CA2421417A1 - Pharmaceutically active hydrophilic sulfonamide derivatives as inhibitors of protein junkinases - Google Patents
Pharmaceutically active hydrophilic sulfonamide derivatives as inhibitors of protein junkinases Download PDFInfo
- Publication number
- CA2421417A1 CA2421417A1 CA002421417A CA2421417A CA2421417A1 CA 2421417 A1 CA2421417 A1 CA 2421417A1 CA 002421417 A CA002421417 A CA 002421417A CA 2421417 A CA2421417 A CA 2421417A CA 2421417 A1 CA2421417 A1 CA 2421417A1
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- CA
- Canada
- Prior art keywords
- sulfonyl
- group
- alkyl
- formula
- aryl
- 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.)
- Abandoned
Links
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- 229940124530 sulfonamide Drugs 0.000 title claims abstract description 51
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- 238000000034 method Methods 0.000 claims abstract description 52
- 125000003118 aryl group Chemical group 0.000 claims abstract description 39
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 35
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 32
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- 238000002360 preparation method Methods 0.000 claims abstract description 14
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 4
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- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 4
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- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 2
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- DCJLLHVVBRAWHD-UHFFFAOYSA-N 5-[[(3-methoxybenzoyl)amino]methyl]-2-[4-[3-(trifluoromethylsulfonyl)anilino]piperidin-1-yl]sulfonylthiophene-3-carboxamide Chemical compound COC1=CC=CC(C(=O)NCC=2SC(=C(C(N)=O)C=2)S(=O)(=O)N2CCC(CC2)NC=2C=C(C=CC=2)S(=O)(=O)C(F)(F)F)=C1 DCJLLHVVBRAWHD-UHFFFAOYSA-N 0.000 claims 1
- RQMPEXJFOQXRDG-UHFFFAOYSA-N 5-[[(3-methoxybenzoyl)amino]methyl]-2-[4-[3-(trifluoromethylsulfonyl)anilino]piperidin-1-yl]sulfonylthiophene-3-carboxylic acid Chemical compound COC1=CC=CC(C(=O)NCC=2SC(=C(C(O)=O)C=2)S(=O)(=O)N2CCC(CC2)NC=2C=C(C=CC=2)S(=O)(=O)C(F)(F)F)=C1 RQMPEXJFOQXRDG-UHFFFAOYSA-N 0.000 claims 1
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- AYFPRVSCHWZFCL-UHFFFAOYSA-N n-(2-hydroxyethyl)-5-[[(3-methoxybenzoyl)amino]methyl]-2-[4-[3-(trifluoromethylsulfonyl)anilino]piperidin-1-yl]sulfonylthiophene-3-carboxamide Chemical compound COC1=CC=CC(C(=O)NCC=2SC(=C(C(=O)NCCO)C=2)S(=O)(=O)N2CCC(CC2)NC=2C=C(C=CC=2)S(=O)(=O)C(F)(F)F)=C1 AYFPRVSCHWZFCL-UHFFFAOYSA-N 0.000 claims 1
- UDDLCUUOLBJMKI-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-5-[[(3-methoxybenzoyl)amino]methyl]-2-[4-[3-(trifluoromethylsulfonyl)anilino]piperidin-1-yl]sulfonylthiophene-3-carboxamide Chemical compound COC1=CC=CC(C(=O)NCC=2SC(=C(C(=O)NCCN(C)C)C=2)S(=O)(=O)N2CCC(CC2)NC=2C=C(C=CC=2)S(=O)(=O)C(F)(F)F)=C1 UDDLCUUOLBJMKI-UHFFFAOYSA-N 0.000 claims 1
- NEICGLXJHVNIAQ-UHFFFAOYSA-N n-[[4-(hydrazinecarbonyl)-5-[4-[3-(trifluoromethylsulfonyl)anilino]piperidin-1-yl]sulfonylthiophen-2-yl]methyl]-3-methoxybenzamide Chemical compound COC1=CC=CC(C(=O)NCC=2SC(=C(C(=O)NN)C=2)S(=O)(=O)N2CCC(CC2)NC=2C=C(C=CC=2)S(=O)(=O)C(F)(F)F)=C1 NEICGLXJHVNIAQ-UHFFFAOYSA-N 0.000 claims 1
- JUYDHYTYQOHWMK-UHFFFAOYSA-N n-[[4-(hydroxymethyl)-5-[4-[3-(trifluoromethylsulfonyl)anilino]piperidin-1-yl]sulfonylthiophen-2-yl]methyl]-3-methoxybenzamide Chemical compound COC1=CC=CC(C(=O)NCC=2SC(=C(CO)C=2)S(=O)(=O)N2CCC(CC2)NC=2C=C(C=CC=2)S(=O)(=O)C(F)(F)F)=C1 JUYDHYTYQOHWMK-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (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)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Immunology (AREA)
