AU2015367531B2 - Bicycloheteroaryl-heteroaryl-benzoic acid compounds as retinoic acid receptor beta (RARbeta) agonists - Google Patents
Bicycloheteroaryl-heteroaryl-benzoic acid compounds as retinoic acid receptor beta (RARbeta) agonists Download PDFInfo
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- AU2015367531B2 AU2015367531B2 AU2015367531A AU2015367531A AU2015367531B2 AU 2015367531 B2 AU2015367531 B2 AU 2015367531B2 AU 2015367531 A AU2015367531 A AU 2015367531A AU 2015367531 A AU2015367531 A AU 2015367531A AU 2015367531 B2 AU2015367531 B2 AU 2015367531B2
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- SGVOVLXBICCLPF-UHFFFAOYSA-N Cc1ccc(C)c2c1cc(/C(/N)=N/O)[o]2 Chemical compound Cc1ccc(C)c2c1cc(/C(/N)=N/O)[o]2 SGVOVLXBICCLPF-UHFFFAOYSA-N 0.000 description 1
- YFOWRHSVKUBSHX-UHFFFAOYSA-N Cc1ccc(C)c2c1nc(-c1nc(-c3ccc(C(O)=C)c(F)c3)n[o]1)[o]2 Chemical compound Cc1ccc(C)c2c1nc(-c1nc(-c3ccc(C(O)=C)c(F)c3)n[o]1)[o]2 YFOWRHSVKUBSHX-UHFFFAOYSA-N 0.000 description 1
- ZQROAOQEUKHZRF-UHFFFAOYSA-N Clc(c1c2[o]cc1)ccc2Cl Chemical compound Clc(c1c2[o]cc1)ccc2Cl ZQROAOQEUKHZRF-UHFFFAOYSA-N 0.000 description 1
- CXUWGEWQRCXJDC-UHFFFAOYSA-N Clc1nc(Br)n[s]1 Chemical compound Clc1nc(Br)n[s]1 CXUWGEWQRCXJDC-UHFFFAOYSA-N 0.000 description 1
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- BHJTWEVVAVQXJM-UHFFFAOYSA-N OC(c(cc1)ccc1-c1n[o]c(-c([o]c2c(cc3)Cl)cc2c3Cl)n1)=O Chemical compound OC(c(cc1)ccc1-c1n[o]c(-c([o]c2c(cc3)Cl)cc2c3Cl)n1)=O BHJTWEVVAVQXJM-UHFFFAOYSA-N 0.000 description 1
- GLMFDNLYMXMPNA-UHFFFAOYSA-N OC(c1cc(c(Cl)ccc2Cl)c2[o]1)=O Chemical compound OC(c1cc(c(Cl)ccc2Cl)c2[o]1)=O GLMFDNLYMXMPNA-UHFFFAOYSA-N 0.000 description 1
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- IOJUPLGTWVMSFF-UHFFFAOYSA-N c1nc2ccccc2[s]1 Chemical compound c1nc2ccccc2[s]1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C07D413/04—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 directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4245—Oxadiazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
-
- 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
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
- C07D417/04—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 directly linked by a ring-member-to-ring-member bond
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Psychology (AREA)
- Epidemiology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Gynecology & Obstetrics (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1422472.9 | 2014-12-17 | ||
| GB201422472 | 2014-12-17 | ||
| PCT/EP2015/080029 WO2016097004A1 (en) | 2014-12-17 | 2015-12-16 | BICYCLOHETEROARYL-HETEROARYL-BENZOIC ACID COMPOUNDS AS RETINOIC ACID RECEPTOR BETA (RARβ) AGONISTS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2015367531A1 AU2015367531A1 (en) | 2017-07-06 |
| AU2015367531B2 true AU2015367531B2 (en) | 2020-04-30 |
Family
ID=55027725
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2015367531A Active AU2015367531B2 (en) | 2014-12-17 | 2015-12-16 | Bicycloheteroaryl-heteroaryl-benzoic acid compounds as retinoic acid receptor beta (RARbeta) agonists |
Country Status (11)
| Country | Link |
|---|---|
| US (4) | US9994559B2 (https=) |
| EP (1) | EP3233842B1 (https=) |
| JP (1) | JP6596090B2 (https=) |
| KR (1) | KR102526625B1 (https=) |
| CN (1) | CN107207488B (https=) |
| AU (1) | AU2015367531B2 (https=) |
| BR (1) | BR112017012588B8 (https=) |
| CA (1) | CA2970574C (https=) |
| ES (1) | ES3029609T3 (https=) |
| IL (1) | IL252882B (https=) |
| WO (1) | WO2016097004A1 (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6596090B2 (ja) | 2014-12-17 | 2019-10-23 | キングス カレッジ ロンドン | レチノイン酸受容体ベータ（ＲＡＲβ）アゴニストとしてのビシクロヘテロアリール−ヘテロアリール−安息香酸化合物 |
| GB201610867D0 (en) | 2016-06-22 | 2016-08-03 | King S College London | Crystalline forms of a therapeutic compound and processes for their preparation |
| CN111892591A (zh) * | 2019-05-06 | 2020-11-06 | 南京科技职业学院 | 一种维奈托克关键中间体的合成方法 |
| GB201907647D0 (en) * | 2019-05-30 | 2019-07-17 | King S College London | Therapeutic methods |
| ES3033642T3 (en) | 2020-05-29 | 2025-08-06 | Basf Se | Preparation of substituted 4-(n'-hydroxycarbamimidoyl)benzoic acids |
| CN112552252B (zh) * | 2020-09-30 | 2024-01-02 | 浙江美诺华药物化学有限公司 | 一种氟雷拉纳中间体的制备方法 |
| CN113264832A (zh) * | 2021-05-13 | 2021-08-17 | 南京爱可德夫科技开发有限公司 | 一种合成高纯度2-氟-4-溴苯甲酸叔丁酯的方法 |
| CN116640071B (zh) * | 2023-05-04 | 2024-08-30 | 四川青木制药有限公司 | 一种制备2-甲基4-甲醛肟基苯甲酸及其酯类衍生物的方法 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6110959A (en) * | 1996-03-18 | 2000-08-29 | Eisai Co., Ltd. | Carboxylic acid derivatives having fused rings |
| US6355669B1 (en) * | 1997-10-22 | 2002-03-12 | Eisai Co., Ltd. | Retinoic acid agonists as preventive and therapeutic agents for nephritis |
| WO2003062230A1 (en) * | 2002-01-21 | 2003-07-31 | Eisai Co., Ltd. | Conbinatorial library of heterocycle compounds |
| US6992096B2 (en) * | 2003-04-11 | 2006-01-31 | Ptc Therapeutics, Inc. | 1,2,4-oxadiazole benzoic acid compounds and their use for nonsense suppression and the treatment of disease |
| US20090253699A1 (en) * | 2004-10-13 | 2009-10-08 | Pct Therapeutics, Inc. | Compounds for Nonsense Suppression, and Methods for Their Use |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0842923B1 (en) | 1995-06-07 | 2006-03-01 | Nippon Shinyaku Company, Limited | Pyrrole derivatives and medicinal composition |
| JP3964478B2 (ja) | 1995-06-30 | 2007-08-22 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | ヘテロ環含有カルボン酸誘導体及びそれを含有する医薬 |
| JPH10158192A (ja) | 1996-10-03 | 1998-06-16 | Eisai Co Ltd | 移植片対宿主疾患（ｇｖｈｄ）の治療および臓器移植時の移植片拒絶反応抑制のための医薬組成物 |
| GB9907461D0 (en) | 1999-03-31 | 1999-05-26 | King S College London | Neurite regeneration |
| JP2000154150A (ja) * | 1997-10-22 | 2000-06-06 | Eisai Co Ltd | 腎炎予防・治療剤としてのレチノイン酸アゴニスト |
| BR0012327A (pt) * | 1999-07-09 | 2002-07-02 | Ortho Mcneil Pharm Inc | Pirrolidinas e piperidinas neurotróficas, e composições e métodos relacionados |
| US20020048580A1 (en) * | 2000-06-07 | 2002-04-25 | Institut National De La Sante Et De La Recherche Medicale | Method of inducing lung branching |
| JP2005504014A (ja) | 2001-06-08 | 2005-02-10 | サイトビア インコーポレイテッド | カスパーゼの活性化因子およびアポトーシスの誘導因子としての置換された３−アリール−５−アリール−［１，２，４］−オキサジアゾール類および類似体、並びにその使用法 |
