JP5259592B2 - Ep4受容体リガンドとしてのチオフェンカルボキサミド誘導体 - Google Patents
Ep4受容体リガンドとしてのチオフェンカルボキサミド誘導体 Download PDFInfo
- Publication number
- JP5259592B2 JP5259592B2 JP2009523120A JP2009523120A JP5259592B2 JP 5259592 B2 JP5259592 B2 JP 5259592B2 JP 2009523120 A JP2009523120 A JP 2009523120A JP 2009523120 A JP2009523120 A JP 2009523120A JP 5259592 B2 JP5259592 B2 JP 5259592B2
- Authority
- JP
- Japan
- Prior art keywords
- compound
- pharmaceutically acceptable
- group
- acceptable salt
- formula
- 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 CBc1c(C(NC(*)(*)c2ccc(*)cc2)=O)[s]c(*)c1* Chemical compound CBc1c(C(NC(*)(*)c2ccc(*)cc2)=O)[s]c(*)c1* 0.000 description 3
- PYWZJCKVQWUVPO-UHFFFAOYSA-N CC(c(cc1)ccc1-c1n[nH]nn1)NC(c([s]1)c(Cc2cc(Cl)ccc2)cc1Cl)=O Chemical compound CC(c(cc1)ccc1-c1n[nH]nn1)NC(c([s]1)c(Cc2cc(Cl)ccc2)cc1Cl)=O PYWZJCKVQWUVPO-UHFFFAOYSA-N 0.000 description 1
- OKRPFRUXMOYTDV-UHFFFAOYSA-N CC(c(cc1)ccc1C(O)=O)NC(OC(C)(C)C)=O Chemical compound CC(c(cc1)ccc1C(O)=O)NC(OC(C)(C)C)=O OKRPFRUXMOYTDV-UHFFFAOYSA-N 0.000 description 1
- FADNAZBPTQVMPQ-ZDUSSCGKSA-N C[C@@H](c(cc1)ccc1C(O)=O)NC(c1c(C)[s]c(C)c1Cc(cc1)ccc1Cl)=O Chemical compound C[C@@H](c(cc1)ccc1C(O)=O)NC(c1c(C)[s]c(C)c1Cc(cc1)ccc1Cl)=O FADNAZBPTQVMPQ-ZDUSSCGKSA-N 0.000 description 1
- NWYUIYYDNDZXBK-UHFFFAOYSA-N Cc([s]c(C)c1Br)c1Br Chemical compound Cc([s]c(C)c1Br)c1Br NWYUIYYDNDZXBK-UHFFFAOYSA-N 0.000 description 1
- NNNHDNZOOJUIKG-UHFFFAOYSA-N Cc1c(Cc2cc(C(F)(F)F)ccc2)c(C(NC2(CC2)c(cc2)ccc2C(N=N[NH+]2[O-])=[N+]2[O-])=O)c(C)[s]1 Chemical compound Cc1c(Cc2cc(C(F)(F)F)ccc2)c(C(NC2(CC2)c(cc2)ccc2C(N=N[NH+]2[O-])=[N+]2[O-])=O)c(C)[s]1 NNNHDNZOOJUIKG-UHFFFAOYSA-N 0.000 description 1
- BEWXZMDKZCMEJP-UHFFFAOYSA-N Cc1c(Cc2ccc(C(F)(F)F)cc2)c(C(NC2(CC2)c(cc2)ccc2C#N)=O)c(C)[s]1 Chemical compound Cc1c(Cc2ccc(C(F)(F)F)cc2)c(C(NC2(CC2)c(cc2)ccc2C#N)=O)c(C)[s]1 BEWXZMDKZCMEJP-UHFFFAOYSA-N 0.000 description 1
- BMYCTTRDGGWIPP-UHFFFAOYSA-N Cc1c(Cc2ccc(C(F)(F)F)cc2)c(C(NC2(CC2)c(cc2)ccc2C(N=N[NH+]2[O-])=[N+]2[O-])=O)c(C)[s]1 Chemical compound Cc1c(Cc2ccc(C(F)(F)F)cc2)c(C(NC2(CC2)c(cc2)ccc2C(N=N[NH+]2[O-])=[N+]2[O-])=O)c(C)[s]1 BMYCTTRDGGWIPP-UHFFFAOYSA-N 0.000 description 1
- WBADBJDOSDVJBE-UHFFFAOYSA-N Cc1c(Cc2ccc(C(F)(F)F)cc2)c(C(O)=O)c(C)[s]1 Chemical compound Cc1c(Cc2ccc(C(F)(F)F)cc2)c(C(O)=O)c(C)[s]1 WBADBJDOSDVJBE-UHFFFAOYSA-N 0.000 description 1
- DDAZHNWCORZWHX-UHFFFAOYSA-N Clc([s]1)c(C(c2cccc(Cl)c2)OC2OCCCC2)c(Br)c1Cl Chemical compound Clc([s]1)c(C(c2cccc(Cl)c2)OC2OCCCC2)c(Br)c1Cl DDAZHNWCORZWHX-UHFFFAOYSA-N 0.000 description 1
