CA2413945C - Nonpeptide substituted spirobenzoazepines as vasopressin antagonists - Google Patents
Nonpeptide substituted spirobenzoazepines as vasopressin antagonists Download PDFInfo
- Publication number
- CA2413945C CA2413945C CA2413945A CA2413945A CA2413945C CA 2413945 C CA2413945 C CA 2413945C CA 2413945 A CA2413945 A CA 2413945A CA 2413945 A CA2413945 A CA 2413945A CA 2413945 C CA2413945 C CA 2413945C
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- Canada
- Prior art keywords
- substituted
- alkyl
- compound
- spiro
- ene
- 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.)
- Expired - Lifetime
Links
- 229940116211 Vasopressin antagonist Drugs 0.000 title description 2
- 239000003038 vasopressin antagonist Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 178
- 238000000034 method Methods 0.000 claims abstract description 40
- 206010019280 Heart failures Diseases 0.000 claims abstract description 24
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 16
- 102000004136 Vasopressin Receptors Human genes 0.000 claims abstract description 15
- 108090000643 Vasopressin Receptors Proteins 0.000 claims abstract description 15
- 206010007559 Cardiac failure congestive Diseases 0.000 claims abstract description 14
- 230000000694 effects Effects 0.000 claims abstract description 14
- 206010020772 Hypertension Diseases 0.000 claims abstract description 11
- 239000002536 vasopressin receptor antagonist Substances 0.000 claims abstract description 9
- 208000001647 Renal Insufficiency Diseases 0.000 claims abstract description 8
- 208000019425 cirrhosis of liver Diseases 0.000 claims abstract description 8
- 201000006370 kidney failure Diseases 0.000 claims abstract description 8
- 206010003225 Arteriospasm coronary Diseases 0.000 claims abstract description 7
- 208000003890 Coronary Vasospasm Diseases 0.000 claims abstract description 7
- 206010016807 Fluid retention Diseases 0.000 claims abstract description 7
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- 208000007536 Thrombosis Diseases 0.000 claims abstract description 7
- 206010047163 Vasospasm Diseases 0.000 claims abstract description 7
- 201000011634 coronary artery vasospasm Diseases 0.000 claims abstract description 7
- 208000031225 myocardial ischemia Diseases 0.000 claims abstract description 7
- 201000006474 Brain Ischemia Diseases 0.000 claims abstract description 6
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- 206010008120 Cerebral ischaemia Diseases 0.000 claims abstract description 6
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- -1 amino, substituted amino, hydroxy Chemical group 0.000 claims description 64
- 125000000217 alkyl group Chemical group 0.000 claims description 50
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 48
- 125000001072 heteroaryl group Chemical group 0.000 claims description 38
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 35
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/16—Otologicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- 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
-
- 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
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/32—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems containing carbocyclic rings other than six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Cardiology (AREA)
- Gastroenterology & Hepatology (AREA)
- Hematology (AREA)
- Vascular Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Diabetes (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US21622000P | 2000-07-05 | 2000-07-05 | |
| US60/216,220 | 2000-07-05 | ||
