OA10712A - 1,4-Dihydropyridine compounds as bradykinin antagonists - Google Patents
1,4-Dihydropyridine compounds as bradykinin antagonists Download PDFInfo
- Publication number
- OA10712A OA10712A OA9800111A OA9800111A OA10712A OA 10712 A OA10712 A OA 10712A OA 9800111 A OA9800111 A OA 9800111A OA 9800111 A OA9800111 A OA 9800111A OA 10712 A OA10712 A OA 10712A
- Authority
- OA
- OAPI
- Prior art keywords
- dimethyl
- dihydropyridine
- dichlorophenyl
- carbonylmethyl
- oxo
- Prior art date
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- YNGDWRXWKFWCJY-UHFFFAOYSA-N 1,4-Dihydropyridine Chemical class C1C=CNC=C1 YNGDWRXWKFWCJY-UHFFFAOYSA-N 0.000 title description 18
- 239000003152 bradykinin antagonist Substances 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 54
- -1 8-azabicyclo[3.2.1]octyl Chemical group 0.000 claims abstract description 35
- 150000003839 salts Chemical class 0.000 claims abstract description 9
- 208000002193 Pain Diseases 0.000 claims abstract description 8
- 230000036407 pain Effects 0.000 claims abstract description 8
- 208000024172 Cardiovascular disease Diseases 0.000 claims abstract description 7
- 206010020751 Hypersensitivity Diseases 0.000 claims abstract description 6
- 208000004221 Multiple Trauma Diseases 0.000 claims abstract description 6
- 206010033645 Pancreatitis Diseases 0.000 claims abstract description 6
- 230000007815 allergy Effects 0.000 claims abstract description 6
- 208000006673 asthma Diseases 0.000 claims abstract description 6
- 230000009385 viral infection Effects 0.000 claims abstract description 6
- 206010019196 Head injury Diseases 0.000 claims abstract description 5
- 201000009240 nasopharyngitis Diseases 0.000 claims abstract description 5
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims abstract description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 3
- 125000004621 quinuclidinyl group Chemical group N12C(CC(CC1)CC2)* 0.000 claims abstract description 3
- 125000004434 sulfur atom Chemical group 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 51
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 41
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 39
- 239000002253 acid Substances 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 4
- 201000010099 disease Diseases 0.000 claims description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 4
- 239000003937 drug carrier Substances 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- NVOCCLHJGMFCLO-UHFFFAOYSA-N dimethyl 2-(benzenesulfinylmethyl)-4-(2,6-dichlorophenyl)-6-[2-oxo-2-[4-(5-oxocyclooctyl)piperazin-1-yl]ethyl]-1,4-dihydropyridine-3,5-dicarboxylate Chemical compound N1C(CS(=O)C=2C=CC=CC=2)=C(C(=O)OC)C(C=2C(=CC=CC=2Cl)Cl)C(C(=O)OC)=C1CC(=O)N(CC1)CCN1C1CCCC(=O)CCC1 NVOCCLHJGMFCLO-UHFFFAOYSA-N 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 101800004538 Bradykinin Proteins 0.000 abstract description 13
- QXZGBUJJYSLZLT-UHFFFAOYSA-N H-Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH Natural products NC(N)=NCCCC(N)C(=O)N1CCCC1C(=O)N1C(C(=O)NCC(=O)NC(CC=2C=CC=CC=2)C(=O)NC(CO)C(=O)N2C(CCC2)C(=O)NC(CC=2C=CC=CC=2)C(=O)NC(CCCN=C(N)N)C(O)=O)CCC1 QXZGBUJJYSLZLT-UHFFFAOYSA-N 0.000 abstract description 13
- 102100035792 Kininogen-1 Human genes 0.000 abstract description 13
- QXZGBUJJYSLZLT-FDISYFBBSA-N bradykinin Chemical compound NC(=N)NCCC[C@H](N)C(=O)N1CCC[C@H]1C(=O)N1[C@H](C(=O)NCC(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CO)C(=O)N2[C@@H](CCC2)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)CCC1 QXZGBUJJYSLZLT-FDISYFBBSA-N 0.000 abstract description 13
