CA2465757C - Triazole derivatives as cyclooxygenase (cox) inhibitors - Google Patents
Triazole derivatives as cyclooxygenase (cox) inhibitors Download PDFInfo
- Publication number
- CA2465757C CA2465757C CA2465757A CA2465757A CA2465757C CA 2465757 C CA2465757 C CA 2465757C CA 2465757 A CA2465757 A CA 2465757A CA 2465757 A CA2465757 A CA 2465757A CA 2465757 C CA2465757 C CA 2465757C
- Authority
- CA
- Canada
- Prior art keywords
- compound
- salt
- mmol
- methoxyphenyl
- mixture
- 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 - Fee Related
Links
- 0 CC(*)(C=C1)C=*C=C1c1nc(**)n[n]1C1=CC*=C*=C1 Chemical compound CC(*)(C=C1)C=*C=C1c1nc(**)n[n]1C1=CC*=C*=C1 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/12—Oxygen or sulfur atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/06—Antigout agents, e.g. antihyperuricemic or uricosuric agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- 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
-
- 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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Immunology (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Transplantation (AREA)
- Hematology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Diabetes (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AUPR8782 | 2001-11-09 | ||
| AUPR8782A AUPR878201A0 (en) | 2001-11-09 | 2001-11-09 | New compounds |
| PCT/JP2002/011314 WO2003040110A1 (en) | 2001-11-09 | 2002-10-30 | Triazole derivatives as cyclooxygenase (cox) inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2465757A1 CA2465757A1 (en) | 2003-05-15 |
| CA2465757C true CA2465757C (en) | 2011-11-29 |
Family
ID=3832601
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2465757A Expired - Fee Related CA2465757C (en) | 2001-11-09 | 2002-10-30 | Triazole derivatives as cyclooxygenase (cox) inhibitors |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6927230B2 (enExample) |
| EP (1) | EP1442026B9 (enExample) |
| JP (2) | JP3972208B2 (enExample) |
| KR (1) | KR100511884B1 (enExample) |
| CN (1) | CN100338042C (enExample) |
| AR (1) | AR037347A1 (enExample) |
| AT (1) | ATE427940T1 (enExample) |
| AU (1) | AUPR878201A0 (enExample) |
| CA (1) | CA2465757C (enExample) |
| DE (1) | DE60231897D1 (enExample) |
| DK (1) | DK1442026T3 (enExample) |
| ES (1) | ES2325318T3 (enExample) |
| PT (1) | PT1442026E (enExample) |
| TW (1) | TWI300713B (enExample) |
| WO (1) | WO2003040110A1 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2433623A1 (en) * | 2001-01-02 | 2002-07-18 | Fujisawa Pharmaceutical Co., Ltd. | Pyridine derivatives useful as cyclooxygenase inhibitor |
| AUPR878201A0 (en) * | 2001-11-09 | 2001-12-06 | Fujisawa Pharmaceutical Co., Ltd. | New compounds |
| KR100470076B1 (ko) * | 2002-11-27 | 2005-02-05 | 씨제이 주식회사 | 1,2,4-트리아졸 유도체, 그 제조방법 및 약제학적 조성물 |
| NZ540515A (en) | 2002-12-02 | 2008-01-31 | Astellas Pharma Inc | Pyrazole derivatives useful as COX-I inhibitors |
| WO2004060367A1 (en) * | 2002-12-30 | 2004-07-22 | Fujisawa Pharmaceutical Co., Ltd. | Imidazole and triazole derivatives useful as selective cox-1 inhibitors |
| CA2515119A1 (en) | 2003-02-07 | 2004-08-19 | Daiichi Pharmaceutical Co., Ltd. | Pyrazole derivative |
| JP2006525320A (ja) * | 2003-05-08 | 2006-11-09 | アステラス製薬株式会社 | Ｃｏｘ阻害剤 |
| EP1803719A4 (en) * | 2004-10-19 | 2008-07-02 | Daiichi Seiyaku Co | 1,5-DIHETEROCYCLUS-1H-triazole |
| RU2010144554A (ru) | 2008-04-01 | 2012-05-10 | Астеллас Фарма Инк. (Jp) | Средство для предотвращения и/или лечения сосудистых заболеваний |
| WO2011152297A1 (ja) * | 2010-05-31 | 2011-12-08 | アステラス製薬株式会社 | トリアゾール化合物の固体分散体 |
| UA112418C2 (uk) * | 2010-09-07 | 2016-09-12 | Астеллас Фарма Інк. | Терапевтичний болезаспокійливий засіб |
| KR101178947B1 (ko) * | 2011-04-29 | 2012-09-03 | 한국생명공학연구원 | 올레아놀린산 아세테이트를 유효성분으로 포함하는 ｔｌｒ 및 ｉｌ-6 매개성 질환 예방 또는 치료용 약학적 조성물 |
| WO2012170839A2 (en) * | 2011-06-09 | 2012-12-13 | Cardeus Pharmaceuticals, Inc. | Treatment of neuroinflammatory disease with selective cox1 inhibitors |
