JP2002530272A5 - - Google Patents
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- JP2002530272A5 JP2002530272A5 JP2000554358A JP2000554358A JP2002530272A5 JP 2002530272 A5 JP2002530272 A5 JP 2002530272A5 JP 2000554358 A JP2000554358 A JP 2000554358A JP 2000554358 A JP2000554358 A JP 2000554358A JP 2002530272 A5 JP2002530272 A5 JP 2002530272A5
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- JP
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- Prior art keywords
- organic
- inorganic
- moiety
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- double bond
- 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.)
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- 238000000034 method Methods 0.000 description 22
- 150000001875 compounds Chemical class 0.000 description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- 201000010099 disease Diseases 0.000 description 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 7
- 230000004770 neurodegeneration Effects 0.000 description 7
- 208000015122 neurodegenerative disease Diseases 0.000 description 7
- 206010028980 Neoplasm Diseases 0.000 description 4
- 102100029438 Nitric oxide synthase, inducible Human genes 0.000 description 4
- 201000011510 cancer Diseases 0.000 description 4
- 208000024827 Alzheimer disease Diseases 0.000 description 3
- 101150071146 COX2 gene Proteins 0.000 description 3
- 101150109636 Inos gene Proteins 0.000 description 3
- 241000124008 Mammalia Species 0.000 description 3
- 208000018737 Parkinson disease Diseases 0.000 description 3
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 description 3
- 210000002540 macrophage Anatomy 0.000 description 3
- 201000006417 multiple sclerosis Diseases 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 206010005949 Bone cancer Diseases 0.000 description 2
- 208000018084 Bone neoplasm Diseases 0.000 description 2
- 208000003174 Brain Neoplasms Diseases 0.000 description 2
- 206010006187 Breast cancer Diseases 0.000 description 2
- 208000026310 Breast neoplasm Diseases 0.000 description 2
- 206010009944 Colon cancer Diseases 0.000 description 2
- 208000022559 Inflammatory bowel disease Diseases 0.000 description 2
- 108010074328 Interferon-gamma Proteins 0.000 description 2
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 2
- 206010060862 Prostate cancer Diseases 0.000 description 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 description 2
- 208000029742 colonic neoplasm Diseases 0.000 description 2
- 230000002018 overexpression Effects 0.000 description 2
- 150000003180 prostaglandins Chemical class 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 206010039073 rheumatoid arthritis Diseases 0.000 description 2
- 238000013518 transcription Methods 0.000 description 2
- 230000035897 transcription Effects 0.000 description 2
- 0 C1C***C1 Chemical compound C1C***C1 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 206010009900 Colitis ulcerative Diseases 0.000 description 1
- 208000011231 Crohn disease Diseases 0.000 description 1
- 102100037850 Interferon gamma Human genes 0.000 description 1
- 102000008070 Interferon-gamma Human genes 0.000 description 1
- 101710089543 Nitric oxide synthase, inducible Proteins 0.000 description 1
- 102100038280 Prostaglandin G/H synthase 2 Human genes 0.000 description 1