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- 230000003042 antagnostic effect Effects 0.000 abstract description 3
- 125000001475 halogen functional group Chemical group 0.000 abstract description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 abstract 1
- 125000004925 dihydropyridyl group Chemical class N1(CC=CC=C1)* 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 42
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- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 14
- 101150041968 CDC13 gene Proteins 0.000 description 13
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- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
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- UYRCOTSOPWOSJK-JXTBTVDRSA-N bradykinin antagonist Chemical compound C1C2=CC=CC=C2CC1[C@@H](NC(=O)C(CO)NC(=O)C(NC(=O)CNC(=O)[C@H]1N(C[C@H](O)C1)C(=O)C1N(CCC1)C(=O)C(CCCNC(N)=N)NC(=O)[C@@H](CCCNC(N)=N)NC(=N)CCCCCCC(=N)N[C@H](CCCNC(N)=N)C(=O)NC(CCCNC(N)=N)C(=O)N1C(CCC1)C(=O)N1[C@@H](C[C@@H](O)C1)C(=O)NCC(=O)NC(C1CC2=CC=CC=C2C1)C(=O)NC(CO)C(=O)N[C@H](C1CC2=CC=CC=C2C1)C(=O)N1C2CCCCC2CC1C(=O)NC(CCCNC(N)=N)C(O)=O)C1CC2=CC=CC=C2C1)C(=O)N1C2CCCCC2CC1C(=O)NC(CCCNC(=N)N)C(O)=O UYRCOTSOPWOSJK-JXTBTVDRSA-N 0.000 description 2
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- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
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- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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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
- C07D211/80—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 two double bonds between ring members or between ring members and non-ring members
- C07D211/84—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 two 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 directly attached to ring carbon atoms
- C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Virology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Hospice & Palliative Care (AREA)
- Otolaryngology (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IB9600132 | 1996-02-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| OA10712A true OA10712A (en) | 2001-06-04 |
Family
ID=11004406
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| OA9800111A OA10712A (en) | 1996-02-19 | 1998-07-10 | 1,4-Dihydropyridine compounds as bradykinin antagonists |
Country Status (34)
| Country | Link |
|---|---|
| US (1) | US6131226A (cs) |
| EP (1) | EP0882044B1 (cs) |
| JP (1) | JP3167335B2 (cs) |
| KR (1) | KR19990082678A (cs) |
| CN (1) | CN1211251A (cs) |
| AR (1) | AR005841A1 (cs) |
| AT (1) | ATE220676T1 (cs) |
| AU (1) | AU1396497A (cs) |
| BG (1) | BG102678A (cs) |
| BR (1) | BR9707568A (cs) |
| CA (1) | CA2245857C (cs) |
| CO (1) | CO4650041A1 (cs) |
| CZ (1) | CZ258698A3 (cs) |
| DE (1) | DE69714019T2 (cs) |
| DK (1) | DK0882044T3 (cs) |
| ES (1) | ES2177921T3 (cs) |
| HN (1) | HN1997000013A (cs) |
| HR (1) | HRP970094A2 (cs) |
| HU (1) | HUP9902810A3 (cs) |
| ID (1) | ID16434A (cs) |
| IL (1) | IL124867A0 (cs) |
| IS (1) | IS4783A (cs) |
| MA (1) | MA26419A1 (cs) |
| NO (1) | NO983776D0 (cs) |
| NZ (1) | NZ325455A (cs) |
| OA (1) | OA10712A (cs) |
| PE (1) | PE36298A1 (cs) |
| PL (1) | PL328514A1 (cs) |
| PT (1) | PT882044E (cs) |
| SI (1) | SI0882044T1 (cs) |
| TN (1) | TNSN97037A1 (cs) |
| TR (1) | TR199801593T2 (cs) |
| WO (1) | WO1997030048A1 (cs) |
| ZA (1) | ZA971357B (cs) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH11106375A (ja) * | 1997-08-18 | 1999-04-20 | Pfizer Pharmaceut Inc | ブラジキニンアンタゴニストとしての光学的に活性な１，４−ジヒドロピリジン化合物 |
| EP1110962A1 (en) * | 1999-12-10 | 2001-06-27 | Pfizer Inc. | Process for preparing 1,4-dihydropyridine compounds |
| US6653313B2 (en) * | 2000-08-10 | 2003-11-25 | Warner-Lambert Company Llc | 1,4-dihydropyridine compounds as bradykinin antagonists |
| GB0427281D0 (en) * | 2004-12-14 | 2005-01-12 | 3M Innovative Properties Co | Methods of providing medicinal metal components having through holes |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5120750A (en) * | 1989-01-17 | 1992-06-09 | Synphar Laboratories, Inc. | Generation of 1,4-dihydropyridine derivatives |
| WO1996006083A1 (en) * | 1994-08-24 | 1996-02-29 | Pfizer Pharmaceuticals Inc. | 2-(piperazinyl-1-carbonylmethyl)-1,4-dihydropyridines as bradykinin antagonists |
| MX9701245A (es) * | 1996-02-19 | 1998-04-30 | Pfizer | Compuestos de 1,4 dihidropiridina. |
-
1996
- 1996-02-18 TN TNTNSN97037A patent/TNSN97037A1/fr unknown
-
1997
- 1997-01-27 PT PT97900401T patent/PT882044E/pt unknown
- 1997-01-27 ES ES97900401T patent/ES2177921T3/es not_active Expired - Lifetime
- 1997-01-27 TR TR1998/01593T patent/TR199801593T2/xx unknown
- 1997-01-27 NZ NZ325455A patent/NZ325455A/xx unknown
- 1997-01-27 DE DE69714019T patent/DE69714019T2/de not_active Expired - Fee Related
- 1997-01-27 AT AT97900401T patent/ATE220676T1/de not_active IP Right Cessation
- 1997-01-27 IL IL12486797A patent/IL124867A0/xx unknown
- 1997-01-27 HN HN1997000013A patent/HN1997000013A/es unknown
- 1997-01-27 US US09/125,137 patent/US6131226A/en not_active Expired - Fee Related
- 1997-01-27 HU HU9902810A patent/HUP9902810A3/hu unknown
- 1997-01-27 SI SI9730361T patent/SI0882044T1/xx unknown
- 1997-01-27 WO PCT/IB1997/000058 patent/WO1997030048A1/en not_active Ceased
- 1997-01-27 EP EP97900401A patent/EP0882044B1/en not_active Expired - Lifetime
- 1997-01-27 CN CN97192240A patent/CN1211251A/zh active Pending
- 1997-01-27 PL PL97328514A patent/PL328514A1/xx unknown
- 1997-01-27 DK DK97900401T patent/DK0882044T3/da active
- 1997-01-27 JP JP52913897A patent/JP3167335B2/ja not_active Expired - Fee Related
- 1997-01-27 CZ CZ982586A patent/CZ258698A3/cs unknown
- 1997-01-27 KR KR1019980706424A patent/KR19990082678A/ko not_active Ceased
- 1997-01-27 AU AU13964/97A patent/AU1396497A/en not_active Abandoned
- 1997-01-27 CA CA002245857A patent/CA2245857C/en not_active Expired - Fee Related
- 1997-01-27 BR BR9707568A patent/BR9707568A/pt active Search and Examination
- 1997-02-10 PE PE1997000085A patent/PE36298A1/es not_active Application Discontinuation
- 1997-02-13 CO CO97007547A patent/CO4650041A1/es unknown
- 1997-02-17 AR ARP970100614A patent/AR005841A1/es unknown
- 1997-02-18 ZA ZA971357A patent/ZA971357B/xx unknown
- 1997-02-18 HR HRPCT/IB96/00132A patent/HRP970094A2/xx not_active Application Discontinuation
- 1997-02-18 MA MA24498A patent/MA26419A1/fr unknown
- 1997-02-18 ID IDP970467A patent/ID16434A/id unknown
-
1998
- 1998-06-25 IS IS4783A patent/IS4783A/is unknown
- 1998-07-10 OA OA9800111A patent/OA10712A/en unknown
- 1998-08-10 BG BG102678A patent/BG102678A/xx unknown
- 1998-08-18 NO NO983776A patent/NO983776D0/no unknown
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