| JP2003081832A (ja) | 2001-06-26 | 2003-03-19 | Takeda Chem Ind Ltd | レチノイド関連受容体機能調節剤 |
| WO2004014881A2 (en) | 2002-08-09 | 2004-02-19 | Astra Zeneca Ab | '1,2,4'oxadiazoles as modulators of metabotropic glutamate receptor-5 |
| WO2005077373A2 (en) | 2004-02-03 | 2005-08-25 | Astrazeneca Ab | Treatment of gastro-esophageal reflux disease (gerd) |
| WO2007009083A2 (en) | 2005-07-12 | 2007-01-18 | Acadia Pharmaceuticals Inc. | Compounds with activity at retinoic acid receptors |
| EP2304366A2 (en) | 2008-05-30 | 2011-04-06 | Foster Wheeler Energia Oy | Method of and system for generating power by oxyfuel combustion |
| KR101220182B1 (ko) * | 2009-02-25 | 2013-01-11 | 에스케이바이오팜 주식회사 | 치환된 아졸 유도체 화합물, 이를 포함하는 약제학적 조성물 및 이를 이용한 파킨슨씨 병 치료방법 |
| GB0915196D0 (en) * | 2009-09-01 | 2009-10-07 | King S College London | Therapeutic compounds and their use |
| US20120289476A1 (en) | 2009-12-11 | 2012-11-15 | Jay Allan Barth | Methods for treating methylmalonic acidemia |
| GB201403093D0 (en) | 2014-02-21 | 2014-04-09 | Cancer Rec Tech Ltd | Therapeutic compounds and their use |
| JP6596090B2 (ja) * | 2014-12-17 | 2019-10-23 | キングス カレッジ ロンドン | レチノイン酸受容体ベータ（ＲＡＲβ）アゴニストとしてのビシクロヘテロアリール−ヘテロアリール−安息香酸化合物 |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6110959A (en) * | 1996-03-18 | 2000-08-29 | Eisai Co., Ltd. | Carboxylic acid derivatives having fused rings |
| US6355669B1 (en) * | 1997-10-22 | 2002-03-12 | Eisai Co., Ltd. | Retinoic acid agonists as preventive and therapeutic agents for nephritis |
| WO2003062230A1 (en) * | 2002-01-21 | 2003-07-31 | Eisai Co., Ltd. | Conbinatorial library of heterocycle compounds |
| US6992096B2 (en) * | 2003-04-11 | 2006-01-31 | Ptc Therapeutics, Inc. | 1,2,4-oxadiazole benzoic acid compounds and their use for nonsense suppression and the treatment of disease |
| US20090253699A1 (en) * | 2004-10-13 | 2009-10-08 | Pct Therapeutics, Inc. | Compounds for Nonsense Suppression, and Methods for Their Use |
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| US10385044B2 (en) | 2019-08-20 |
| US20210130337A1 (en) | 2021-05-06 |
| CA2970574A1 (en) | 2016-06-23 |
| EP3233842C0 (en) | 2025-03-26 |
| CN107207488A (zh) | 2017-09-26 |
| EP3233842B1 (en) | 2025-03-26 |
| CN107207488B (zh) | 2020-11-17 |
| BR112017012588B1 (pt) | 2023-11-07 |
| KR20170097125A (ko) | 2017-08-25 |
| US10752616B2 (en) | 2020-08-25 |
| BR112017012588A2 (pt) | 2018-11-13 |
| US20170327489A1 (en) | 2017-11-16 |
| AU2015367531A1 (en) | 2017-07-06 |
| US11401265B2 (en) | 2022-08-02 |
| US20190010146A1 (en) | 2019-01-10 |
| IL252882B (en) | 2020-04-30 |
| KR102526625B1 (ko) | 2023-04-27 |
| JP6596090B2 (ja) | 2019-10-23 |
| CA2970574C (en) | 2023-09-19 |
| US9994559B2 (en) | 2018-06-12 |
| BR112017012588B8 (pt) | 2024-02-15 |
| US20200131165A1 (en) | 2020-04-30 |
| WO2016097004A1 (en) | 2016-06-23 |
| JP2017537967A (ja) | 2017-12-21 |
| ES3029609T3 (en) | 2025-06-24 |
| IL252882A0 (en) | 2017-08-31 |
| EP3233842A1 (en) | 2017-10-25 |
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