- Heart & Thoracic Surgery (AREA)
- Psychology (AREA)
- Pulmonology (AREA)
- Cardiology (AREA)
- Ophthalmology & Optometry (AREA)
- Psychiatry (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Pain & Pain Management (AREA)
- Vascular Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Transplantation (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00810886.2 | 2000-09-27 | ||
| EP00810886A EP1193267A1 (en) | 2000-09-27 | 2000-09-27 | Pharmaceutically active hydrophilic sulfonamide derivatives as inhibitors of protein JunKinases |
| PCT/IB2001/001771 WO2002028856A1 (en) | 2000-09-27 | 2001-09-27 | Pharmaceutically active hydrophilic sulfonamide derivatives as inhibitors of protein junkinases |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2421417A1 true CA2421417A1 (en) | 2002-04-11 |
Family
ID=8174936
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002421417A Abandoned CA2421417A1 (en) | 2000-09-27 | 2001-09-27 | Pharmaceutically active hydrophilic sulfonamide derivatives as inhibitors of protein junkinases |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20040077632A1 (enExample) |
| EP (2) | EP1193267A1 (enExample) |
| JP (1) | JP4927306B2 (enExample) |
| AU (2) | AU2001287990B2 (enExample) |
| CA (1) | CA2421417A1 (enExample) |
| ES (1) | ES2392039T3 (enExample) |
| IL (1) | IL154966A0 (enExample) |
| WO (1) | WO2002028856A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1193256A1 (en) * | 2000-09-27 | 2002-04-03 | Applied Research Systems ARS Holding N.V. | Pharmaceutically active benzsulfonamide derivatives as inhibitors of JNK proteins |
| EP1193268A1 (en) * | 2000-09-27 | 2002-04-03 | Applied Research Systems ARS Holding N.V. | Pharmaceutically active sulfonamide derivatives bearing both lipophilic and ionisable moieties as inhibitors of protein Junkinases |
| IL159767A0 (en) * | 2001-07-23 | 2004-06-20 | Applied Research Systems | Sulfonamide derivatives, their preparation and pharmacetuical compositions containing them |
| ATE551997T1 (de) | 2003-09-12 | 2012-04-15 | Merck Serono Sa | Sulfonamid-derivate zur behandlung von diabetes |
| US20080039377A1 (en) * | 2004-04-08 | 2008-02-14 | Applied Research Systems Ars Holding N.V. | Composition Comprising a Jnk Inhibitor and Cyclosporin |
| BRPI0613042A2 (pt) | 2005-07-15 | 2010-12-14 | Serono Lab | inibidores de jnk para o tratamento de endometriose |
| KR20080044836A (ko) | 2005-07-15 | 2008-05-21 | 라보라뚜와르 세로노 에스. 에이. | 자궁내막증 치료용 ｊｎｋ 억제제 |
| EP2026802A2 (en) * | 2006-06-02 | 2009-02-25 | Laboratoires Serono SA | Jnk inhibitors for treatment of skin diseases |
| WO2010108115A1 (en) * | 2009-03-20 | 2010-09-23 | Sanford-Burnham Medical Research Institute | Allosteric jnk inhibitors |
| WO2011060321A1 (en) | 2009-11-16 | 2011-05-19 | Chdi, Inc. | Transglutaminase tg2 inhibitors, pharmaceutical compositions, and methods of use thereof |
| US8889716B2 (en) | 2011-05-10 | 2014-11-18 | Chdi Foundation, Inc. | Transglutaminase TG2 inhibitors, pharmaceutical compositions, and methods of use thereof |
| CN112663077B (zh) * | 2021-01-11 | 2022-07-01 | 陕西师范大学 | 一种苯并磺内酰胺类化合物的电化学制备方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2553414B1 (fr) * | 1983-10-18 | 1986-08-14 | Choay Sa | Nouveaux benzenesulfonamides n-cyclises, leur procede de preparation et leur utilisation comme substance active de compositions pharmaceutiques |
