONH2, CONH-(C1-C6)-алкилом, CON-[(C1-C6)-алкил]2, NH2, NHCO-(C1-C6)-алкилом, NHCO-фенилом;
R6, R7 независимо друг от друга означают атом водорода, (C1-C6)-алкил, (C1-C6)-алкил-O(C1-C6)-алкил, (С3-С6)-циклоалкил, СО(C1-C6)-алкил, (C1-C6)-алкил-NH-C(О)(C1-C6)-алкил, (C1-C6)-алкил-NH(C1-C6)-алкил, (C1-C6)-алкил-N[(C1-C6)-алкил]2;
(CH2)n-Ar, причем n может означать 0-6 и Ar может означать фенил, бифенил, 1- или 2-нафтил, 2-, 3- или 4-пиридил, 2- или 3-тиенил, 2-, 4- или 5-тиазолил, 2-, 4- или 5-оксазолил, 3- или 5-изоксазолил, (С3-С6)-циклоалкил, пиперидинил, пирролидинил, 2-, 4- или 5-пиримидинил, 2-, 3- или 4-морфолинил, 2- или 5-бензимидазолил, 2-бензотиазолил или индол-3-ил, индол-5-ил; и Ar вплоть до двукратно может быть замещен F, C1, Br, ОН, CF3, NO2, CN, OCF3, О-(C1-C6)-алкилом, S-(C1-C6)-алкилом, SO-(C1-C6)-алкилом, SO2(C1-C6)-алкилом, (C1-C6)-алкилом, (С3-С6)-циклоалкилом, СООН, COO-(C1-C6)-алкилом, СОО-(С3-С6)-циклоалкилом, CONH2, CONH-(C1-C6)-алкилом, NH2, NHCO-фенилом, (CH2)n-фенилом, О(СН2)n-фенилом, S(СН2)n-фенилом, причем n=0-3;
X, R3 независимо друг от друга означают NR8R9, пирролидинил, пиперидинил, морфолинил, (C1-C6)-алкил, (СН2)n-фенил, причем n может означать 0-6 и фенильный остаток может быть вплоть до двукратно замещен F, Cl, Br, CF3, CN, OCF3, O-(C1-С6)-алкилом, S(C1-C6)-алкилом, (C1-C6)-алкилом, (С3-С6)-циклоалкилом, СОО-(C1-C6)-алкилом, СОО-(С3-С6)-циклоалкилом, CONH2, CONH(C1-C6)-алкилом, CON-[(C1-C6)-алкил]2;
R8, R9 независимо друг от друга, означают атом водорода, (C1-C6)-алкил, (С3-С6)-циклоалкил, СО-(C1-C6)-алкил, (C1-C6)-алкил-СО-(C1-C6)-алкил, SO2-бензил, SO2-бензил-ОСН3, (CH2)n-Ar, причем n может означать 0-6 и Ar может означать фенил или тиенил и Ar вплоть до двукратно может быть замещен F, Cl, Br, CF3, NO2, CN, OCF3, O-СН2-О, О-(C1-C6)-алкилом, S-(C1-C6)-алкилом, SO(C1-C6)-алкилом, SO2(C1-C6)-алкилом, (C1-C6)-алкилом, (С3-С6)-циклоалкилом, NHCO-фенилом, (СН2)n-фенилом, O-(СН2)n-фенилом, S(СН2)n-фенилом, SO2-(СН2)n-фенилом, причем n=0-2;
а также их физиологически приемлемые соли.
