DE60121986T2 - Triptpolidanaloge zur verendung in der behandlung von autoimmunbedingten und entzündlichen erkrankungen - Google Patents
Triptpolidanaloge zur verendung in der behandlung von autoimmunbedingten und entzündlichen erkrankungen Download PDFInfo
- Publication number
- DE60121986T2 DE60121986T2 DE60121986T DE60121986T DE60121986T2 DE 60121986 T2 DE60121986 T2 DE 60121986T2 DE 60121986 T DE60121986 T DE 60121986T DE 60121986 T DE60121986 T DE 60121986T DE 60121986 T2 DE60121986 T2 DE 60121986T2
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- Prior art keywords
- hydrochloride
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- 208000027866 inflammatory disease Diseases 0.000 title claims abstract description 15
- 230000001363 autoimmune Effects 0.000 title abstract description 13
- 208000023275 Autoimmune disease Diseases 0.000 title description 16
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- 238000003786 synthesis reaction Methods 0.000 claims description 23
- 239000008194 pharmaceutical composition Substances 0.000 claims description 21
- 150000003839 salts Chemical class 0.000 claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims description 17
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 9
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- 229960005041 troleandomycin Drugs 0.000 claims description 4
- QSGAFDSLNHRMIQ-SMBKYJPPSA-N (1R,2S)-2-amino-1-phenylpropan-1-ol sulfuric acid Chemical compound OS(O)(=O)=O.C[C@H](N)[C@H](O)C1=CC=CC=C1.C[C@H](N)[C@H](O)C1=CC=CC=C1 QSGAFDSLNHRMIQ-SMBKYJPPSA-N 0.000 claims description 3
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- XSFWDHONRBZVEJ-UHFFFAOYSA-N 7-[3-[[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]amino]propyl]-1,3-dimethylpurine-2,6-dione;hydron;chloride Chemical compound Cl.C1=2C(=O)N(C)C(=O)N(C)C=2N=CN1CCCNCC(O)C1=CC(O)=CC(O)=C1 XSFWDHONRBZVEJ-UHFFFAOYSA-N 0.000 claims description 3
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- KEWHKYJURDBRMN-ZEODDXGYSA-M ipratropium bromide hydrate Chemical compound O.[Br-].O([C@H]1C[C@H]2CC[C@@H](C1)[N@@+]2(C)C(C)C)C(=O)C(CO)C1=CC=CC=C1 KEWHKYJURDBRMN-ZEODDXGYSA-M 0.000 claims 1
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Classifications
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/001—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by modification in a side chain
- C07C37/002—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by modification in a side chain by transformation of a functional group, e.g. oxo, carboxyl
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/14—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by free hydroxyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Health & Medical Sciences (AREA)
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- Emergency Medicine (AREA)
- Cardiology (AREA)
- Otolaryngology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US23755700P | 2000-10-02 | 2000-10-02 | |
| US237557P | 2000-10-02 | ||
| PCT/US2001/030951 WO2002028862A2 (en) | 2000-10-02 | 2001-10-02 | Triptolide analogs for the treatment of autoimmune and inflammatory disorders |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60121986D1 DE60121986D1 (de) | 2006-09-14 |
| DE60121986T2 true DE60121986T2 (de) | 2007-07-26 |
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| Application Number | Title | Priority Date | Filing Date |
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| DE60121986T Expired - Lifetime DE60121986T2 (de) | 2000-10-02 | 2001-10-02 | Triptpolidanaloge zur verendung in der behandlung von autoimmunbedingten und entzündlichen erkrankungen |
