RU94004975A - Derivatives of a substituted heterocyclic phenyl-cyclohexane-carboxylic acid, a mixture of their isomers or separate isomers and their salt - Google Patents
Derivatives of a substituted heterocyclic phenyl-cyclohexane-carboxylic acid, a mixture of their isomers or separate isomers and their saltInfo
- Publication number
- RU94004975A RU94004975A RU94004975/04A RU94004975A RU94004975A RU 94004975 A RU94004975 A RU 94004975A RU 94004975/04 A RU94004975/04 A RU 94004975/04A RU 94004975 A RU94004975 A RU 94004975A RU 94004975 A RU94004975 A RU 94004975A
- Authority
- RU
- Russia
- Prior art keywords
- carbon atoms
- branched alkyl
- unbranched
- hydrogen
- phenyl
- Prior art date
Links
- QXXHHHWXFHPNOS-UHFFFAOYSA-N 1-phenylcyclohexane-1-carboxylic acid Chemical compound C=1C=CC=CC=1C1(C(=O)O)CCCCC1 QXXHHHWXFHPNOS-UHFFFAOYSA-N 0.000 title claims 2
- 125000000623 heterocyclic group Chemical group 0.000 title claims 2
- 239000000203 mixture Substances 0.000 title claims 2
- 150000003839 salts Chemical class 0.000 title claims 2
- 239000011780 sodium chloride Substances 0.000 title claims 2
- 125000004432 carbon atoms Chemical group C* 0.000 claims 17
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical group 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 102000015427 Angiotensins Human genes 0.000 claims 1
- 108010064733 Angiotensins Proteins 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000005466 alkylenyl group Chemical group 0.000 claims 1
- 230000003042 antagnostic Effects 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000004429 atoms Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- -1 nitro, hydroxyl Chemical group 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 150000002829 nitrogen Chemical group 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 125000003884 phenylalkyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000003831 tetrazolyl group Chemical group 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
Claims (1)
где А - водород, арил с 6 - 10 атомами углерода, незамещенный или замещенный гидроксилом, галогеном, трифторметилом или неразветвленным или разветвленным алкилом или алкоксилом, каждый с 1 - 6 атомами углерода, неразветвленный или разветвленный алкил или алкенил, каждый с 1 - 8 атомами углерода, или циклоалкил с 3 - 8 атомами углерода, Е - атом азота или радикал формулы -CR1, где R1 имеет указанные для заместителя А значения, при этом А и R1 одинаковы или различны, В и D вместе образуют радикал формул
где R2, R3 и R4 одинаковы или различны и имеют указанные для радикала А значение или означают галоген, при этом A, R2, R3 и R4 одинаковы или различны, L - водород, галоген, нитро, гидроксил, трифторметил, трифторметокси или неразветвленные или разветвленные алкил, алкоксил и алкоксикарбонил, каждый с 1 - 6 атомами углерода, циано или карбоксил, Т - радикал формул
где R5 - водород, неразветвленный или разветвленный алкил с 1 - 8 атомами углерода, циклоалкил с 3 - 7 атомами углерода или фенил, R6 и R8 одинаковы или различны и означают водород или неразветвленный или разветвленный алкил с 1 - 6 атомами углерода, R7 - трифторметил, неразветвленный или разветвленный алкил с 1 - 6 атомами углерода или бензил и фенил, незамещенные или замещенные неразветвленным алкилом с 1 - 6 атомами углерода, R9 - арил с 6 - 10 атомами углерода, незамещенный или замещенный одно- до двухкратно одинаковым или различным заместителем из группы, включающей галоид, гидроксил, неразветвленные или разветвленные алкил, алкоксил и алкоксикарбонил, каждый с 1 - 6 атомами углерода, карбоксил, фенокси и циклоалкокси с 3 - 6 атомами углерода, R1 0 - группа формул -CH2 - OR1 1, -CO2R1 2, -CO-NR1 3R1 4 или пиридил, где R1 1 - водород или неразветвленный или разветвленный алкил с 1 - 8 атомами