| PCT/US2001/021080 WO2002002531A1 (en) | 2000-07-05 | 2001-07-02 | Nonpeptide substituted spirobenzoazepines as vasopressin antagonists |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2413945A1 CA2413945A1 (en) | 2002-01-10 |
| CA2413945C true CA2413945C (en) | 2011-05-17 |
Family
ID=22806231
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2413945A Expired - Lifetime CA2413945C (en) | 2000-07-05 | 2001-07-02 | Nonpeptide substituted spirobenzoazepines as vasopressin antagonists |
Country Status (20)
| Country | Link |
|---|---|
| US (4) | US7001898B2 (enExample) |
| EP (1) | EP1307430B1 (enExample) |
| JP (1) | JP4916639B2 (enExample) |
| CN (1) | CN1449386B (enExample) |
| AT (1) | ATE305454T1 (enExample) |
| AU (2) | AU2001271780B2 (enExample) |
| BR (1) | BR0112372A (enExample) |
| CA (1) | CA2413945C (enExample) |
| DE (1) | DE60113696T2 (enExample) |
| DK (1) | DK1307430T3 (enExample) |
| ES (1) | ES2250432T3 (enExample) |
| HU (1) | HUP0301590A3 (enExample) |
| IL (2) | IL153710A0 (enExample) |
| MX (1) | MXPA03000135A (enExample) |
| MY (1) | MY135101A (enExample) |
| NO (1) | NO324499B1 (enExample) |
| NZ (1) | NZ523450A (enExample) |
| TW (1) | TWI316057B (enExample) |
| WO (1) | WO2002002531A1 (enExample) |
| ZA (1) | ZA200300972B (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4916639B2 (ja) * | 2000-07-05 | 2012-04-18 | オーソーマクニール ファーマシューティカル， インコーポレイテッド | バソプレシン拮抗質としての非ペプチド系置換スピロベンゾアゼピン |
| EP1364968A1 (en) * | 2002-05-23 | 2003-11-26 | Bayer Aktiengesellschaft | Diagnostics and therapeutics for diseases associated with arginine vasopressin receptor 1 (AVPR1) |
| DK1633719T3 (da) * | 2003-06-17 | 2010-01-04 | Janssen Pharmaceutica Nv | Substituerede spirobenzazepiner |
| HRP20051005A2 (en) * | 2003-06-17 | 2006-09-30 | Janssen Pharmaceutica N.V. | Process for the preparation of nonpeptide substituted spirobenzoazepine derivatives |
| CA2637838A1 (en) * | 2006-01-20 | 2007-07-26 | Janssen Pharmaceutica N.V. | Novel solid forms of (4r)-1-¬4-(2-chloro-5-fluorobenzoyl)amino-3-methoxybenzoyl|-1,2,3,5-tetrahydro-spiro¬4h-1-benzazepine-4,1'-¬2|cyclopentene|-3'-carboxylic acid |
| SI2078022T1 (sl) * | 2006-09-22 | 2012-01-31 | Janssen Pharmaceutica Nv | Spiro benzazepini, uporabljeni kot antagonisti vazopresina |
| EP2076517A1 (en) * | 2006-09-22 | 2009-07-08 | Janssen Pharmaceutica N.V. | Spiro benzazepines as vasopressin antagonists |
| AR066834A1 (es) * | 2007-06-06 | 2009-09-16 | Janssen Pharmaceutica Nv | Espirobenzoazepanos como antagonistas de vasopresina, composiciones farmaceuticas que los contienen, proceso de preparacion y usos para el tratamiento de afecciones cardiacas, renales y del sistema nervioso central. |
| US20100093701A1 (en) * | 2008-10-10 | 2010-04-15 | Bruce Damiano | Combination therapy comprising angiotensin receptor blockers and vasopressin receptor antagonists |
| TW201938171A (zh) | 2017-12-15 | 2019-10-01 | 匈牙利商羅特格登公司 | 作為血管升壓素Ｖ１ａ受體拮抗劑之三環化合物 |
| HU231206B1 (hu) | 2017-12-15 | 2021-10-28 | Richter Gedeon Nyrt. | Triazolobenzazepinek |
| JP7627343B2 (ja) * | 2020-11-26 | 2025-02-05 | シャンハイ ジェミンケア ファーマシューティカル カンパニー，リミティド | 新規ベンズアゼピンスピロ環式誘導体 |
| CN112939864B (zh) * | 2021-01-29 | 2022-05-06 | 中国医科大学 | 螺[苯并[c]氮杂-1,1’-环己基]-3-酮类化合物 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4617302A (en) * | 1984-10-15 | 1986-10-14 | Eli Lilly And Company | Inotropic agents |
| PH27337A (en) * | 1987-03-27 | 1993-06-08 | Schering Corp | Substituted benzazepines their preparation and pharmaceutical compositions containing them |
| WO1991005549A1 (en) * | 1989-10-20 | 1991-05-02 | Otsuka Pharmaceutical Co., Ltd. | Benzoheterocyclic compounds |
| US5258510A (en) * | 1989-10-20 | 1993-11-02 | Otsuka Pharma Co Ltd | Benzoheterocyclic compounds |
| US5985869A (en) * | 1989-10-20 | 1999-11-16 | Otsuka Pharmaceutical Company, Limited | Benzoheterocyclic compounds |