| DE60142313T Expired - Lifetime DE60142313D1 (de) | 2000-10-02 | 2001-10-02 | Triptolid-analoga zur behandlung von autoimmunkranheiten und entzündungen |
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| Application Number | Title | Priority Date | Filing Date |
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| DE60142313T Expired - Lifetime DE60142313D1 (de) | 2000-10-02 | 2001-10-02 | Triptolid-analoga zur behandlung von autoimmunkranheiten und entzündungen |
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|---|---|
| US (3) | US6777441B2 (https=) |
| EP (2) | EP1330459B1 (https=) |
| JP (2) | JP4269144B2 (https=) |
| AT (2) | ATE469907T1 (https=) |
| AU (2) | AU9654201A (https=) |
| CA (1) | CA2424555A1 (https=) |
| DE (2) | DE60121986T2 (https=) |
| WO (1) | WO2002028862A2 (https=) |
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| WO2002028862A2 (en) | 2000-10-02 | 2002-04-11 | Emory University | Triptolide analogs for the treatment of autoimmune and inflammatory disorders |
| TWI329105B (en) | 2002-02-01 | 2010-08-21 | Rigel Pharmaceuticals Inc | 2,4-pyrimidinediamine compounds and their uses |
| EP2468277A1 (en) * | 2002-05-31 | 2012-06-27 | Pharmagenesis, Inc. | Triptolide derivatives for modulation of apoptosis and immunosuppression |
| WO2004023984A2 (en) * | 2002-09-13 | 2004-03-25 | Smith C Steven | Novel composition and method for treatment of upper respiratory conditions |
| TW200509958A (en) * | 2003-02-14 | 2005-03-16 | Combinatorx Inc | Methods and reagents for the treatment of diseases and disorders associated with increased levels of proinflammatory cytokines |
| WO2005012294A1 (en) * | 2003-07-30 | 2005-02-10 | Rigel Pharmaceuticals, Inc. | 2,4-pyrimidinediamine compounds for use in the treatment or prevention of autoimmune diseases |
| US20050192261A1 (en) * | 2003-09-15 | 2005-09-01 | Jost-Price Edward R. | Methods and reagents for the treatment of immunoinflammatory disorders |
| WO2005062913A2 (en) * | 2003-12-24 | 2005-07-14 | Pharmagenesis, Inc. | Triplide 5,6-derivatives as immunomodulators and anticancer agents |
| EP1722806A4 (en) * | 2004-02-09 | 2009-09-16 | Pharmagenesis Inc | METHOD OF ISOLATING TRIPTOLIDE COMPOUNDS FROM TRIPTERYGIUM WILFORDII |
| WO2005084365A2 (en) * | 2004-03-02 | 2005-09-15 | Pharmagenesis, Inc. | Triptolide lactone ring derivatives as immunomodulators and anticancer agents |
| WO2006115509A2 (en) | 2004-06-24 | 2006-11-02 | Novartis Vaccines And Diagnostics Inc. | Small molecule immunopotentiators and assays for their detection |
| WO2006012204A2 (en) * | 2004-06-25 | 2006-02-02 | Pharmagenesis, Inc. | Method for treatment of inflammatory disorders using triptolide compounds |
| WO2006044496A2 (en) * | 2004-10-13 | 2006-04-27 | Pharmagenesis, Inc. | Identification and screening of triptolide target molecules |
| WO2007053844A2 (en) * | 2005-10-31 | 2007-05-10 | Rigel Pharmaceuticals, Inc. | Compositions and methods for treating inflammatory disorders |
| EP2240460A4 (en) * | 2008-01-07 | 2012-02-22 | Univ Emory | BRANCHED DIEPXYDE COMPOUNDS FOR THE TREATMENT OF INFLAMMATORY DISORDERS |
| US8147882B2 (en) | 2009-09-30 | 2012-04-03 | Leonard Lomax | Herbal pain killer compositions |
| CN104478832B (zh) * | 2015-01-05 | 2016-04-20 | 项敬来 | 二萜化合物,含其的药物组合物及其制备方法和应用 |
| JP6743135B2 (ja) * | 2015-09-02 | 2020-08-19 | アッヴィ・インコーポレイテッド | 抗ウィルス性テトラヒドロフラン誘導体 |
Family Cites Families (35)