углерода, R1 2 - водород, неразветвленный или разветвленный алкил с 1 - 8 атомами углерода, фенил или циклоалкил с 3 - 6 атомами углерода, R1 3 и R1 4 одинаковы или различны и означают водород, неразветвленный или разветвленный алкил с 1 - 8 атомами углерода или фенил, или тетразолил, незамещенный или замещенный трифенилметилом или неразветвленным или разветвленным алкилом с 1 - 4 атомами углерода, смеси их изомеров или отдельные изомеры и их соли, которые обладают биологической активностью, в частности антагонистическим действием в отношении ангиотензина 11.The object of the invention are derivatives substituted heterocycle of phenyl-cyclohexane-carboxylic acid of General formula
where A is hydrogen, aryl with 6 to 10 carbon atoms, unsubstituted or substituted by hydroxyl, halogen, trifluoromethyl or straight or branched alkyl or alkoxy, each with 1 to 6 carbon atoms, unbranched or branched alkyl or alkenyl, each with 1 to 8 atoms carbon, or cycloalkyl with 3 to 8 carbon atoms, E is a nitrogen atom or a radical of the formula -CR 1 , where R 1 has the values indicated for the substituent A, while A and R 1 are the same or different, B and D together form the radical of the formulas
where R 2 , R 3 and R 4 are the same or different and have the meanings indicated for radical A or are halogen, wherein A, R 2 , R 3 and R 4 are the same or different, L is hydrogen, halogen, nitro, hydroxyl, trifluoromethyl , trifluoromethoxy or unbranched or branched alkyl, alkoxy and alkoxycarbonyl, each with 1-6 carbon atoms, cyano or carboxyl, T is a radical of the formulas
where R 5 is hydrogen, unbranched or branched alkyl with 1 to 8 carbon atoms, cycloalkyl with 3 to 7 carbon atoms or phenyl, R 6 and R 8 are the same or different and mean hydrogen or unbranched or branched alkyl with 1 to 6 carbon atoms, R 7 - trifluoromethyl, linear or branched alkyl with 1-6 carbon atoms or benzyl and phenyl, unsubstituted or substituted with unbranched alkyl with 1-6 carbon atoms, R 9 - aryl with 6-10 carbon atoms, unsubstituted or substituted once or twice identical or different substituent from groups s consisting of halogen, hydroxyl, straight-chain or branched alkyl, alkoxy or alkoxycarbonyl, each with 1 - 6 carbon atoms, carboxyl, phenoxy and cycloalkoxy with 3 - 6 carbon atoms, R 1 0 - a group of formula -CH 2 - OR 1 1 -CO 2 R 1 2 , -CO-NR 1 3 R 1 4 or pyridyl, where R 1 1 is hydrogen or unbranched or branched alkyl with 1 to 8 carbon atoms, R 1 2 is hydrogen, unbranched or branched alkyl with 1 - 8 carbon atoms, phenyl, or cycloalkyl having 3 - 6 carbon atoms, R and R 1 March April 1 are identical or different and denote hydrogen, straight-chain or branched Alki with 1 to 8 carbon atoms or phenyl, or tetrazolyl, unsubstituted or substituted by triphenylmethyl or linear or branched alkyl with 1 to 4 carbon atoms, mixtures of their isomers or individual isomers and their salts, which have biological activity, in particular antagonistic action against angiotensin eleven.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4304455.7 | 1993-02-15 | ||
| DE4304455A DE4304455A1 (en) | 1993-02-15 | 1993-02-15 | Heterocyclic substituted phenyl-cyclohexane-carboxylic acid derivatives |
| DEP4304455.7 | 1993-02-15 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU94004975A true RU94004975A (en) | 1995-11-10 |
| RU2119480C1 RU2119480C1 (en) | 1998-09-27 |
Family
ID=6480447
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU94004975A RU2119480C1 (en) | 1993-02-15 | 1994-02-14 | Derivatives of heterocycle-substituted phenylcyclohexanecarboxylic acid, mixture or their isomers or individual isomers and their salts |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US5395840A (en) |
| EP (1) | EP0611767B1 (en) |
| JP (1) | JPH06293741A (en) |