3. Соединения формулы (I) по п.1 или 2, отличающиеся тем, что в формуле (I) R1, R2 независимо друг от друга означают NR6R7, пиперидинил, пиперазинил, тетрагидропиридинил, причем циклы, смотря по обстоятельствам, могут быть замещены фенилом, (C1-C6)-алкилфенилом, (C1-C6)-алкилом, (СО)-(C1-C6)-алкилом;
R6, R7 независимо друг от друга означают атом водорода, (C1-C6)-алкил, (C1-C6)-алкил-NH-(C1-C6)-алкил, (C1-C6)-алкил-N[(C1-C6)-алкил]2;
(CH2)n-Ar, причем n может означать 0-6 и Ar может означать фенил, 2-, 3- или 4-пиридил, пиперидинил, пирролидинил, 2-, 4- или 5-пиримидинил, 2-, 3- или 4-морфолинил, и Ar вплоть до двукратно может быть замещен F, Cl, Br, ОН, CF3, NO2, CN, OCF3, О-(C1-C6)-алкилом, (C1-C6)-алкилом, СООН, NH2, (CH2)n-фенилом, причем n=0-3;
Х означает NR8R9, пиперазинил, (C1-C6)-алкил, (СН2)n-фенил, причем n может означать 0-6;
R3 означает NR10R11, пиперазинил;
R8, R9 независимо друг от друга означают атом водорода, (C1-C6)-алкил, (С3-С6)-циклоалкил, СО-(C1-C6)-алкил, (C1-C6)-алкил-СО-(C1-C6)-алкил, SO2-бензил, SO2-бензил-ОСН3, (СН2)n-Ar, причем n может означать 0-6 и Ar может означать фенил или тиенил;
R10, R11 независимо друг от друга означают атом водорода, (C1-C6)-алкил, (С3-С6)-циклоалкил, СО-(C1-C6)-алкил, (C1-C6)-алкил-СО-(C1-C6)-алкил, SO2-бензил, SO2-бензил-ОСН3, (СН2)n-Ar, причем n может означать 0-6 и Ar может означать фенил или тиенил;
а также их физиологически приемлемые соли.
4. Соединения формулы (I) по одному или нескольким из пп.1-3, отличающиеся тем, что в формуле (I) R1, R2 независимо друг от друга означают NR6R7, пиперидинил, пиперазинил, тетрагидропиридинил, причем циклы, смотря по обстоятельствам, могут быть замещены фенилом, (C1-C6)-алкилфенилом, (C1-C6)-алкилом, (СО) (C1-C6)-алкилом;
R6, R7 независимо друг от друга означают атом водорода, (C1-C6)-алкил, (C1-C6)-алкил-NH-(C1-C6)-алкил, (C1-C6)-алкил-N-[(C1-C6)-алкил]2;
(СН2)n-Ar, причем n может означать 0-6 и Ar может означать фенил, 2-, 3- или 4-пиридил, пиперидинил, пирролидинил, 2-, 4- или 5-пиримидинил, 2-, 3- или 4-морфолинил, и Ar вплоть до двукратно может быть замещен F, Cl, Br, ОН, CF3, NO2, CN, OCF3, О(C1-C6)-алкилом, (C1-C6)-алкилом, СООН, NH2, (СН2)n-фенилом, причем n может означать 0-3;
Х означает (C1-C6)-алкил, (СН2)n-фенил, причем n может означать 0-6;
R3 означает NR10R11, пиперазинил;
R10, R11 независимо друг от друга означают атом водорода, (C1-C6)-алкил, (С3-С6)-циклоалкил, СО-(C1-C6)-алкил, (C1-C6)-алкил-СО-(C1-C6)-алкил, SO2-бензил, SO2-бензил-ОСН3, (СН2)n-Ar, причем n может означать 0-6 и Ar может означать фенил или тиенил;
а также их физиологически приемлемые соли.
5. Лекарственное средство, содержащее одно или несколько соединений по одному или нескольким из пп.1-4.
6. Лекарственное средство по п.5, отличающееся тем, что оно дополнительно содержит одно или несколько средств, понижающих уровень липидов в крови.
7. Соединения по одному или нескольким из пп.1-4, пригодные в качестве лекарственного средства для лечения гиперлипидемии.
8. Соединения по одному или нескольким из пп.1-4, пригодные в качестве лекарственного средства для лечения артериосклероза.
9. Способ получения лекарственного средства, содержащего одно или несколько соединений по одному или нескольким из пп.1-4, отличающийся тем, что биологически активное вещество смешивают с фармацевтически пригодным носителем и эту смесь доводят до пригодной для введения формы.