- 108050003267 Prostaglandin G/H synthase 2 Proteins 0.000 description 1
- 101100386054 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) CYS3 gene Proteins 0.000 description 1
- 201000006704 Ulcerative Colitis Diseases 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 229960003130 interferon gamma Drugs 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 101150035983 str1 gene Proteins 0.000 description 1
- 150000003648 triterpenes Chemical class 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9005398P | 1998-06-19 | 1998-06-19 | |
| US60/090,053 | 1998-06-19 | ||
| US09/335,003 US6326507B1 (en) | 1998-06-19 | 1999-06-17 | Therapeutic compounds and methods of use |
| US09/335,003 | 1999-06-17 | ||
| PCT/US1999/013635 WO1999065478A1 (en) | 1998-06-19 | 1999-06-18 | Therapeutic compositions and methods of use |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009136739A Division JP5210971B2 (ja) | 1998-06-19 | 2009-06-05 | 薬剤組成物及び使用方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002530272A JP2002530272A (ja) | 2002-09-17 |
| JP2002530272A5 true JP2002530272A5 (https=) | 2009-07-30 |
| JP4541548B2 JP4541548B2 (ja) | 2010-09-08 |
Family
ID=22221055
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000554358A Expired - Lifetime JP4541548B2 (ja) | 1998-06-19 | 1999-06-18 | 薬剤組成物及び使用方法 |
| JP2009136739A Expired - Lifetime JP5210971B2 (ja) | 1998-06-19 | 2009-06-05 | 薬剤組成物及び使用方法 |
| JP2012102499A Withdrawn JP2012144574A (ja) | 1998-06-19 | 2012-04-27 | 薬剤組成物及び使用方法 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009136739A Expired - Lifetime JP5210971B2 (ja) | 1998-06-19 | 2009-06-05 | 薬剤組成物及び使用方法 |
| JP2012102499A Withdrawn JP2012144574A (ja) | 1998-06-19 | 2012-04-27 | 薬剤組成物及び使用方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (7) | US6326507B1 (https=) |
| EP (2) | EP2062577A1 (https=) |
| JP (3) | JP4541548B2 (https=) |
| AT (1) | ATE430563T1 (https=) |
| CA (1) | CA2335505C (https=) |
| CY (1) | CY1109256T1 (https=) |
| DK (1) | DK1089724T3 (https=) |
| ES (1) | ES2324966T3 (https=) |
| PT (1) | PT1089724E (https=) |
| WO (1) | WO1999065478A1 (https=) |
Families Citing this family (75)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999026657A1 (en) * | 1997-11-25 | 1999-06-03 | Musc Foundation For Research Development | Inhibitors of nitric oxide synthase |
| US20080275104A1 (en) * | 1997-11-25 | 2008-11-06 | Musc Foundation For Research Development | Methods of treating juvenile type 1 diabetes mellitus |
| US20040072138A1 (en) * | 1997-11-25 | 2004-04-15 | Medical University Of South Carolina | Attenuation of ischemia/reperfusion injury |
| US6326507B1 (en) | 1998-06-19 | 2001-12-04 | Trustees Of Dartmouth College | Therapeutic compounds and methods of use |
| AU3653301A (en) * | 2000-01-28 | 2001-08-07 | Merck & Co., Inc. | Treatment or prevention of prostate cancer with a cox-2 selective inhibiting drug |
| US7435755B2 (en) * | 2000-11-28 | 2008-10-14 | The Trustees Of Dartmouth College | CDDO-compounds and combination therapies thereof |
| WO2002047611A2 (en) * | 2000-11-28 | 2002-06-20 | Board Of Regents, The University Of Texas System | Cddo-compounds and combination therapies thereof |
| US6777004B1 (en) * | 2001-03-30 | 2004-08-17 | Council Of Scientific & Industrial Research | Composition containing novel compound corniculatonin having antifungi properties and a process for preparing the same |
| KR100464063B1 (ko) * | 2001-11-21 | 2005-01-06 | 한국생명공학연구원 | 세포사멸 유도작용을 갖는 트리테르펜 화합물 |
| US7176237B2 (en) | 2002-01-15 | 2007-02-13 | The Trustees Of Dartmouth College | Tricyclic-bis-enone derivatives and methods of use thereof |
| MXPA04010927A (es) * | 2002-05-02 | 2006-01-30 | Univ Washington | Metodos y composiciones para el tratamiento de enfermedades y trastornos inflamatorios/autoinmunes producidos por linfocitos t en sujetos que padecen una deficiencia en la regulacion de glucocorticoides. |
| 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 |
| US20070249711A1 (en) * | 2003-10-10 | 2007-10-25 | Wonrack Choi | Triterpene Compounds which are Effective on Improvement of Brain Function |
| US20050208151A1 (en) * | 2003-10-30 | 2005-09-22 | Entelos, Inc. | Treatment of rheumatoid arthritis with FLIP antagonists |
| US7551346B2 (en) * | 2003-11-05 | 2009-06-23 | E Ink Corporation | Electro-optic displays, and materials for use therein |
| CA2548313A1 (en) * | 2003-12-23 | 2005-07-14 | Musc Foundation For Research Development | Methods and compositions for the prevention and treatment of inflammatory diseases or conditions |
| US7638331B2 (en) | 2004-01-02 | 2009-12-29 | The Administration of the Tulane Rducation Fund | Directed apoptosis in COX-2 overexpressing cancer cells through expression targeted gene delivery |
| WO2006006152A2 (en) * | 2004-07-08 | 2006-01-19 | Ramot At Tel-Aviv University Ltd | Treatment of disorders and diseases of the colon |
| ES2397085T3 (es) * | 2005-03-08 | 2013-03-04 | Mitsui Norin Co., Ltd | Procedimientos y combinaciones de polifenol-coxib |
| US20100190735A1 (en) * | 2006-03-28 | 2010-07-29 | Myrex Pharmaceuticals Inc. | Mouthwash and Method of Using Same for the Treatment of Mucositis or Stomatitis |
| EP2094651A1 (en) | 2006-11-17 | 2009-09-02 | Trustees Of Dartmouth College | Synthesis and biological activities of new tricyclic-bis-enones (tbes) |
| US8299046B2 (en) * | 2006-11-17 | 2012-10-30 | Trustees Of Dartmouth College | Synthetic triterpenoids and tricyclic-bis-enones for use in stimulating bone and cartilage growth |
| US8921340B2 (en) | 2006-11-17 | 2014-12-30 | Trustees Of Dartmouth College | Methods for using synthetic triterpenoids in the treatment of bone or cartilage diseases or conditions |
| WO2008112887A1 (en) * | 2007-03-13 | 2008-09-18 | Musc Foundation For Research Development | Methods of treating juvenile type 1 diabetes mellitus |
| US8088824B2 (en) | 2007-08-15 | 2012-01-03 | Reata Pharmaceuticals Inc. | Forms of CDDO methyl ester |
| WO2009023845A2 (en) * | 2007-08-15 | 2009-02-19 | The Board Of Regents Of The University Of Texas System | Combination therapy with synthetic triterpenoids and gemcitabine |
| US7879369B2 (en) | 2007-09-18 | 2011-02-01 | Selvamedica, Llc | Combretum laurifolium Mart. extract and methods of extracting and using such extract |
| WO2009058849A1 (en) * | 2007-10-29 | 2009-05-07 | University Of Rochester | Use of electrophilic compounds for inducing platelet production or maintaining platelet function |
| 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 |
| ES2326065B1 (es) * | 2008-03-28 | 2010-07-08 | Consejo Superior De Investigaciones Cientificas (Csic) | Utilizacion de un triterpeno pentaciclico para la preparacion de una composicion farmaceutica destinada al tratamiento de la esclerosis multiple. |
