CA2335505C - Novel triterpenoids and their use for the treatment and prevention of cancer, inflammatory disorders, and neurodegenerative disease - Google Patents
Novel triterpenoids and their use for the treatment and prevention of cancer, inflammatory disorders, and neurodegenerative disease Download PDFInfo
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- CA2335505C CA2335505C CA2335505A CA2335505A CA2335505C CA 2335505 C CA2335505 C CA 2335505C CA 2335505 A CA2335505 A CA 2335505A CA 2335505 A CA2335505 A CA 2335505A CA 2335505 C CA2335505 C CA 2335505C
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Classifications
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- C07C255/00—Carboxylic acid nitriles
- C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C255/47—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of rings being part of condensed ring systems
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
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- A—HUMAN NECESSITIES
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/275—Nitriles; Isonitriles
- A61K31/277—Nitriles; Isonitriles having a ring, e.g. verapamil
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
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- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Chemistry (AREA)
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- Psychology (AREA)
- Immunology (AREA)
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- Psychiatry (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9005398P | 1998-06-19 | 1998-06-19 | |
| US60/090,053 | 1999-06-17 | ||
| 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 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2335505A1 CA2335505A1 (en) | 1999-12-23 |
| CA2335505C true CA2335505C (en) | 2010-06-15 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2335505A Expired - Lifetime CA2335505C (en) | 1998-06-19 | 1999-06-18 | Novel triterpenoids and their use for the treatment and prevention of cancer, inflammatory disorders, and neurodegenerative disease |
Country Status (10)
| Country | Link |
|---|---|
| US (7) | US6326507B1 (enExample) |
| EP (2) | EP2062577A1 (enExample) |
| JP (3) | JP4541548B2 (enExample) |
| AT (1) | ATE430563T1 (enExample) |
| CA (1) | CA2335505C (enExample) |
| CY (1) | CY1109256T1 (enExample) |
| DK (1) | DK1089724T3 (enExample) |
| ES (1) | ES2324966T3 (enExample) |
| PT (1) | PT1089724E (enExample) |
| WO (1) | WO1999065478A1 (enExample) |
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| 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 |
| EP1253921A4 (en) * | 2000-01-28 | 2004-10-13 | Merck & Co Inc | TREATMENT AND PROPHYLAXIS OF PROSTATE CANCER WITH COX-2 SELECTIVE INHIBITORS |
| AU2002243246A1 (en) * | 2000-11-28 | 2002-06-24 | Board Of Regents, The University Of Texas System | Cddo-compounds and combination therapies thereof |
| US7435755B2 (en) * | 2000-11-28 | 2008-10-14 | The Trustees Of Dartmouth College | 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 |
| DK1465615T3 (da) * | 2002-01-15 | 2012-11-12 | Dartmouth College | Tricykliske bisenonderivater og fremgangsmåder til anvendelse heraf |
| EP1539240A2 (en) * | 2002-05-02 | 2005-06-15 | The Washington University | Methods and compositions for treating t cell mediated inflammatory/autoimmune diseases and disorders in subjects having a glucocorticoid regulation deficiency |
| US6974801B2 (en) * | 2002-05-13 | 2005-12-13 | The Trustees Of Dartmounth College | Inhibitors and methods of use thereof |
| US20070249711A1 (en) * | 2003-10-10 | 2007-10-25 | Wonrack Choi | Triterpene Compounds which are Effective on Improvement of Brain Function |
| WO2005042002A2 (en) * | 2003-10-30 | 2005-05-12 | Entelos, Inc. | Treatment of rhematoid arthritis with flip antagonists |