| JPH05505599A (ja) | 1990-03-15 | 1993-08-19 | ジ・アップジョン・カンパニー | 治療上有用な複素環インドール化合物類 |
| US5106983A (en) | 1990-04-30 | 1992-04-21 | The United States Of America As Represented By The Secretary Of The Army | Process of making carfentanil and related analgesics |
| US5238950A (en) * | 1991-12-17 | 1993-08-24 | Schering Corporation | Inhibitors of platelet-derived growth factor |
| US5576313A (en) | 1994-08-29 | 1996-11-19 | Merck & Co., Inc. | Inhibitors of farnesyl-protein transferase |
| US5744320A (en) * | 1995-06-07 | 1998-04-28 | Promega Corporation | Quenching reagents and assays for enzyme-mediated luminescence |
| EP1001764A4 (en) * | 1997-05-29 | 2005-08-24 | Merck & Co Inc | HETEROCYCLIC AMIDE COMPOUNDS AS INHIBITORS OF CELL ADHESION |
| DE19743435A1 (de) * | 1997-10-01 | 1999-04-08 | Merck Patent Gmbh | Benzamidinderivate |
| AR019322A1 (es) * | 1998-06-18 | 2002-02-13 | Smithkline Beecham Corp | Derivados de sulfonilo sustituido por heterociclo-etanodionanilina sustituida por heterociclo, composicion farmaceutica que los contiene y su uso para lamanufactura de un medicamento |
| HU228111B1 (en) * | 1998-07-08 | 2012-11-28 | Sanofi Aventis Deutschland | Sulfur substituted sulfonylaminocarboxylic acid n-arylamides, their preparation, their use and pharmaceutical preparations comprising them |
| EP1088821A1 (en) * | 1999-09-28 | 2001-04-04 | Applied Research Systems ARS Holding N.V. | Pharmaceutically active sulfonamide derivatives |
| EP1193256A1 (en) * | 2000-09-27 | 2002-04-03 | Applied Research Systems ARS Holding N.V. | Pharmaceutically active benzsulfonamide derivatives as inhibitors of JNK proteins |
| EP1193268A1 (en) * | 2000-09-27 | 2002-04-03 | Applied Research Systems ARS Holding N.V. | Pharmaceutically active sulfonamide derivatives bearing both lipophilic and ionisable moieties as inhibitors of protein Junkinases |
-
2000
- 2000-09-27 EP EP00810886A patent/EP1193267A1/en not_active Withdrawn
-
2001
- 2001-09-27 CA CA002421417A patent/CA2421417A1/en not_active Abandoned
- 2001-09-27 EP EP01967621A patent/EP1322641B1/en not_active Expired - Lifetime
- 2001-09-27 US US10/381,200 patent/US20040077632A1/en not_active Abandoned
- 2001-09-27 JP JP2002532439A patent/JP4927306B2/ja not_active Expired - Fee Related
- 2001-09-27 WO PCT/IB2001/001771 patent/WO2002028856A1/en not_active Ceased
- 2001-09-27 IL IL15496601A patent/IL154966A0/xx unknown
- 2001-09-27 ES ES01967621T patent/ES2392039T3/es not_active Expired - Lifetime
- 2001-09-27 AU AU2001287990A patent/AU2001287990B2/en not_active Ceased
- 2001-09-27 AU AU8799001A patent/AU8799001A/xx active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JP4927306B2 (ja) | 2012-05-09 |
| ES2392039T3 (es) | 2012-12-04 |
| AU8799001A (en) | 2002-04-15 |
| WO2002028856A1 (en) | 2002-04-11 |
| AU2001287990B2 (en) | 2006-04-13 |
| EP1322641B1 (en) | 2012-07-25 |
| EP1322641A1 (en) | 2003-07-02 |
| JP2004510772A (ja) | 2004-04-08 |
| US20040077632A1 (en) | 2004-04-22 |
| EP1193267A1 (en) | 2002-04-03 |
| IL154966A0 (en) | 2003-10-31 |
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| AU2001287991A1 (en) | Pharmaceutically active sulfonamide derivatives bearing both lipophilic and ionisable moieties as inhibitors of protein junkinases | |
| WO2001023378A1 (en) | Pharmaceutically active sulfonamide derivatives | |
| AU2001287992A1 (en) | Pharmaceutically active benzsulfonamide derivatives as inhibitors of protein junkinases | |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |