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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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- 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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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- 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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- A61K31/275—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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- 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)
- Animal Behavior & Ethology (AREA)
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- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Biomedical Technology (AREA)
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- Rheumatology (AREA)
- Oncology (AREA)
- Hospice & Palliative Care (AREA)
- Psychology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Psychiatry (AREA)
- Immunology (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 | 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 |
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) | EP1089724B1 (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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| US20040072138A1 (en) * | 1997-11-25 | 2004-04-15 | Medical University Of South Carolina | Attenuation of ischemia/reperfusion injury |
| US20080275104A1 (en) * | 1997-11-25 | 2008-11-06 | Musc Foundation For Research Development | Methods of treating juvenile type 1 diabetes mellitus |
| WO1999026657A1 (en) * | 1997-11-25 | 1999-06-03 | Musc Foundation For Research Development | Inhibitors of nitric oxide synthase |
| US6326507B1 (en) | 1998-06-19 | 2001-12-04 | Trustees Of Dartmouth College | Therapeutic compounds and methods of use |
| WO2001054688A1 (en) * | 2000-01-28 | 2001-08-02 | Merck & Co., Inc. | Treatment or prevention of prostate cancer with a cox-2 selective inhibiting drug |
| WO2002047611A2 (en) * | 2000-11-28 | 2002-06-20 | 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 |
| AU2003235676A1 (en) * | 2002-01-15 | 2003-07-30 | Trustees Of Dartmouth College | Tricyclic-bis-enone derivatives and methods of use thereof |
| CA2484989A1 (en) * | 2002-05-02 | 2003-11-27 | The Washington University | Methods and compositions for treating t cell mediated inflammatory/autoimmune diseases and disorders in subjects having a glucocorticoid regulation deficiency |
| CA2485565A1 (en) * | 2002-05-13 | 2004-08-05 | Trustees Of Dartmouth College | Inhibitors and methods of use thereof |
| WO2005034958A1 (en) * | 2003-10-10 | 2005-04-21 | Sk Chemicals, Co., Ltd. | 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 |
| WO2005063275A1 (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 |
| 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 |
| 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 |
| EP2094651A1 (en) * | 2006-11-17 | 2009-09-02 | Trustees Of Dartmouth College | Synthesis and biological activities of new tricyclic-bis-enones (tbes) |
| 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 |
| 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 |
| ME03529B (me) | 2008-01-11 | 2020-04-20 | Reata Pharmaceuticals Inc | Sintetički triterpenoidi i metode njihove upotrebe u tretmanu bolesti |
| 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. |
| EP2279197B1 (en) | 2008-04-18 | 2014-11-05 | Reata Pharmaceuticals, Inc. | Antioxidant inflammation modulators: oleanolic acid derivatives with saturation in the c-ring |
| WO2009146216A2 (en) | 2008-04-18 | 2009-12-03 | Reata Pharmaceuticals. Inc. | Antioxidant inflammation modulators: novel derivatives of oleanolic acid |
| SI2271658T1 (sl) * | 2008-04-18 | 2017-03-31 | Reata Pharmaceuticals, Inc. | Antioksidantni modulatorji vnetja: C-17 homologirani derivati oleanolne kisline |
| CN102083442B (zh) | 2008-04-18 | 2014-08-13 | 里亚塔医药公司 | 抗氧化剂炎症调节剂：在c-17具有氨基和其它修饰的齐墩果酸衍生物 |
| CA2721665C (en) | 2008-04-18 | 2017-01-24 | Reata Pharmaceuticals, Inc. | Compounds including an anti-inflammatory pharmacore and methods of use |