| US7551346B2 (en) * | 2003-11-05 | 2009-06-23 | E Ink Corporation | Electro-optic displays, and materials for use therein |
| AU2004308966A1 (en) * | 2003-12-23 | 2005-07-14 | Musc Foundaton 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 |
| US20080318931A1 (en) * | 2004-07-08 | 2008-12-25 | Moshe Arkin | Treatment of Disorders and Diseases of the Colon |
| EP1858507B1 (en) * | 2005-03-08 | 2012-11-28 | Mitsui Norin Co., Ltd | Polyphenol coxib combinations and methods |
| US20100190735A1 (en) * | 2006-03-28 | 2010-07-29 | Myrex Pharmaceuticals Inc. | Mouthwash and Method of Using Same for the Treatment of Mucositis or Stomatitis |
| 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 |
| 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 |
| CA2670099A1 (en) * | 2006-11-17 | 2008-05-29 | Trustees Of Dartmouth College | Synthesis and biological activities of new tricyclic-bis-enones (tbes) |
| WO2008112887A1 (en) * | 2007-03-13 | 2008-09-18 | Musc Foundation For Research Development | Methods of treating juvenile type 1 diabetes mellitus |
| US20090048205A1 (en) * | 2007-08-15 | 2009-02-19 | Colin Meyer | Combination therapy with synthetic triterpenoids and gemcitabine |
| US8088824B2 (en) | 2007-08-15 | 2012-01-03 | Reata Pharmaceuticals Inc. | Forms of CDDO methyl ester |
| US7879369B2 (en) | 2007-09-18 | 2011-02-01 | Selvamedica, Llc | Combretum laurifolium Mart. extract and methods of extracting and using such extract |
| US9012439B2 (en) * | 2007-10-29 | 2015-04-21 | University Of Rochester | Use of electrophilic compounds for inducing platelet production or maintaining platelet function |
| TWI492745B (zh) | 2008-01-11 | 2015-07-21 | Reata Pharmaceuticals Inc | 合成的三萜系化合物及其使用於治療疾病之方法 |
| 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. |
| DK2276493T3 (da) | 2008-04-18 | 2019-01-02 | Reata Pharmaceuticals Inc | Antioxidative inflammationsmodulatorer: oleanolsyrederivater med amino- og andre modifikationer ved c-17 |
| EA022588B1 (ru) | 2008-04-18 | 2016-01-29 | Ритэ Фамэсутикл, Инк. | Антиоксидантные модуляторы воспаления: производные олеанолевой кислоты с насыщением в с-кольце |
| MX2010011435A (es) | 2008-04-18 | 2011-01-25 | Reata Pharmaceuticals Inc | Compuestos que incluyen un nucleo farmaceutico antiinflamatorio y sus metodos de uso. |
| TW201004627A (en) | 2008-04-18 | 2010-02-01 | Reata Pharmaceuticals Inc | Antioxidant inflammation modulators: novel derivatives of oleanolic acid |
| WO2009129548A1 (en) | 2008-04-18 | 2009-10-22 | Reata Pharmaceuticals, Inc. | Antioxidant inflammation modulators: c-17 homologated oleanolic acid derivatives |
| AU2009274037B2 (en) | 2008-07-22 | 2015-07-09 | Trustees Of Dartmouth College | Monocyclic cyanoenones and methods of use thereof |
| ES2731601T3 (es) | 2009-02-13 | 2019-11-18 | Reata Pharmaceuticals Inc | Composiciones de dosificación oral de liberación retardada que contienen CDDO-Me amorfo |
| DK2424598T3 (en) * | 2009-04-30 | 2014-03-17 | Sanofi Aventis Deutschland | The needle collector and process for the removal of the cannula. |
| ME03713B (me) | 2010-04-12 | 2021-01-20 | Reata Pharmaceuticals Inc | Bardoksolon meтil za lečenje gojaznosтi |
| KR101220782B1 (ko) | 2010-09-14 | 2013-01-09 | 제주대학교 산학협력단 | 신규 트리테르페노이드 및 이의 용도 |
| NZ612788A (en) | 2010-12-17 | 2015-10-30 | Reata Pharmaceuticals Inc | Pyrazolyl and pyrimidinyl tricyclic enones as antioxidant inflammation modulators |
| EP2683731B1 (en) | 2011-03-11 | 2019-04-24 | Reata Pharmaceuticals, Inc. | C4-monomethyl triterpenoid derivatives and methods of use thereof |
| GB201120860D0 (en) | 2011-12-05 | 2012-01-18 | Cambridge Entpr Ltd | Cancer immunotherapy |