| MX2010011439A (es) | 2008-04-18 | 2011-01-25 | Reata Pharmaceuticals Inc | Moduladores de inflamacion antioxidantes: derivados del acido oleanolico homologacion c-17. |
| WO2009146218A2 (en) | 2008-04-18 | 2009-12-03 | Reata Pharmaceuticals, Inc. | Compounds including an anti-inflammatory pharmacore and methods of use |
| US8071632B2 (en) * | 2008-04-18 | 2011-12-06 | Reata Pharmaceuticals, Inc. | Antioxidant inflammation modulators: novel derivatives of oleanolic acid |
| 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 |
| KR101713140B1 (ko) | 2008-04-18 | 2017-03-08 | 리타 파마슈티컬스 잉크. | C-환에서 포화된 산화방지성 염증 조절제 올레아놀산 유도체 |
| EP2309860B1 (en) | 2008-07-22 | 2014-01-08 | Trustees of Dartmouth College | Monocyclic cyanoenones and methods of use thereof |
| SI2395979T1 (sl) | 2009-02-13 | 2017-12-29 | Reata Pharmaceuticals, Inc. | Peroralni farmacevtski sestavki, ki vsebujejo amorfni CDDO-Me, z zapoznelim sproščanjem |
| US20120145577A1 (en) * | 2009-04-30 | 2012-06-14 | Sanofi-Aventis Deutschland Gmbh | Needle remover and method for removing a needle |
| DK2558105T3 (da) | 2010-04-12 | 2020-01-27 | Reata Pharmaceuticals Inc | Bardoxolonmethyl til behandling af fedme |
| KR101220782B1 (ko) | 2010-09-14 | 2013-01-09 | 제주대학교 산학협력단 | 신규 트리테르페노이드 및 이의 용도 |
| 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 |
| MX348862B (es) | 2011-03-11 | 2017-07-03 | Reata Pharmaceuticals Inc | Derivados c4-monometil triterpenoides y sus metodos de uso. |
| GB201120860D0 (en) | 2011-12-05 | 2012-01-18 | Cambridge Entpr Ltd | Cancer immunotherapy |
| 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 |
| US8981144B2 (en) | 2012-05-08 | 2015-03-17 | Trustees Of Dartmouth College | Method for synthesizing 2-cyano-3,12-dioxoolean-1, 9(11)-dien-28-oic acid methyl ester and derivatives thereof |
| US8921419B2 (en) | 2012-05-08 | 2014-12-30 | Trustees Of Dartmouth College | Triterpenoids and compositions containing the same |
| WO2013188818A1 (en) | 2012-06-15 | 2013-12-19 | Reata Pharmaceuticals, Inc. | A-ring epoxidized triterpenoid-based anti-inflammation modulators and methods of use thereof |
| US8791067B2 (en) | 2012-07-24 | 2014-07-29 | Morehouse School Of Medicine | Method for treating malaria |
| WO2014040073A1 (en) | 2012-09-10 | 2014-03-13 | Reata Pharmaceuticals, Inc. | C13-hydroxy derivatives of oleanolic acid and methods of use thereof |
| JP2015527407A (ja) * | 2012-09-10 | 2015-09-17 | アッヴィ・インコーポレイテッド | グリチルレチン酸誘導体およびその使用方法 |
| 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 |
| SMT201700501T1 (it) * | 2012-09-10 | 2017-11-15 | Reata Pharmaceuticals Inc | Derivati c17-eteroarilici dell'acido oleanolico e metodi d'uso degli stessi |
| US9512094B2 (en) | 2012-09-10 | 2016-12-06 | Reata Pharmaceuticals, Inc. | C17-heteroaryl derivatives of oleanolic acid and methods of use thereof |
| CN102887936A (zh) * | 2012-10-24 | 2013-01-23 | 苏州晶云药物科技有限公司 | 2-氰基-3,12-二氧代齐墩果-1,9(11)-二烯-28-酸甲酯晶型 |
| WO2014148455A1 (ja) | 2013-03-19 | 2014-09-25 | 第一三共株式会社 | テルペノイド誘導体 |
| AR096046A1 (es) | 2013-04-24 | 2015-12-02 | Abbvie Inc | Derivados de 2,2-difluoropropanamida de metil bardoxolona, formas polimórficas y métodos de uso |