| KR (1) | KR940019708A (en) |
| CN (1) | CN1057085C (en) |
| AT (1) | ATE196141T1 (en) |
| AU (1) | AU672262B2 (en) |
| CA (1) | CA2115536C (en) |
| CZ (1) | CZ289096B6 (en) |
| DE (2) | DE4304455A1 (en) |
| DK (1) | DK0611767T3 (en) |
| ES (1) | ES2151908T3 (en) |
| FI (1) | FI106716B (en) |
| GR (1) | GR3034957T3 (en) |
| IL (1) | IL108625A (en) |
| MY (1) | MY131595A (en) |
| NO (1) | NO300810B1 (en) |
| NZ (1) | NZ250864A (en) |
| PH (1) | PH30172A (en) |
| PL (1) | PL177834B1 (en) |
| PT (1) | PT611767E (en) |
| RU (1) | RU2119480C1 (en) |
| SK (1) | SK15294A3 (en) |
| UA (1) | UA35574C2 (en) |
| ZA (1) | ZA94984B (en) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW300219B (en) * | 1991-09-14 | 1997-03-11 | Hoechst Ag | |
| HRP960015B1 (en) * | 1995-02-01 | 2000-12-31 | Bayer Ag | Substituted indole derivatives |
| DE19503160A1 (en) * | 1995-02-01 | 1996-08-08 | Bayer Ag | Use of phenylcyclohexylcarboxylic acid amides |
| DE19525028A1 (en) * | 1995-07-10 | 1997-01-16 | Bayer Ag | Amides and sulfonamides of heterocyclic substituted benzylamines |
| CN1268137A (en) | 1997-07-03 | 2000-09-27 | 杜邦药品公司 | Imidazopyrimidines and imidazopyridines for the treatment of neurological disorders |
| US6124463A (en) * | 1998-07-02 | 2000-09-26 | Dupont Pharmaceuticals | Benzimidazoles as corticotropin release factor antagonists |
| US6365589B1 (en) | 1998-07-02 | 2002-04-02 | Bristol-Myers Squibb Pharma Company | Imidazo-pyridines, -pyridazines, and -triazines as corticotropin releasing factor antagonists |
| ATE302758T1 (en) * | 1998-11-17 | 2005-09-15 | Abbott Gmbh & Co Kg | 2-PHENYLBENZIMIDAZOLES AND 2-PHENYLINDOLES, THEIR PRODUCTION AND USE |
| DE19924818A1 (en) * | 1999-05-29 | 2000-11-30 | Bayer Ag | Substituted phenylcyclohexane carboxamides |
| DE19924819A1 (en) * | 1999-05-29 | 2000-11-30 | Bayer Ag | Substituted phenylcyclohexane carboxylic acid benzylamide (adenosine uptake inhibitors) |
| DE10044792A1 (en) * | 2000-09-11 | 2002-04-04 | Bayer Ag | Substituted phenylcyclohexane carboxamides and their use |
| ES2399233T3 (en) | 2006-05-09 | 2013-03-26 | Mitsubishi Gas Chemical Company, Inc. | Preparation of 4- (4-ALQUILCICLOHEXIL) BENZALDEHYDE |
| PE20120508A1 (en) | 2009-06-17 | 2012-05-09 | Vertex Pharma | INHIBITORS OF THE REPLICATION OF FLU VIRUSES |
| CN103492381A (en) | 2010-12-16 | 2014-01-01 | 沃泰克斯药物股份有限公司 | Inhibitors of influenza viruses replication |
| PE20140868A1 (en) | 2011-06-24 | 2014-07-18 | Amgen Inc | TRPM8 ANTAGONISTS AND THEIR USE IN TREATMENTS |
| EP2723718A1 (en) | 2011-06-24 | 2014-04-30 | Amgen Inc. | Trpm8 antagonists and their use in treatments |
| UA118010C2 (en) | 2011-08-01 | 2018-11-12 | Вертекс Фармасьютікалз Інкорпорейтед | INFLUENCES OF INFLUENZA VIRUS REPLICATION |
| NZ702571A (en) | 2012-06-29 | 2017-02-24 | Pfizer | 4-(substituted-amino)-7h-pyrrolo[2,3-d]pyrimidines as lrrk2 inhibitors |
| US8952009B2 (en) | 2012-08-06 | 2015-02-10 | Amgen Inc. | Chroman derivatives as TRPM8 inhibitors |
| SG10201804021TA (en) | 2013-11-13 | 2018-07-30 | Vertex Pharma | Methods of preparing inhibitors of influenza viruses replication |
| EP3068776B1 (en) | 2013-11-13 | 2019-05-29 | Vertex Pharmaceuticals Incorporated | Inhibitors of influenza viruses replication |
| JP6487921B2 (en) | 2013-12-17 | 2019-03-20 | ファイザー・インク | Novel 3,4-disubstituted-1H-pyrrolo [2,3-b] pyridines and 4,5-disubstituted-7H-pyrrolo [2,3-c] pyridazines as LRRK2 inhibitors |
| JP6857617B2 (en) | 2015-05-13 | 2021-04-14 | バーテックス ファーマシューティカルズ インコーポレイテッドＶｅｒｔｅｘ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｉｎｃｏｒｐｏｒａｔｅｄ | Influenza virus replication inhibitor |
| WO2016183116A1 (en) | 2015-05-13 | 2016-11-17 | Vertex Pharmaceuticals Incorporated | Methods of preparing inhibitors of influenza viruses replication |