| MX2015005744A (es) | 2012-11-09 | 2016-02-10 | Univ Cornell | Inhibidores de malti de molecula pequeña. |
| MX2021005801A (es) | 2018-11-20 | 2021-08-05 | Sparrow Pharmaceuticals Inc | Metodos para administrar corticosteroides. |
| CN115611901B (zh) * | 2021-07-16 | 2024-04-30 | 华南理工大学 | 一种氮杂䓬类化合物或其药学上可接受的盐及其制备方法和应用 |
| IL316907A (en) | 2022-05-16 | 2025-01-01 | Sparrow Pharmaceuticals Inc | METHODS AND COMPOSITIONS FOR TREATING GLUCOCORTICOD EXCESS |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0051084A1 (en) | 1980-11-04 | 1982-05-12 | American Cyanamid Company | Substituted 1H-1,2,4-triazoles |
| HU193891B (en) * | 1984-02-07 | 1987-12-28 | Gyogyszerkutato Intezet | Process for production of new derivatives of 1,2,4-triasole |
| FI850995L (fi) * | 1984-03-16 | 1985-09-17 | Ciba Geigy Ag | Foerfarande foer framstaellning av nya 3-merkapto-1,2,4-triazacykloalkadienderivat. |
| FI850994L (fi) * | 1984-03-16 | 1985-09-17 | Ciba Geigy Ag | Foerfarande foer framstaellning av nya 1,2,4-triazacykloalkadienderivat. |
| EP0159018A3 (en) | 1984-04-17 | 1986-10-01 | HENKEL CORPORATION (a Delaware corp.) | Production of d-alpha-tocopherol from natural plant sources |
| JPS60233066A (ja) * | 1984-05-07 | 1985-11-19 | Nippon Nohyaku Co Ltd | １．５−ジフエニルトリアゾ−ル誘導体及びその製造方法 |
| EP1068187A1 (en) | 1998-04-08 | 2001-01-17 | Abbott Laboratories | Pyrazole inhibitors of cytokine production |
| US6599910B1 (en) | 1998-08-20 | 2003-07-29 | Smithkline Beecham Corporation | Substituted triazole compounds |
| EP1099695A1 (en) | 1999-11-09 | 2001-05-16 | Laboratoire Theramex S.A. | 5-aryl-1H-1,2,4-triazole compounds as inhibitors of cyclooxygenase-2 and pharmaceutical compositions containing them |
| AUPR878201A0 (en) * | 2001-11-09 | 2001-12-06 | Fujisawa Pharmaceutical Co., Ltd. | New compounds |
-
2001
- 2001-11-09 AU AUPR8782A patent/AUPR878201A0/en not_active Abandoned
-
2002
- 2002-10-25 TW TW091124998A patent/TWI300713B/zh not_active IP Right Cessation
- 2002-10-30 JP JP2003542156A patent/JP3972208B2/ja not_active Expired - Fee Related
- 2002-10-30 US US10/344,416 patent/US6927230B2/en not_active Expired - Lifetime
- 2002-10-30 ES ES02779943T patent/ES2325318T3/es not_active Expired - Lifetime
- 2002-10-30 AT AT02779943T patent/ATE427940T1/de active
- 2002-10-30 PT PT02779943T patent/PT1442026E/pt unknown
- 2002-10-30 CA CA2465757A patent/CA2465757C/en not_active Expired - Fee Related
- 2002-10-30 DK DK02779943T patent/DK1442026T3/da active
- 2002-10-30 KR KR10-2003-7002474A patent/KR100511884B1/ko not_active Expired - Fee Related
- 2002-10-30 CN CNB028269004A patent/CN100338042C/zh not_active Expired - Fee Related
- 2002-10-30 WO PCT/JP2002/011314 patent/WO2003040110A1/en not_active Ceased
- 2002-10-30 DE DE60231897T patent/DE60231897D1/de not_active Expired - Lifetime
- 2002-10-30 EP EP02779943A patent/EP1442026B9/en not_active Expired - Lifetime
- 2002-11-08 AR ARP020104295A patent/AR037347A1/es not_active Application Discontinuation
-
2007
- 2007-02-02 JP JP2007024703A patent/JP2007169290A/ja not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| CN1612865A (zh) | 2005-05-04 |
| WO2003040110A1 (en) | 2003-05-15 |
| EP1442026A1 (en) | 2004-08-04 |
| DK1442026T3 (da) | 2009-07-06 |
| ATE427940T1 (de) | 2009-04-15 |
| JP2007169290A (ja) | 2007-07-05 |
| AUPR878201A0 (en) | 2001-12-06 |
| TWI300713B (en) | 2008-09-11 |
| CA2465757A1 (en) | 2003-05-15 |
| PT1442026E (pt) | 2009-06-25 |
| JP2004521964A (ja) | 2004-07-22 |
| KR20030060878A (ko) | 2003-07-16 |
| US20030191155A1 (en) | 2003-10-09 |
| CN100338042C (zh) | 2007-09-19 |
| EP1442026B1 (en) | 2009-04-08 |
| US6927230B2 (en) | 2005-08-09 |
| KR100511884B1 (ko) | 2005-09-05 |
| ES2325318T3 (es) | 2009-09-01 |
| JP3972208B2 (ja) | 2007-09-05 |
| DE60231897D1 (de) | 2009-05-20 |
| AR037347A1 (es) | 2004-11-03 |
| EP1442026B9 (en) | 2009-11-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20151030 |