- HBYGBJDMFWFILO-UHFFFAOYSA-N OC(c(c(C(c1cc(Cl)ccc1)OC1OCCCC1)c([s]1)Cl)c1Cl)=O Chemical compound OC(c(c(C(c1cc(Cl)ccc1)OC1OCCCC1)c([s]1)Cl)c1Cl)=O HBYGBJDMFWFILO-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
-
- 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
- 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
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Ophthalmology & Optometry (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83725206P | 2006-08-11 | 2006-08-11 | |
| US60/837,252 | 2006-08-11 | ||
| PCT/CA2007/001404 WO2008017164A1 (en) | 2006-08-11 | 2007-08-10 | Thiophenecarboxamide derivatives as ep4 receptor ligands |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010500293A JP2010500293A (ja) | 2010-01-07 |
| JP2010500293A5 JP2010500293A5 (show.php) | 2010-09-16 |
| JP5259592B2 true JP5259592B2 (ja) | 2013-08-07 |
Family
ID=39032586
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009523120A Expired - Fee Related JP5259592B2 (ja) | 2006-08-11 | 2007-08-10 | Ep4受容体リガンドとしてのチオフェンカルボキサミド誘導体 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US8969394B2 (show.php) |
| EP (1) | EP2054401B1 (show.php) |
| JP (1) | JP5259592B2 (show.php) |
| CN (1) | CN101541778B (show.php) |
| AU (1) | AU2007283404B2 (show.php) |
| CA (1) | CA2660133C (show.php) |
| ES (1) | ES2421453T3 (show.php) |
| WO (1) | WO2008017164A1 (show.php) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009005076A1 (ja) * | 2007-07-03 | 2009-01-08 | Astellas Pharma Inc. | アミド化合物 |
| EP2185534A1 (en) * | 2007-08-09 | 2010-05-19 | Merck Sharp & Dohme Corp. | Process for making thiophene carboxamide derivative |
| JP5375824B2 (ja) * | 2008-05-14 | 2013-12-25 | アステラス製薬株式会社 | アミド化合物 |
| CN102149384B (zh) * | 2008-08-14 | 2014-08-20 | 南京奥昭生物科技有限公司 | 作为ep4受体拮抗剂的杂环酰胺衍生物 |
| EP2488168A1 (en) | 2009-10-14 | 2012-08-22 | Gemmus Pharma Inc. | Combination therapy treatment for viral infections |
| CA2789665C (en) | 2010-02-22 | 2020-06-16 | Raqualia Pharma Inc. | Use of ep4 receptor antagonists in the treatment of il-23 mediated diseases |
| SI2619182T1 (sl) | 2010-09-21 | 2017-03-31 | Eisai R&D Management Co., Ltd. | Farmacevtski sestavek |
| US8828987B2 (en) | 2010-12-10 | 2014-09-09 | Rottapharm Biotech S.R.L. | Pyridine amide derivatives as EP4 receptor antagonists |
| UA115576C2 (uk) | 2012-12-06 | 2017-11-27 | Байєр Фарма Акцієнгезелльшафт | Похідні бензимідазолу як антагоністи ер4 |