| US9290455B2 (en) | 2014-02-11 | 2016-03-22 | Trustees Of Dartmouth College | CDDO-Me amino acid conjugates and methods of use |
| WO2016033132A1 (en) | 2014-08-26 | 2016-03-03 | Trustees Of Dartmouth College | Pyridyl analogs of 1-(2-cyano-3,12-dioxooleana-1,9(11)dien-28-oyl) imidazole |
| US10189791B2 (en) | 2014-08-26 | 2019-01-29 | Trustees Of Dartmouth College | Pyridyl analogs of 1-(2-cyano-3,12-dioxooleana-1,9(11)dien-28-oyl) imidazole |
| KR20170055482A (ko) | 2014-09-10 | 2017-05-19 | 다이이찌 산쿄 가부시키가이샤 | 안질환 치료용 및 예방용 서방성 의약 조성물 |
| 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 |
| 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 |
| CN110536685A (zh) * | 2016-12-23 | 2019-12-03 | 昆士兰大学 | Sox18蛋白活性的抑制剂用于治疗血管生成相关疾病和/或淋巴管生成相关疾病 |
| US11427533B2 (en) | 2017-07-13 | 2022-08-30 | Pliva Hrvatska D.O.O. | Crystalline polymorphs of bardoxolone methyl |
| 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 |
| CN113164436A (zh) | 2018-11-27 | 2021-07-23 | 协和麒麟株式会社 | 药物组合物 |
| EP3999522B1 (en) | 2019-07-19 | 2025-09-03 | Reata Pharmaceuticals, Inc. | C17 polar-substituted heteroaromatic synthetic triterpenoids and methods of use thereof |
| AU2021397631A1 (en) | 2020-12-11 | 2023-07-20 | Reata Pharmaceuticals Holdings, LLC | Synthetic triterpenoids for use in therapy |
| CN117551161A (zh) * | 2021-04-27 | 2024-02-13 | 中国医学科学院药物研究所 | 一类五环三萜类化合物在治疗神经退行性疾病中的用途 |
| PE20241779A1 (es) | 2022-01-07 | 2024-09-03 | Chugai Pharmaceutical Co Ltd | Compuesto heterociclico que contiene nitrogeno que tiene un efecto de activacion del nrf2 |
| WO2024262491A1 (ja) | 2023-06-19 | 2024-12-26 | 中外製薬株式会社 | Nrf2活性化作用を有する含窒素複素環化合物の結晶 |
| CN121794280A (zh) * | 2023-07-28 | 2026-04-03 | 里亚塔医药控股有限责任公司 | 用于制备三萜类衍生物的方法 |
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-
1999
- 1999-06-17 US US09/335,003 patent/US6326507B1/en not_active Expired - Lifetime
- 1999-06-18 WO PCT/US1999/013635 patent/WO1999065478A1/en not_active Ceased
- 1999-06-18 EP EP09154222A patent/EP2062577A1/en not_active Withdrawn
- 1999-06-18 AT AT99928731T patent/ATE430563T1/de active
- 1999-06-18 JP JP2000554358A patent/JP4541548B2/ja not_active Expired - Lifetime
- 1999-06-18 CA CA2335505A patent/CA2335505C/en not_active Expired - Lifetime
- 1999-06-18 DK DK99928731T patent/DK1089724T3/da active
- 1999-06-18 PT PT99928731T patent/PT1089724E/pt unknown
- 1999-06-18 EP EP99928731A patent/EP1089724B1/en not_active Expired - Lifetime
- 1999-06-18 ES ES99928731T patent/ES2324966T3/es not_active Expired - Lifetime
-
2001
- 2001-08-09 US US09/927,081 patent/US6552075B2/en not_active Expired - Lifetime
-
2003
- 2003-03-24 US US10/395,372 patent/US7288568B2/en not_active Expired - Lifetime
-
2005
- 2005-05-03 US US11/121,316 patent/US7863327B2/en not_active Expired - Fee Related
-
2007
- 2007-10-29 US US11/927,418 patent/US8034955B2/en not_active Expired - Fee Related
-
2009
- 2009-06-05 JP JP2009136739A patent/JP5210971B2/ja not_active Expired - Lifetime
- 2009-07-15 CY CY20091100756T patent/CY1109256T1/el unknown
-
2011
- 2011-08-24 US US13/217,127 patent/US8586775B2/en not_active Expired - Fee Related
-
2012
- 2012-04-27 JP JP2012102499A patent/JP2012144574A/ja not_active Withdrawn
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2013
- 2013-10-21 US US14/059,185 patent/US9278913B2/en not_active Expired - Fee Related
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