CA2882417C - C17-heteroaryl derivatives of oleanolic acid and methods of use thereof - Google Patents
C17-heteroaryl derivatives of oleanolic acid and methods of use thereof Download PDFInfo
- Publication number
- CA2882417C CA2882417C CA2882417A CA2882417A CA2882417C CA 2882417 C CA2882417 C CA 2882417C CA 2882417 A CA2882417 A CA 2882417A CA 2882417 A CA2882417 A CA 2882417A CA 2882417 C CA2882417 C CA 2882417C
- Authority
- CA
- Canada
- Prior art keywords
- compound
- groups
- carbon
- acid
- compounds
- 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.)
- Active
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
-
- 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
- A61P39/00—General protective or antinoxious agents
- A61P39/06—Free radical scavengers or antioxidants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Toxicology (AREA)
- Biochemistry (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Epidemiology (AREA)
- Lubricants (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261699199P | 2012-09-10 | 2012-09-10 | |
| US61/699,199 | 2012-09-10 | ||
| PCT/US2013/059015 WO2014040056A1 (en) | 2012-09-10 | 2013-09-10 | C17-heteroaryl derivatives of oleanolic acid and methods of use thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2882417A1 CA2882417A1 (en) | 2014-03-13 |
| CA2882417C true CA2882417C (en) | 2021-04-20 |
Family
ID=49253401
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2882417A Active CA2882417C (en) | 2012-09-10 | 2013-09-10 | C17-heteroaryl derivatives of oleanolic acid and methods of use thereof |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US20140088163A1 (enExample) |
| EP (1) | EP2892911B1 (enExample) |
| JP (1) | JP6272870B2 (enExample) |
| KR (1) | KR102237364B1 (enExample) |
| CN (1) | CN104768965B (enExample) |
| AU (1) | AU2013312102B2 (enExample) |
| BR (1) | BR112015005200B1 (enExample) |
| CA (1) | CA2882417C (enExample) |
| CY (1) | CY1119762T1 (enExample) |
| DK (1) | DK2892911T3 (enExample) |
| EA (1) | EA029069B1 (enExample) |
| ES (1) | ES2644615T3 (enExample) |
| HR (1) | HRP20171565T1 (enExample) |
| HU (1) | HUE036797T2 (enExample) |
| IL (1) | IL237638B (enExample) |
| IN (1) | IN2015DN01547A (enExample) |
| LT (1) | LT2892911T (enExample) |
| ME (1) | ME02911B (enExample) |
| MX (1) | MX366954B (enExample) |
| NZ (1) | NZ705213A (enExample) |
| PL (1) | PL2892911T3 (enExample) |
| PT (1) | PT2892911T (enExample) |
| RS (1) | RS56563B1 (enExample) |
| SG (1) | SG11201501800UA (enExample) |
| SI (1) | SI2892911T1 (enExample) |
| SM (1) | SMT201700501T1 (enExample) |
| WO (1) | WO2014040056A1 (enExample) |
| ZA (1) | ZA201501203B (enExample) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0907423A2 (pt) | 2008-01-11 | 2020-10-27 | Reata Pharmaceuticals, Inc. | composto triterpenoide sintético para uso em um método de melhoria da função renal em um indivíduo, e uso do referido composto |
| WO2009146218A2 (en) | 2008-04-18 | 2009-12-03 | Reata Pharmaceuticals, Inc. | Compounds including an anti-inflammatory pharmacore and methods of use |
| JP5529851B2 (ja) | 2008-04-18 | 2014-06-25 | リアタ ファーマシューティカルズ インコーポレイテッド | 抗酸化炎症モジュレーター：ｃ−１７においてアミノ改変およびその他の改変を加えたオレアノール酸誘導体 |
| CN103596929B (zh) | 2010-12-17 | 2016-10-19 | 里亚塔医药公司 | 作为抗氧化发炎调节剂的吡唑及嘧啶三环烯酮 |
| TWI623548B (zh) | 2012-04-27 | 2018-05-11 | 瑞塔醫藥有限責任公司 | 齊墩果酸（ｂａｒｄｏｘｏｌｏｎｅ ｍｅｔｈｙｌ）之２，２-二氟基丙醯胺衍生物、多晶型及其使用方法 |