| ES2449396T3 (es) | 2008-07-22 | 2014-03-19 | Trustees Of Dartmouth College | Cianoenonas monocíclicas y métodos de uso de las mismas |
| HUE035013T2 (en) | 2009-02-13 | 2018-05-02 | Reata Pharmaceuticals Inc | Delayed release, oral dosage compositions that contain amorphous cddo-me |
| JP5687690B2 (ja) * | 2009-04-30 | 2015-03-18 | サノフィ−アベンティス・ドイチュラント・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング | 針リムーバ及び針を除去する方法 |
| EP2558105B1 (en) | 2010-04-12 | 2019-11-20 | Reata Pharmaceuticals, Inc. | Bardoxolone methyl for the treatment of obesity |
| KR101220782B1 (ko) | 2010-09-14 | 2013-01-09 | 제주대학교 산학협력단 | 신규 트리테르페노이드 및 이의 용도 |
| CA2822071C (en) | 2010-12-17 | 2019-07-16 | Reata Pharmaceuticals, Inc. | Pyrazolyl and pyrimidinyl tricyclic enones as antioxidant inflammation modulators |
| HUE044081T2 (hu) | 2011-03-11 | 2019-09-30 | Reata Pharmaceuticals Inc | C4 Monometil-triterpenoid-származékok, és módszerek azok alkalmazására |
| GB201120860D0 (en) | 2011-12-05 | 2012-01-18 | Cambridge Entpr Ltd | Cancer immunotherapy |
| BR112014026640B1 (pt) | 2012-04-27 | 2021-05-18 | Reata Pharmaceuticals, Inc | compostos derivados de 2,2-difluoropropionamida de metil bardoxolona, formas polimórficas, composição farmacêutica, e uso dos mesmos |
| US8921419B2 (en) | 2012-05-08 | 2014-12-30 | Trustees Of Dartmouth College | Triterpenoids and compositions containing the same |
| 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 |
| US9556222B2 (en) | 2012-06-15 | 2017-01-31 | 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 |
| 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 |
| JP6272870B2 (ja) * | 2012-09-10 | 2018-01-31 | 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−ヘテロアリール誘導体ならびにその使用方法 |
| WO2014040073A1 (en) | 2012-09-10 | 2014-03-13 | 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 |
| RS59194B1 (sr) | 2012-09-10 | 2019-10-31 | Reata Pharmaceuticals Inc | C17-alkandiilni i alkendiilni derivati oleanolne kiseline i metode za njihovu upotrebu |
| 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 |
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1999
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- 1999-06-18 AT AT99928731T patent/ATE430563T1/de active
- 1999-06-18 DK DK99928731T patent/DK1089724T3/da active
- 1999-06-18 EP EP99928731A patent/EP1089724B1/en not_active Expired - Lifetime
- 1999-06-18 JP JP2000554358A patent/JP4541548B2/ja 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 CA CA2335505A patent/CA2335505C/en not_active Expired - Lifetime
- 1999-06-18 PT PT99928731T patent/PT1089724E/pt unknown
- 1999-06-18 ES ES99928731T patent/ES2324966T3/es not_active Expired - Lifetime
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- 2003-03-24 US US10/395,372 patent/US7288568B2/en not_active Expired - Lifetime
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- 2005-05-03 US US11/121,316 patent/US7863327B2/en not_active Expired - Fee Related
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- 2007-10-29 US US11/927,418 patent/US8034955B2/en not_active Expired - Fee Related
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- 2012-04-27 JP JP2012102499A patent/JP2012144574A/ja not_active Withdrawn
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| PT1089724E (pt) | 2009-07-20 |
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| ES2324966T3 (es) | 2009-08-20 |
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| US20130237721A1 (en) | 2013-09-12 |
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| US7288568B2 (en) | 2007-10-30 |
| JP2009242409A (ja) | 2009-10-22 |
| WO1999065478A1 (en) | 1999-12-23 |
| CY1109256T1 (el) | 2014-07-02 |
| US6326507B1 (en) | 2001-12-04 |
| JP5210971B2 (ja) | 2013-06-12 |
| EP1089724A4 (en) | 2004-06-09 |
| US20080220057A1 (en) | 2008-09-11 |
| US20080234368A9 (en) | 2008-09-25 |
| JP2012144574A (ja) | 2012-08-02 |
| US20020042535A1 (en) | 2002-04-11 |
| US20050288363A1 (en) | 2005-12-29 |
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| US20030236303A1 (en) | 2003-12-25 |
| US7863327B2 (en) | 2011-01-04 |
| CA2335505A1 (en) | 1999-12-23 |
| EP1089724A1 (en) | 2001-04-11 |
| DK1089724T3 (da) | 2009-07-27 |
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