| US10391086B2 (en) | 2013-03-19 | 2019-08-27 | Askat Inc. | Use of EP4 receptor antagonists in the treatment of cartilage disease |
| KR20150130404A (ko) | 2013-03-19 | 2015-11-23 | 에스크엣 인크. | 연골질환 치료에서의 ep4 수용체 길항제의 용도 |
| NO3009426T3 (show.php) | 2013-06-12 | 2018-09-29 | ||
| AU2014305843B2 (en) | 2013-08-09 | 2019-08-29 | Ardelyx, Inc. | Compounds and methods for inhibiting phosphate transport |
| TW201607943A (zh) | 2013-12-19 | 2016-03-01 | 拜耳製藥公司 | 作為ep4配體之新穎苯并咪唑衍生物 |
| TW201623277A (zh) * | 2014-03-26 | 2016-07-01 | 安斯泰來製藥股份有限公司 | 醯胺化合物 |
| AU2015264102C1 (en) * | 2014-05-23 | 2020-10-08 | Eisai R&D Management Co., Ltd. | Combination therapies for the treatment of cancer |
| CN106458859B (zh) * | 2014-06-06 | 2019-08-30 | 阿勒根公司 | 作为治疗性化合物的新型ep4激动剂 |
| CN105037186A (zh) * | 2015-06-17 | 2015-11-11 | 苏州敬业医药化工有限公司 | 一种氨甲苯酸的制备方法 |
| CR20180323A (es) | 2015-11-20 | 2018-08-06 | Idorsia Pharmaceuticals Ltd | Derivados de indol n-sustituídos como moduladores de los receptores de pge2 |
| WO2018162562A1 (en) | 2017-03-10 | 2018-09-13 | Bayer Pharma Aktiengesellschaft | Use of an ep4 antagonist for the treatment of inflammatory pain |
| AR111806A1 (es) | 2017-05-18 | 2019-08-21 | Idorsia Pharmaceuticals Ltd | Derivados de indol n-sustituidos |
| HUE056382T2 (hu) | 2017-05-18 | 2022-02-28 | Idorsia Pharmaceuticals Ltd | Pirimidin-származékok mint PGE2 receptor modulátorok |
| US11325899B2 (en) | 2017-05-18 | 2022-05-10 | Idorsia Pharmaceuticals Ltd | Benzofurane and benzothiophene derivatives as PGE2 receptor modulators |
| AU2018269666B2 (en) | 2017-05-18 | 2022-02-03 | Idorsia Pharmaceuticals Ltd | Phenyl derivatives as PGE2 receptor modulators |
| JP7253500B2 (ja) | 2017-05-18 | 2023-04-06 | イドーシア ファーマシューティカルズ リミテッド | ピリミジン誘導体 |
| WO2019038156A1 (en) | 2017-08-22 | 2019-02-28 | Bayer Pharma Aktiengesellschaft | USE OF AN EP4 ANTAGONIST FOR THE TREATMENT OF ARTHRITIS |
| US10202415B1 (en) | 2017-10-19 | 2019-02-12 | King Saud University | Method of synthesizing of 3-oxolupenal nanoparticles |
| US20200368223A1 (en) | 2019-05-21 | 2020-11-26 | Ardelyx, Inc. | Methods for inhibiting phosphate transport |
| CN112552200B (zh) * | 2019-09-10 | 2024-03-12 | 烟台药物研究所 | 一种光学纯4-(1-氨基)乙基苯甲酸酯及其盐的制备方法 |
| EP4200281A4 (en) * | 2020-08-18 | 2024-09-25 | Hutchison Medipharma Limited | PYRIMIDINONE COMPOUNDS AND THEIR USES |
| KR20230107228A (ko) | 2020-11-13 | 2023-07-14 | 오노 야꾸힝 고교 가부시키가이샤 | Ep4 길항약과 면역 체크포인트 저해 물질의 병용에 의한 암 치료 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5962490A (en) * | 1987-09-25 | 1999-10-05 | Texas Biotechnology Corporation | Thienyl-, furyl- and pyrrolyl-sulfonamides and derivatives thereof that modulate the activity of endothelin |
| EP0752421B1 (en) | 1995-07-07 | 2005-10-12 | AstraZeneca AB | Ortho-substituted aromatic compounds, containing three (het)aryl moieties, their preparation and their use as prostaglandin E2-(PGE2)-antagonists |
| CA2436551A1 (en) * | 2001-01-31 | 2002-08-08 | Pfizer Products Inc. | Thiazolyl-, oxazolyl-, pyrrolyl-, and imidazolyl-acid amide derivatives useful as inhibitors of pde4 isozymes |
| WO2004099127A1 (en) * | 2003-05-07 | 2004-11-18 | Novo Nordisk A/S | Novel compounds as kinase inhibitors |
| BRPI0414130B8 (pt) | 2003-09-03 | 2021-05-25 | Askat Inc | compostos de fenilamida ou piridilamida, seu uso e composições farmacêuticas que os compreendem. |
| GB0324269D0 (en) | 2003-10-16 | 2003-11-19 | Pharmagene Lab Ltd | EP4 receptor antagonists |
| KR20070000495A (ko) * | 2004-04-20 | 2007-01-02 | 화이자 프로덕츠 인코포레이티드 | 알파-2-델타 리간드를 포함하는 배합물 |
| CA2565813C (en) * | 2004-05-04 | 2010-10-26 | Pfizer Inc. | Substituted methyl aryl or heteroaryl amide compounds |
| JP4054369B2 (ja) * | 2004-05-04 | 2008-02-27 | ファイザー株式会社 | オルト置換アリールまたはヘテロアリールアミド化合物 |
| WO2005116010A1 (en) * | 2004-05-26 | 2005-12-08 | Merck Frosst Canada Ltd. | Ep4 receptor agonist, compositions and methods thereof |
-
2007
- 2007-08-10 AU AU2007283404A patent/AU2007283404B2/en not_active Ceased
- 2007-08-10 CN CN200780037574.4A patent/CN101541778B/zh not_active Expired - Fee Related
- 2007-08-10 ES ES07815782T patent/ES2421453T3/es active Active
- 2007-08-10 CA CA2660133A patent/CA2660133C/en not_active Expired - Fee Related
- 2007-08-10 EP EP07815782.3A patent/EP2054401B1/en active Active
- 2007-08-10 US US12/309,941 patent/US8969394B2/en active Active
- 2007-08-10 WO PCT/CA2007/001404 patent/WO2008017164A1/en not_active Ceased
- 2007-08-10 JP JP2009523120A patent/JP5259592B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ES2421453T3 (es) | 2013-09-02 |
| JP2010500293A (ja) | 2010-01-07 |
| US20090247596A1 (en) | 2009-10-01 |
| WO2008017164A1 (en) | 2008-02-14 |
| US8969394B2 (en) | 2015-03-03 |
| EP2054401A4 (en) | 2010-10-13 |
| AU2007283404A1 (en) | 2008-02-14 |
| EP2054401A1 (en) | 2009-05-06 |
| CN101541778A (zh) | 2009-09-23 |
| EP2054401B1 (en) | 2013-05-01 |
| CA2660133A1 (en) | 2008-02-14 |
| CA2660133C (en) | 2015-10-27 |
| AU2007283404B2 (en) | 2013-04-18 |
| CN101541778B (zh) | 2014-10-08 |
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