| WO2013188818A1 (en) | 2012-06-15 | 2013-12-19 | Reata Pharmaceuticals, Inc. | A-ring epoxidized triterpenoid-based anti-inflammation modulators and methods of use thereof |
| US9512094B2 (en) | 2012-09-10 | 2016-12-06 | Reata Pharmaceuticals, Inc. | C17-heteroaryl derivatives of oleanolic acid and methods of use thereof |
| JP6243428B2 (ja) | 2012-09-10 | 2017-12-06 | リアタ ファーマシューティカルズ インコーポレイテッド | オレアノール酸のｃ１７−アルカンジイルおよびアルケンジイル誘導体ならびにその使用方法 |
| AR096046A1 (es) | 2013-04-24 | 2015-12-02 | Abbvie Inc | Derivados de 2,2-difluoropropanamida de metil bardoxolona, formas polimórficas y métodos de uso |
| EP3256451B1 (en) | 2015-02-12 | 2021-10-20 | Reata Pharmaceuticals, Inc. | Imidazolyl tricyclic enones as antioxidant inflammation modulators |
| JP7074674B2 (ja) | 2015-09-23 | 2022-05-24 | リアタ ファーマシューティカルズ インコーポレイテッド | Ｉｌ－１７の阻害及び他の使用のためのｃ４修飾オレアノール酸誘導体 |
| CN110198718B (zh) | 2016-11-08 | 2023-01-10 | 里亚塔医药控股有限责任公司 | 使用甲基巴多索隆或其类似物治疗阿尔波特综合征的方法 |
| CN106632574B (zh) * | 2016-12-07 | 2018-05-29 | 广东天键生物科技有限公司 | 一种化合物、其制备方法及用途 |
| TWI831738B (zh) | 2016-12-16 | 2024-02-11 | 美商瑞塔醫藥有限責任公司 | 用於抑制ＲＯＲγ及其他用途的嘧啶三環烯酮衍生物 |
| CA3075729A1 (en) | 2017-09-14 | 2019-03-21 | Phoenix Biotechnology, Inc. | Use of oleandrin to treatn viral infection |
| MX2020002884A (es) | 2017-09-14 | 2020-10-05 | Phoenix Biotechnology Inc | Método y composición neuroprotectora mejorada para tratar afecciones neurológicas. |
| US11993574B2 (en) | 2018-06-15 | 2024-05-28 | Reata Pharmaceuticals, Inc | Pyrazole and imidazole compounds for inhibition of IL-17 and RORgamma |
| US12060340B2 (en) | 2018-06-20 | 2024-08-13 | Reata Pharmaceuticals, Inc | Cysteine-dependent inverse agonists of nuclear receptors ROR-gamma/ROR-gamma-t and methods of treating diseases or disorders therewith |
| MX2021003643A (es) * | 2018-09-28 | 2021-08-19 | Sichuan Haisco Pharmaceutical Co Ltd | Derivados de terpenoides y usos de los mismos. |
| EP3999522B1 (en) * | 2019-07-19 | 2025-09-03 | Reata Pharmaceuticals, Inc. | C17 polar-substituted heteroaromatic synthetic triterpenoids and methods of use thereof |
| EP4295854A3 (en) | 2020-03-31 | 2024-04-03 | Phoenix Biotechnology, Inc. | Method and compositions for treating coronavirus infection |
| KR20220151038A (ko) | 2020-03-31 | 2022-11-11 | 피닉스 바이오테크놀러지 인코포레이티드. | 코로나바이러스 감염 예방를 위한 조성물 |
| JP7214696B2 (ja) * | 2020-10-01 | 2023-01-30 | 一般財団法人 化学物質評価研究機構 | 新規ｉｎ ｖｉｔｒｏ皮膚感作性試験法 |
| AU2021397631A1 (en) | 2020-12-11 | 2023-07-20 | Reata Pharmaceuticals Holdings, LLC | Synthetic triterpenoids for use in therapy |
| MX2023008454A (es) | 2021-01-18 | 2023-08-07 | Reata Pharmaceuticals Inc | Derivados sintéticos de ácido ursólico y métodos de uso de estos. |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6326507B1 (en) * | 1998-06-19 | 2001-12-04 | Trustees Of Dartmouth College | Therapeutic compounds and methods of use |
| JP2006515859A (ja) * | 2002-05-13 | 2006-06-08 | トラスティーズ オブ ダートマス カレッジ | 阻害剤およびその使用法 |
| BRPI0907423A2 (pt) | 2008-01-11 | 2020-10-27 | Reata Pharmaceuticals, Inc. | composto triterpenoide sintético para uso em um método de melhoria da função renal em um indivíduo, e uso do referido composto |
| JP5529851B2 (ja) * | 2008-04-18 | 2014-06-25 | リアタ ファーマシューティカルズ インコーポレイテッド | 抗酸化炎症モジュレーター：ｃ−１７においてアミノ改変およびその他の改変を加えたオレアノール酸誘導体 |