| SI3444261T1 (sl) | 2012-04-27 | 2021-04-30 | Reata Pharmaceuticals, Inc. | 2,2-difluoropropionamidni derivat bardoksolon metila, njegovi farmacevtski sestavki in polimorfi za uporabo pri zdravljenju določenih stanj |
| 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 |
| EP2892910B1 (en) * | 2012-09-10 | 2016-09-07 | AbbVie Inc. | Glycyrrhetinic acid derivatives with anti-inflammatory activity |
| CA2882417C (en) * | 2012-09-10 | 2021-04-20 | Reata Pharmaceuticals, Inc. | C17-heteroaryl derivatives of oleanolic acid and methods of use thereof |
| US9278912B2 (en) | 2012-09-10 | 2016-03-08 | Reata Pharmaceuticals, Inc. | C13-hydroxy derivatives of oleanolic acid 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 |
| PL2892912T3 (pl) | 2012-09-10 | 2019-10-31 | Reata Pharmaceuticals Inc | C17-alkanodiylowe i alkenodiylowe pochodne kwasu oleanolowego i sposoby ich zastosowania |
| 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 |
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-
1999
- 1999-06-17 US US09/335,003 patent/US6326507B1/en not_active Expired - Lifetime
- 1999-06-18 PT PT99928731T patent/PT1089724E/pt unknown
- 1999-06-18 WO PCT/US1999/013635 patent/WO1999065478A1/en not_active Ceased
- 1999-06-18 JP JP2000554358A patent/JP4541548B2/ja not_active Expired - Lifetime
- 1999-06-18 EP EP09154222A patent/EP2062577A1/en not_active Withdrawn
- 1999-06-18 AT AT99928731T patent/ATE430563T1/de active
- 1999-06-18 DK DK99928731T patent/DK1089724T3/da active
- 1999-06-18 ES ES99928731T patent/ES2324966T3/es not_active Expired - Lifetime
- 1999-06-18 CA CA2335505A patent/CA2335505C/en not_active Expired - Lifetime
- 1999-06-18 EP EP99928731A patent/EP1089724B1/en not_active Expired - Lifetime
-
2001
- 2001-08-09 US US09/927,081 patent/US6552075B2/en not_active Expired - Lifetime
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2003
- 2003-03-24 US US10/395,372 patent/US7288568B2/en not_active Expired - Lifetime
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2005
- 2005-05-03 US US11/121,316 patent/US7863327B2/en not_active Expired - Fee Related
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2007
- 2007-10-29 US US11/927,418 patent/US8034955B2/en not_active Expired - Fee Related
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2009
- 2009-06-05 JP JP2009136739A patent/JP5210971B2/ja not_active Expired - Lifetime
- 2009-07-15 CY CY20091100756T patent/CY1109256T1/el unknown
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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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- 2013-10-21 US US14/059,185 patent/US9278913B2/en not_active Expired - Fee Related
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| US9278913B2 (en) | 2016-03-08 |
| EP1089724A4 (en) | 2004-06-09 |
| US7863327B2 (en) | 2011-01-04 |
| US7288568B2 (en) | 2007-10-30 |
| US6326507B1 (en) | 2001-12-04 |
| EP1089724B1 (en) | 2009-05-06 |
| US20020042535A1 (en) | 2002-04-11 |
| PT1089724E (pt) | 2009-07-20 |
| JP4541548B2 (ja) | 2010-09-08 |
| US20130237721A1 (en) | 2013-09-12 |
| US20080220057A1 (en) | 2008-09-11 |
| ATE430563T1 (de) | 2009-05-15 |
| EP2062577A1 (en) | 2009-05-27 |
| CY1109256T1 (el) | 2014-07-02 |
| WO1999065478A1 (en) | 1999-12-23 |
| CA2335505A1 (en) | 1999-12-23 |
| EP1089724A1 (en) | 2001-04-11 |
| US20030236303A1 (en) | 2003-12-25 |
| JP5210971B2 (ja) | 2013-06-12 |
| US20080234368A9 (en) | 2008-09-25 |
| JP2012144574A (ja) | 2012-08-02 |
| JP2009242409A (ja) | 2009-10-22 |
| US8586775B2 (en) | 2013-11-19 |
| US20050288363A1 (en) | 2005-12-29 |
| US6552075B2 (en) | 2003-04-22 |
| JP2002530272A (ja) | 2002-09-17 |
| US20140275618A1 (en) | 2014-09-18 |
| ES2324966T3 (es) | 2009-08-20 |
| DK1089724T3 (da) | 2009-07-27 |
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