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| GB1179866A (en) * | 1967-09-08 | 1970-02-04 | Agfa Gevaert Nv | Photopolymerisation of Ethylenically Unsaturated Organic Compounds |
| US3917652A (en) * | 1968-04-29 | 1975-11-04 | Hoffmann La Roche | Juvabione and derivatives thereof |
| BE789948A (fr) * | 1971-10-13 | 1973-04-11 | Sandoz Sa | Nouveaux derives du pyrazole, leur preparation et leur application comme medicaments |
| US3816437A (en) * | 1972-12-22 | 1974-06-11 | Sandoz Ag | Thieno(2,3-g)indazoles |
| US3957816A (en) * | 1973-01-31 | 1976-05-18 | Sandoz, Inc. | Substituted naphtho pyrazoles |
| JPS5473766A (en) | 1977-11-21 | 1979-06-13 | Nippon Terpen Kagaku Kk | Manufacture of menthofuran |
| GB2104516B (en) | 1981-07-13 | 1985-12-04 | Univ Brunel | M-alkylphenol derivatives and their use in copper extraction |
| DE3219048A1 (de) | 1982-05-21 | 1983-11-24 | Basf Ag, 6700 Ludwigshafen | Thermoplastische formmassen |
| US4522811A (en) | 1982-07-08 | 1985-06-11 | Syntex (U.S.A.) Inc. | Serial injection of muramyldipeptides and liposomes enhances the anti-infective activity of muramyldipeptides |
| DE3440826A1 (de) | 1983-11-10 | 1985-05-23 | Basf Ag, 6700 Ludwigshafen | 1,1-ethanoretinsaeuren und ihre c(pfeil abwaerts)1(pfeil abwaerts)-c(pfeil abwaerts)4(pfeil abwaerts)-alkylester |
| JPS61197573A (ja) | 1985-02-26 | 1986-09-01 | Chugai Pharmaceut Co Ltd | 5,6−エポキシ化トランスビタミンd3 |
| JP2865211B2 (ja) | 1988-09-15 | 1999-03-08 | ファルマシア・アンド・アップジョン・カンパニー | 5’―インドリニル―5β―アミドメチルオキサゾリジン―2―オン類、3―(縮合環置換)フェニル―5β―アミドメチルオキサゾリジン―2―オン類および3―(窒素原子置換)フェニル―5β―アミドメチルオキサゾリジン―2―オン類 |
| DE3913310A1 (de) | 1989-04-20 | 1990-10-25 | Schering Ag | Spirocyclopropane in der vitamin d-reihe |
| JPH03197464A (ja) | 1989-12-16 | 1991-08-28 | Basf Ag | 置換アゾリルメチルシクロアルカノール及びこれを含有する殺菌剤 |
| US5430054A (en) * | 1989-12-22 | 1995-07-04 | Jiangsu Family Planning Institute | Preparation methods of diterpene lactone compounds and application of the same to antifertility |
| AU7570191A (en) * | 1990-03-14 | 1991-10-10 | Board Of Regents, The University Of Texas System | Tripterygium wilfordii hook f extracts and components thereof for immunosuppression |
| US5216175A (en) * | 1990-03-23 | 1993-06-01 | Sri International | Antimalarial analogs of artemisinin |
| US5581004A (en) * | 1991-09-23 | 1996-12-03 | Board Of Regents Of The University Of Nebraska | Preparation and use of (2-butene-1,4-diyl) magnesium complexes in organic synthesis |
| AU2466092A (en) | 1992-07-22 | 1994-02-14 | Michael F. Lucey | Highly filled polymeric compositions |
| WO1994026265A1 (en) * | 1993-05-06 | 1994-11-24 | Pharmagenesis, Inc. | 16-hydroxytriptolide composition and method for immunotherapy |
| FR2707992B1 (fr) | 1993-07-21 | 1995-10-13 | Flamel Tech Sa | Nouveaux produits organiques contenant des fonctions thiols réactives, l'un de leurs procédés de préparation et les biomatériaux les contenant. |
| GB9325415D0 (en) | 1993-12-13 | 1994-02-16 | Res Inst Medicine Chem | Chemical compounds |
| GB9405715D0 (en) | 1994-03-23 | 1994-05-11 | Res Inst Medicine Chem | Chemical compounds |
| FR2733498B1 (fr) * | 1995-04-27 | 1997-05-30 | Adir | Nouveaux composes cyclohexaniques, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| US5723632A (en) * | 1996-08-08 | 1998-03-03 | Mgi Pharma, Inc. | Total synthesis of antitumor acylfulvenes |
| IT1287174B1 (it) | 1996-11-15 | 1998-08-04 | Angelini Ricerche Spa | Diaril-ciclometilenpirazoli farmacologicamente attivi,procedimento per prepararli e composizioni farmaceutiche che li contengono |