| CA2066104C (en) * | 1991-04-19 | 2003-05-27 | Hidenori Ogawa | Benzazepine derivatives as vasopressin antagonists |
| FR2708605A1 (fr) * | 1993-07-30 | 1995-02-10 | Sanofi Sa | Dérivés du N-sulfonylindol-2-one, leur préparation, les compositions pharmaceutiques en contenant. |
| US5849780A (en) | 1992-01-30 | 1998-12-15 | Sanofi | 1-benzenesulfonyl-1-1,3-dihydroindol-2-one derivatives, their preparation and pharmaceutical compositions in which they are present |
| US5686624A (en) | 1992-01-30 | 1997-11-11 | Sanofi | 1-benzenesulfonyl-1,3-dihydro-indol-2-one derivatives, their preparation and pharmaceutical compositions in which they are present |
| US5663431A (en) | 1992-01-30 | 1997-09-02 | Sanofi | 1-benzenesulfonyl-1,3-dihydro-indol-2-one derivatives, their preparation and pharmaceutical compositions in which they are present |
| CA2143117A1 (en) * | 1992-10-07 | 1994-04-14 | Ben E. Evans | Tocolytic oxytocin receptor antagonists |
| US5512563A (en) | 1993-07-29 | 1996-04-30 | American Cyanamid Company | Tricyclic benzazepine vasopressin antagonists |
| US5464788A (en) * | 1994-03-24 | 1995-11-07 | Merck & Co., Inc. | Tocolytic oxytocin receptor antagonists |
| US5753648A (en) | 1995-01-17 | 1998-05-19 | American Cyanamid Company | Tricyclic benzazepine vasopressin antagonists |
| US5753715A (en) * | 1995-06-02 | 1998-05-19 | Ortho Pharmaceutical Corporation | 2-disubstituted cyclohexenyl and cyclohexyl antimicrobial agents |
| AUPP150098A0 (en) * | 1998-01-27 | 1998-02-19 | Fujisawa Pharmaceutical Co., Ltd. | Benzamide derivatives |
| AR018818A1 (es) * | 1998-04-03 | 2001-12-12 | Yamano Masaki | Una composicion farmaceutica para la terapia de un edema. |
| JP4916639B2 (ja) * | 2000-07-05 | 2012-04-18 | オーソーマクニール ファーマシューティカル， インコーポレイテッド | バソプレシン拮抗質としての非ペプチド系置換スピロベンゾアゼピン |
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2001
- 2001-07-02 JP JP2002507788A patent/JP4916639B2/ja not_active Expired - Lifetime
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- 2001-07-02 AU AU2001271780A patent/AU2001271780B2/en not_active Expired
- 2001-07-02 IL IL15371001A patent/IL153710A0/xx unknown
- 2001-07-02 US US09/897,206 patent/US7001898B2/en not_active Expired - Lifetime
- 2001-07-02 DK DK01950821T patent/DK1307430T3/da active
- 2001-07-02 NZ NZ523450A patent/NZ523450A/en not_active IP Right Cessation
- 2001-07-02 CN CN018149278A patent/CN1449386B/zh not_active Expired - Lifetime
- 2001-07-02 AT AT01950821T patent/ATE305454T1/de active
- 2001-07-02 MX MXPA03000135A patent/MXPA03000135A/es active IP Right Grant
- 2001-07-02 CA CA2413945A patent/CA2413945C/en not_active Expired - Lifetime
- 2001-07-02 HU HU0301590A patent/HUP0301590A3/hu unknown
- 2001-07-02 EP EP01950821A patent/EP1307430B1/en not_active Expired - Lifetime
- 2001-07-02 ES ES01950821T patent/ES2250432T3/es not_active Expired - Lifetime
- 2001-07-02 BR BR0112372-6A patent/BR0112372A/pt not_active Application Discontinuation
- 2001-07-02 WO PCT/US2001/021080 patent/WO2002002531A1/en not_active Ceased
- 2001-07-02 AU AU7178001A patent/AU7178001A/xx active Pending
- 2001-07-05 MY MYPI20013213A patent/MY135101A/en unknown
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2002
- 2002-12-27 IL IL153710A patent/IL153710A/en active IP Right Grant
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2003
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- 2003-02-04 ZA ZA200300972A patent/ZA200300972B/en unknown
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2006
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- 2006-11-29 US US11/564,471 patent/US7365062B2/en not_active Expired - Lifetime
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