10. Применение соединений по одному или нескольким из пп.1-4 для получения лекарственного средства для лечения гиперлипидемии.
11. Применение соединений по одному или нескольким из пп.1-4 для получения лекарственного средства для лечения артериосклероза.
12. Способ получения соединений по одному или нескольким из пп.1-4, отличающийся тем, что согласно следующей схеме:
соединение формулы (II), где Х и R3 имеют указанные для формулы (I) значения и Hall и На12, соответственно, означают атом галогена, вводят во взаимодействие с соединением R2-H, где R2 имеет указанное для формулы (I) значение, с получением соединения формулы (III) и это соединение вводят во взаимодействие с соединением R1-H, где R1 имеет указанное для формулы (I) значение, с получением соединения формулы (I) и его, в случае необходимости, с помощью кислоты превращают в фармакологически приемлемую соль.
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| DE1999141540 DE19941540C2 (de) | 1999-09-01 | 1999-09-01 | Sulfonylcarboxamide zur Herstellung von Medikamenten zur Prophylaxe oder Behandlung von Hyperlipidämie |
| DE19941540.4 | 1999-09-01 | ||
| DE10027611.3 | 2000-06-06 | ||
| DE2000127611 DE10027611A1 (de) | 2000-06-06 | 2000-06-06 | Sulfonylcarboxamidderivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
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| MX2012001729A (es) | 2009-08-26 | 2012-06-13 | Sanofi Sa | Nuevos hidratos cristalinos de fluoroglicosido heteroaromatico, productos farmaceuticos que comprenden estos compuestos, y su empleo. |
| US20120270819A1 (en) | 2009-10-02 | 2012-10-25 | Sanofi | Use of compounds with sglt-1/sglt-2 inhibitor activity for producing medicaments for treatment of bone disease |
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| WO2012120053A1 (de) | 2011-03-08 | 2012-09-13 | Sanofi | Verzweigte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
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| JP6103182B2 (ja) * | 2011-10-03 | 2017-03-29 | セイコーエプソン株式会社 | 発電装置、電子機器、移動手段及び発電装置の制御方法 |
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| US4138399A (en) | 1970-09-14 | 1979-02-06 | Pfizer Inc. | Sulfamylbenzoic acid |
| GB1353357A (en) * | 1970-09-14 | 1974-05-15 | Pfizer | Substituted 5-sulphamylbenzoic acids |
| DE2517183A1 (de) * | 1975-04-18 | 1976-10-28 | Hoechst Ag | Basisch substituierte 5-sulfamoyl- anthranilsaeurederivate und verfahren zu ihrer herstellung |
-
2000
- 2000-08-17 RU RU2002107998/04A patent/RU2002107998A/ru not_active Application Discontinuation
- 2000-08-17 CZ CZ2002767A patent/CZ2002767A3/cs unknown
- 2000-08-17 KR KR1020027002650A patent/KR20020033778A/ko not_active Withdrawn
- 2000-08-17 AT AT00953172T patent/ATE302754T1/de not_active IP Right Cessation
- 2000-08-17 PT PT00953172T patent/PT1218341E/pt unknown
- 2000-08-17 DE DE50011035T patent/DE50011035D1/de not_active Expired - Lifetime
- 2000-08-17 ES ES00953172T patent/ES2246247T3/es not_active Expired - Lifetime
- 2000-08-17 IL IL14814800A patent/IL148148A0/xx unknown
- 2000-08-17 EE EEP200200095A patent/EE200200095A/xx unknown
- 2000-08-17 JP JP2001519664A patent/JP4792186B2/ja not_active Expired - Fee Related
- 2000-08-17 PL PL00353367A patent/PL353367A1/xx not_active Application Discontinuation