| CN108137586B (en) | 2015-09-14 | 2021-04-13 | 辉瑞大药厂 | Novel imidazo [4,5-c ] quinoline and imidazo [4,5-c ] [1,5] naphthyridine derivatives as LRRK2 inhibitors |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5138069A (en) * | 1986-07-11 | 1992-08-11 | E. I. Du Pont De Nemours And Company | Angiotensin II receptor blocking imidazoles |
| IE64514B1 (en) * | 1989-05-23 | 1995-08-09 | Zeneca Ltd | Azaindenes |
| GB8911854D0 (en) * | 1989-05-23 | 1989-07-12 | Ici Plc | Heterocyclic compounds |
| US5164407A (en) * | 1989-07-03 | 1992-11-17 | Merck & Co., Inc. | Substituted imidazo-fused 5-membered ring heterocycles and their use as angiotensin ii antagonsists |
| EP0461039B1 (en) * | 1990-06-08 | 1998-09-16 | Hoechst Marion Roussel | Benzimidazole derivatives, process and intermediates for their preparation, their use as medicaments and pharmaceutical compositions containing them |
| RU1836357C (en) * | 1990-07-23 | 1993-08-23 | Др.Карл Томэ ГмбХ | Benzimidazole derivatives, their isomers, mixtures of isomers, hydrates or their physiologically bearable salts possessing properties antagonistic to angiotenzine |
| EP0470543A1 (en) * | 1990-08-10 | 1992-02-12 | Dr. Karl Thomae GmbH | Heterocyclic imidazoles, remedies containing them and processes for their preparation |
| DE4031635A1 (en) * | 1990-10-05 | 1992-04-09 | Thomae Gmbh Dr K | 1-Benzyl-benzimidazole cpds. as angiotensin II antagonists - for treating hypertonia, coronary insufficiency, angina, gastrointestinal and bladder disorders etc. |
| DE4224133A1 (en) * | 1992-07-22 | 1994-01-27 | Thomae Gmbh Dr K | Benzimidazoles, medicaments containing these compounds and process for their preparation |
| DE4200954A1 (en) * | 1991-04-26 | 1992-10-29 | Bayer Ag | New heterocycle-substd. phenylacetic acid derivs. - are angiotensin II antagonists for treating arterial hypertonia, atherosclerosis, coronary insufficiency, ischaemic cerebral disorders, respiratory disorders, etc. |
-
1993
- 1993-02-15 DE DE4304455A patent/DE4304455A1/en not_active Withdrawn
-
1994
- 1994-01-31 AU AU54807/94A patent/AU672262B2/en not_active Ceased
- 1994-02-02 AT AT94101543T patent/ATE196141T1/en not_active IP Right Cessation
- 1994-02-02 ES ES94101543T patent/ES2151908T3/en not_active Expired - Lifetime
- 1994-02-02 DE DE59409509T patent/DE59409509D1/en not_active Expired - Fee Related
- 1994-02-02 DK DK94101543T patent/DK0611767T3/en active
- 1994-02-02 EP EP94101543A patent/EP0611767B1/en not_active Expired - Lifetime
- 1994-02-02 PT PT94101543T patent/PT611767E/en unknown
- 1994-02-08 US US08/193,835 patent/US5395840A/en not_active Expired - Fee Related
- 1994-02-09 SK SK152-94A patent/SK15294A3/en unknown
- 1994-02-11 IL IL108625A patent/IL108625A/en not_active IP Right Cessation
- 1994-02-11 UA UA94005092A patent/UA35574C2/en unknown
- 1994-02-11 PL PL94302213A patent/PL177834B1/en unknown
- 1994-02-11 FI FI940659A patent/FI106716B/en active
- 1994-02-11 CA CA002115536A patent/CA2115536C/en not_active Expired - Fee Related
- 1994-02-11 NZ NZ250864A patent/NZ250864A/en unknown
- 1994-02-14 NO NO940506A patent/NO300810B1/en not_active IP Right Cessation
- 1994-02-14 MY MYPI94000321A patent/MY131595A/en unknown
- 1994-02-14 ZA ZA94984A patent/ZA94984B/en unknown
- 1994-02-14 KR KR1019940002533A patent/KR940019708A/en active IP Right Grant
- 1994-02-14 JP JP6037543A patent/JPH06293741A/en active Pending
- 1994-02-14 PH PH47762A patent/PH30172A/en unknown
- 1994-02-14 RU RU94004975A patent/RU2119480C1/en active
- 1994-02-15 CN CN94101553A patent/CN1057085C/en not_active Expired - Fee Related
- 1994-02-15 CZ CZ1994329A patent/CZ289096B6/en not_active IP Right Cessation
-
2000
- 2000-11-30 GR GR20000402660T patent/GR3034957T3/en not_active IP Right Cessation
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