DE69227366T2 - Durch 2- und 5- Alkyl und Phenyl substituierte 4-(1-hydroxy, 1-acyloxy oder 1-carbamoyloxy)-5-hydroxy-2(5H)-Furanone als antiinflammatorische Mittel - Google Patents
Durch 2- und 5- Alkyl und Phenyl substituierte 4-(1-hydroxy, 1-acyloxy oder 1-carbamoyloxy)-5-hydroxy-2(5H)-Furanone als antiinflammatorische MittelInfo
- Publication number
- DE69227366T2 DE69227366T2 DE69227366T DE69227366T DE69227366T2 DE 69227366 T2 DE69227366 T2 DE 69227366T2 DE 69227366 T DE69227366 T DE 69227366T DE 69227366 T DE69227366 T DE 69227366T DE 69227366 T2 DE69227366 T2 DE 69227366T2
- Authority
- DE
- Germany
- Prior art keywords
- alkyl
- phenyl
- hydroxy
- substituted phenyl
- carbons
- 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.)
- Expired - Fee Related
Links
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title abstract 16
- 229940121363 anti-inflammatory agent Drugs 0.000 title 1
- 239000002260 anti-inflammatory agent Substances 0.000 title 1
- VIHAEDVKXSOUAT-UHFFFAOYSA-N but-2-en-4-olide Chemical group O=C1OCC=C1 VIHAEDVKXSOUAT-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 229910052736 halogen Inorganic materials 0.000 abstract 6
- 125000005843 halogen group Chemical group 0.000 abstract 6
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 5
- 125000001624 naphthyl group Chemical group 0.000 abstract 3
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- RHDGNLCLDBVESU-UHFFFAOYSA-N but-3-en-4-olide Chemical group O=C1CC=CO1 RHDGNLCLDBVESU-UHFFFAOYSA-N 0.000 abstract 1
- 150000002241 furanones Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/60—Two oxygen atoms, e.g. succinic anhydride
-
- 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]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
- C07F7/0814—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring said ring is substituted at a C ring atom by Si
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
- C07F9/65515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Rheumatology (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Pain & Pain Management (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Furan Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/693,204 US5183906A (en) | 1991-04-30 | 1991-04-30 | 2- and 5-alkyl and phenyl substituted 4-(1-hydroxy, 1-acyloxy or 1-carbamoyloxy)-5-hydroxy-2 (5h)-furanones as anti-inflammatory agents |
PCT/US1992/003623 WO1992019610A1 (en) | 1991-04-30 | 1992-04-29 | 2- and 5-alkyl and phenyl substituted 4-(1-hydroxy, 1-acyloxy or 1-carbamoyloxy)-5-hydroxy-2(5h)-furanones as anti-inflammatory agents |
Publications (2)
Publication Number | Publication Date |
---|---|
DE69227366D1 DE69227366D1 (de) | 1998-11-26 |
DE69227366T2 true DE69227366T2 (de) | 1999-06-10 |
Family
ID=24783742
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69227366T Expired - Fee Related DE69227366T2 (de) | 1991-04-30 | 1992-04-29 | Durch 2- und 5- Alkyl und Phenyl substituierte 4-(1-hydroxy, 1-acyloxy oder 1-carbamoyloxy)-5-hydroxy-2(5H)-Furanone als antiinflammatorische Mittel |
Country Status (10)
Country | Link |
---|---|
US (1) | US5183906A (de) |
EP (1) | EP0579769B1 (de) |
JP (1) | JP3181054B2 (de) |
AT (1) | ATE172459T1 (de) |
AU (1) | AU1923892A (de) |
CA (1) | CA2109064A1 (de) |
DE (1) | DE69227366T2 (de) |
ES (1) | ES2124261T3 (de) |
NO (1) | NO933918L (de) |
WO (1) | WO1992019610A1 (de) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5268387A (en) * | 1992-04-24 | 1993-12-07 | Allergan, Inc. | Pharmaceutical compositions and method for administering 3 and 4-substituted 2(5H)-furanones to a mammal for inhibiting bone loss |
AU6556894A (en) * | 1993-05-18 | 1994-12-12 | Upjohn Company, The | Bisphosphonate esters for treating gastric disorders |
AU693110B2 (en) * | 1993-08-19 | 1998-06-25 | Warner-Lambert Company | Substituted 2(5H)furanone, 2(5H)thiophenone and 2(5H)pyrrolone derivatives, their preparation and their use as endothelin antagonists |
US5464865A (en) * | 1993-12-22 | 1995-11-07 | Ortho Pharmaceutical Corporation | 4-aryl- and 4-arylthio-5-hydroxy-2(5H)-furanones as inhibitors of phospholipase A2 |
US5451686A (en) * | 1994-04-15 | 1995-09-19 | Allergan, Inc. | 3 and 5 alkyl and phenyl 4-(hydroxy or acyloxy)-alkyl substituted 2(5H)-furanones as anti-inflammatory agents |
US5639468A (en) * | 1995-06-07 | 1997-06-17 | University Of Southern California | Method for reducing or preventing post-surgical adhesion formation using manoalide and analogs thereof |