- 2000-08-17 SK SK268-2002A patent/SK2682002A3/sk unknown
- 2000-08-17 MX MXPA02001696A patent/MXPA02001696A/es unknown
- 2000-08-17 EP EP00953172A patent/EP1218341B1/de not_active Expired - Lifetime
- 2000-08-17 HR HR20020177A patent/HRP20020177A2/hr not_active Application Discontinuation
- 2000-08-17 CA CA002383781A patent/CA2383781A1/en not_active Abandoned
- 2000-08-17 AU AU65712/00A patent/AU774071B2/en not_active Ceased
- 2000-08-17 DK DK00953172T patent/DK1218341T3/da active
- 2000-08-17 CN CN00811269A patent/CN1372541A/zh active Pending
- 2000-08-17 HK HK03101152.9A patent/HK1048984A1/zh unknown
- 2000-08-17 WO PCT/EP2000/008027 patent/WO2001016094A1/de not_active Ceased
- 2000-08-17 BR BR0013727-8A patent/BR0013727A/pt not_active IP Right Cessation
- 2000-08-17 HU HU0202472A patent/HUP0202472A3/hu unknown
- 2000-08-25 CO CO00063853A patent/CO5190698A1/es not_active Application Discontinuation
- 2000-08-29 MY MYPI20003962 patent/MY133732A/en unknown
- 2000-08-30 AR ARP000104517A patent/AR025444A1/es unknown
- 2000-09-01 US US09/654,841 patent/US6342512B1/en not_active Expired - Lifetime
-
2001
- 2001-09-27 US US09/963,380 patent/US6552048B2/en not_active Expired - Lifetime
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2002
- 2002-02-19 NO NO20020811A patent/NO20020811L/no not_active Application Discontinuation
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2616292C2 (ru) * | 2006-03-17 | 2017-04-14 | Дзе Джонс Хопкинс Юниверсити | Производные n-гидроксилсульфонамида в качестве новых физиологически полезных доноров нитроксила |
| US11306056B2 (en) | 2006-03-17 | 2022-04-19 | Cardioxyl Pharmaceuticals, Inc. | N-hydroxylsulfonamide derivatives as new physiologically useful nitroxyl donors |
| RU2485097C2 (ru) * | 2007-09-26 | 2013-06-20 | Джонс Хопкинс Юниверсити | Производные n-гидроксилсульфонамида как новые физиологически применимые доноры нитроксила |
Also Published As
| Publication number | Publication date |
|---|---|
| CO5190698A1 (es) | 2002-08-29 |
| NO20020811D0 (no) | 2002-02-19 |
| EE200200095A (et) | 2003-04-15 |
| DK1218341T3 (da) | 2005-12-12 |
| AU774071B2 (en) | 2004-06-17 |
| US20020072520A1 (en) | 2002-06-13 |
| US6552048B2 (en) | 2003-04-22 |
| ATE302754T1 (de) | 2005-09-15 |
| IL148148A0 (en) | 2002-09-12 |
| KR20020033778A (ko) | 2002-05-07 |
| US6342512B1 (en) | 2002-01-29 |
| PL353367A1 (en) | 2003-11-17 |
| ES2246247T3 (es) | 2006-02-16 |
| CN1372541A (zh) | 2002-10-02 |
| SK2682002A3 (en) | 2002-07-02 |
| AU6571200A (en) | 2001-03-26 |
| CA2383781A1 (en) | 2001-03-08 |
| WO2001016094A1 (de) | 2001-03-08 |
| HUP0202472A3 (en) | 2005-03-29 |
| MXPA02001696A (es) | 2002-08-06 |
| JP2003508380A (ja) | 2003-03-04 |
| PT1218341E (pt) | 2005-11-30 |
| HRP20020177A2 (en) | 2004-02-29 |
| MY133732A (en) | 2007-11-30 |
| EP1218341A1 (de) | 2002-07-03 |
| AR025444A1 (es) | 2002-11-27 |
| CZ2002767A3 (cs) | 2002-06-12 |
| BR0013727A (pt) | 2002-05-07 |
| HUP0202472A2 (hu) | 2002-12-28 |
| HK1048984A1 (zh) | 2003-04-25 |
| DE50011035D1 (de) | 2005-09-29 |
| EP1218341B1 (de) | 2005-08-24 |
| JP4792186B2 (ja) | 2011-10-12 |
| NO20020811L (no) | 2002-04-30 |
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