| US5972998A (en) * | 1997-05-23 | 1999-10-26 | Hoechst Marion Roussel, Inc. | Triptolide derivatives useful in the treatment of autoimmune diseases |
| WO1999019298A1 (en) | 1997-10-14 | 1999-04-22 | The Scripps Research Institute | iso-CBI AND iso-CI ANALOGS OF CC-1065 AND THE DUOCARMYCINS |
| NZ504884A (en) | 1997-12-08 | 2002-10-25 | Scripps Research Inst | Synthesis of the dihydroindole C-ring of CC-1065/duocarmycin analogs and certain intermediates |
| DE19855859A1 (de) * | 1998-12-03 | 2000-06-08 | Degussa | Katalysatoren für die enantioselektive Epoxidierung von C=C-Doppelbindungen |
| FR2787451B1 (fr) * | 1998-12-18 | 2001-01-26 | Adir | Nouveaux composes imidazoliniques, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| AR023071A1 (es) | 1998-12-23 | 2002-09-04 | Syngenta Participations Ag | Compuestos de piridincetona, compuestos intermediarios, composicion herbicida e inhibidora del crecimiento de plantas, metodo para controlar la vegetacion indeseada, metodo para inhibir el crecimiento de las plantas, y uso de la composicion para controlar el crecimiento indeseado de plantas. |
| US6331642B1 (en) | 1999-07-12 | 2001-12-18 | Hoffmann-La Roche Inc. | Vitamin D3 analogs |
| WO2002028862A2 (en) * | 2000-10-02 | 2002-04-11 | Emory University | Triptolide analogs for the treatment of autoimmune and inflammatory disorders |
| US20040204394A1 (en) * | 2003-04-11 | 2004-10-14 | Aderis Pharmaceuticals, Inc. | Triptolide analogues |
-
2001
- 2001-10-02 WO PCT/US2001/030951 patent/WO2002028862A2/en not_active Ceased
- 2001-10-02 AU AU9654201A patent/AU9654201A/xx active Pending
- 2001-10-02 US US09/970,089 patent/US6777441B2/en not_active Expired - Lifetime
- 2001-10-02 AT AT05077239T patent/ATE469907T1/de not_active IP Right Cessation
- 2001-10-02 DE DE60121986T patent/DE60121986T2/de not_active Expired - Lifetime
- 2001-10-02 AU AU2001296542A patent/AU2001296542B2/en not_active Ceased
- 2001-10-02 DE DE60142313T patent/DE60142313D1/de not_active Expired - Lifetime
- 2001-10-02 JP JP2002532445A patent/JP4269144B2/ja not_active Expired - Fee Related
- 2001-10-02 EP EP01977423A patent/EP1330459B1/en not_active Expired - Lifetime
- 2001-10-02 EP EP05077239A patent/EP1659125B1/en not_active Expired - Lifetime
- 2001-10-02 AT AT01977423T patent/ATE334986T1/de not_active IP Right Cessation
- 2001-10-02 CA CA002424555A patent/CA2424555A1/en not_active Abandoned
-
2004
- 2004-08-17 US US10/919,824 patent/US7557139B2/en not_active Expired - Fee Related
-
2008
- 2008-12-25 JP JP2008331610A patent/JP2009102371A/ja active Pending
-
2009
- 2009-05-29 US US12/474,305 patent/US8193249B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU9654201A (en) | 2002-04-15 |
| WO2002028862A2 (en) | 2002-04-11 |
| US8193249B2 (en) | 2012-06-05 |
| WO2002028862A3 (en) | 2002-09-12 |
| ATE334986T1 (de) | 2006-08-15 |
| DE60121986D1 (de) | 2006-09-14 |
| JP2004525082A (ja) | 2004-08-19 |
| DE60142313D1 (de) | 2010-07-15 |
| US20060040907A1 (en) | 2006-02-23 |
| EP1659125A1 (en) | 2006-05-24 |
| AU2001296542B9 (en) | 2002-04-15 |
| CA2424555A1 (en) | 2002-04-11 |
| US7557139B2 (en) | 2009-07-07 |
| JP4269144B2 (ja) | 2009-05-27 |
| AU2001296542B2 (en) | 2007-10-25 |
| JP2009102371A (ja) | 2009-05-14 |
| US20030027806A1 (en) | 2003-02-06 |
| US20090234000A1 (en) | 2009-09-17 |
| EP1659125B1 (en) | 2010-06-02 |
| US6777441B2 (en) | 2004-08-17 |
| EP1330459B1 (en) | 2006-08-02 |
| ATE469907T1 (de) | 2010-06-15 |
| EP1330459A2 (en) | 2003-07-30 |
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