| MX2010011439A (es) * | 2008-04-18 | 2011-01-25 | Reata Pharmaceuticals Inc | Moduladores de inflamacion antioxidantes: derivados del acido oleanolico homologacion c-17. |
| KR101713140B1 (ko) * | 2008-04-18 | 2017-03-08 | 리타 파마슈티컬스 잉크. | Ｃ-환에서 포화된 산화방지성 염증 조절제 올레아놀산 유도체 |
| US8071632B2 (en) | 2008-04-18 | 2011-12-06 | Reata Pharmaceuticals, Inc. | Antioxidant inflammation modulators: novel derivatives of oleanolic acid |
| MX348862B (es) * | 2011-03-11 | 2017-07-03 | Reata Pharmaceuticals Inc | Derivados c4-monometil triterpenoides y sus metodos de uso. |
| WO2013188818A1 (en) * | 2012-06-15 | 2013-12-19 | Reata Pharmaceuticals, Inc. | A-ring epoxidized triterpenoid-based anti-inflammation modulators and methods of use thereof |
-
2013
- 2013-09-10 SM SM20170501T patent/SMT201700501T1/it unknown
- 2013-09-10 EA EA201590539A patent/EA029069B1/ru unknown
- 2013-09-10 NZ NZ705213A patent/NZ705213A/en unknown
- 2013-09-10 HR HRP20171565TT patent/HRP20171565T1/hr unknown
- 2013-09-10 CN CN201380057684.2A patent/CN104768965B/zh active Active
- 2013-09-10 SG SG11201501800UA patent/SG11201501800UA/en unknown
- 2013-09-10 IN IN1547DEN2015 patent/IN2015DN01547A/en unknown
- 2013-09-10 KR KR1020157009160A patent/KR102237364B1/ko active Active
- 2013-09-10 ES ES13767175.6T patent/ES2644615T3/es active Active
- 2013-09-10 EP EP13767175.6A patent/EP2892911B1/en active Active
- 2013-09-10 PT PT137671756T patent/PT2892911T/pt unknown
- 2013-09-10 PL PL13767175T patent/PL2892911T3/pl unknown
- 2013-09-10 ME MEP-2017-254A patent/ME02911B/me unknown
- 2013-09-10 US US14/022,843 patent/US20140088163A1/en not_active Abandoned
- 2013-09-10 AU AU2013312102A patent/AU2013312102B2/en active Active
- 2013-09-10 SI SI201330818T patent/SI2892911T1/sl unknown
- 2013-09-10 BR BR112015005200-2A patent/BR112015005200B1/pt active IP Right Grant
- 2013-09-10 WO PCT/US2013/059015 patent/WO2014040056A1/en not_active Ceased
- 2013-09-10 RS RS20171140A patent/RS56563B1/sr unknown
- 2013-09-10 JP JP2015531317A patent/JP6272870B2/ja active Active
- 2013-09-10 LT LTEP13767175.6T patent/LT2892911T/lt unknown
- 2013-09-10 DK DK13767175.6T patent/DK2892911T3/en active
- 2013-09-10 HU HUE13767175A patent/HUE036797T2/hu unknown
- 2013-09-10 MX MX2015003078A patent/MX366954B/es active IP Right Grant
- 2013-09-10 CA CA2882417A patent/CA2882417C/en active Active
-
2015
- 2015-02-23 ZA ZA2015/01203A patent/ZA201501203B/en unknown
- 2015-03-09 IL IL237638A patent/IL237638B/en active IP Right Grant
-
2017
- 2017-11-03 CY CY20171101157T patent/CY1119762T1/el unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MPN | Maintenance fee for patent paid |
Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 11TH ANNIV.) - STANDARD Year of fee payment: 11 |
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| U00 | Fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED Effective date: 20240826 |
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| U11 | Full renewal or maintenance fee paid |
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| MPN | Maintenance fee for patent paid |
Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 12TH ANNIV.) - STANDARD Year of fee payment: 12 |
|
| U00 | Fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED Effective date: 20250821 |
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| U11 | Full renewal or maintenance fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL Effective date: 20250903 |