US5922759A (en) * | 1996-06-21 | 1999-07-13 | Warner-Lambert Company | Butenolide endothelin antagonists |
AU6603996A (en) * | 1995-08-24 | 1997-03-19 | Warner-Lambert Company | Furanone endothelin antagonists |
US5891892A (en) * | 1996-10-29 | 1999-04-06 | Warner-Lambert Company | Small molecule biaryl compounds as inhibitors of endothelin converting enzyme |
EP2147679B1 (de) | 2001-07-25 | 2014-06-25 | Raptor Pharmaceutical, Inc. | Zusammensetzungen für den Blut-Hirn-Schrankentransport |
EP1768662A2 (de) | 2004-06-24 | 2007-04-04 | Novartis Vaccines and Diagnostics, Inc. | Immunstimulatoren kleiner moleküle und assays für deren nachweis |
WO2006116718A2 (en) | 2005-04-28 | 2006-11-02 | Proteus Biomedical, Inc. | Pharma-informatics system |
US8795627B2 (en) | 2007-03-21 | 2014-08-05 | Raptor Pharmaceuticals Inc. | Treatment of liver disorders by administration of RAP conjugates |
JP5564517B2 (ja) | 2009-02-20 | 2014-07-30 | ティーオー − ビービービー ホールディング ベスローテン フェンノートシャップ | グルタチオンをベースとする薬物送達システム |
CN102458374A (zh) | 2009-05-06 | 2012-05-16 | 实验室护肤股份有限公司 | 包含活性剂-磷酸钙颗粒复合物的皮肤递送组合物及其使用方法 |
US20120077778A1 (en) | 2010-09-29 | 2012-03-29 | Andrea Bourdelais | Ladder-Frame Polyether Conjugates |
FR2978963A1 (fr) | 2011-08-11 | 2013-02-15 | Ascorbix | Nouveaux derives des furanones et composition pharmaceutique les contenant |
Family Cites Families (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2359208A (en) * | 1941-03-21 | 1944-09-26 | Lilly Co Eli | beta-substituted-delta alpha,beta-gamma-butyrolactones and beta-substituted-beta-hydroxy-gamma-butyrolactones and the methods of preparing them |
US2359096A (en) * | 1941-03-21 | 1944-09-26 | Lilly Co Eli | beta-substituted-delta alpha, beta-gamma-butyrolactones and beta-substituted - beta - hydroxy-gamma-butyrolactones and methods of preparing them |
EP0133376B1 (de) * | 1983-08-03 | 1988-07-27 | The Regents Of The University Of California | Synthetische analgetische und/oder antiinflammatorische Derivate des Manoalides |
US4447445A (en) * | 1983-08-03 | 1984-05-08 | The Regents Of The University Of Calif. | Manoalide, an anti-inflammatory analgesic marine natural product |
US4789749A (en) * | 1984-06-18 | 1988-12-06 | The Regents Of The University Of California | Manoalide analogs |
US4874782A (en) * | 1985-07-01 | 1989-10-17 | Eli Lilly And Company | Furanone derivatives |
ZA864674B (en) * | 1985-07-01 | 1988-02-24 | Lilly Co Eli | Furanone derivatives |
US4786651A (en) * | 1986-02-03 | 1988-11-22 | Allergan, Inc. | Treatment of cutaneous hyperproliferative dermatoses with manoalide |
DE3615157A1 (de) * | 1986-05-05 | 1987-11-12 | Schwabe Willmar Gmbh & Co | 5-arylalkyl-4-alkoxy-2(5h)-furanone, zwischenprodukte und verfahren zu ihrer herstellung sowie ihre anwendung als therapeutische wirkstoffe |
US5089485A (en) * | 1988-11-18 | 1992-02-18 | Allergan, Inc. | Anti-inflammatory furanones |
CA1329390C (en) * | 1987-06-08 | 1994-05-10 | John N. Bonfiglio | Anti-inflammatory furanones |
US5037811A (en) * | 1990-04-17 | 1991-08-06 | Allergan, Inc. | 4-(oxygen, sulfur or nitrogen substituted)-methyl 5-hydroxy-2(5H)-furanones as anti-inflammatory agents |
US5043457A (en) * | 1990-04-17 | 1991-08-27 | Allergan, Inc. | 2(5H)-furanones substituted in the 3 position, as Ca2+ channel antagonists and anti-inflammatory agents |
US5059611A (en) * | 1988-11-18 | 1991-10-22 | Allergan, Inc. | Anti-inflammatory 5-hydroxy-2-furanones |
US4916241A (en) * | 1988-06-06 | 1990-04-10 | American Home Products Corporation | Inhibition of bone loss by 4-substituted-5-hydroxy-2(5H)-furanones |
JPH0222271A (ja) * | 1988-07-11 | 1990-01-25 | Kuraray Co Ltd | 共役γ−オキシブテノライド化合物およびこれを有効成分とする抗潰瘍剤 |
US4935530A (en) * | 1988-10-18 | 1990-06-19 | Allergan, Inc. | Process for preparing 5-substituted-3-furaldehydes |
EP0369813A3 (de) * | 1988-11-18 | 1991-02-27 | Allergan, Inc | Entzündungshemmende Furanone |
JPH0356472A (ja) * | 1988-12-07 | 1991-03-12 | Allergan Inc | 抗炎症5―ヒドロキシ―2―フラノンおよびその用途 |
US5045564A (en) * | 1988-12-07 | 1991-09-03 | Allergan, Inc. | Anti-inflammatory 2-furanones |
US5013850A (en) * | 1990-03-30 | 1991-05-07 | Allergan, Inc. | 4-ethyl and 4-ethenyl-5-hydroxy-2(5H)-furanones substituted on alpha carbon of the ethyl or ethenyl side chain with a long chain alkyl group and on the beta carbon with a polar group, as anti-inflammatory agents |
-
1991
- 1991-04-30 US US07/693,204 patent/US5183906A/en not_active Expired - Lifetime
-
1992
- 1992-04-29 DE DE69227366T patent/DE69227366T2/de not_active Expired - Fee Related
- 1992-04-29 EP EP92911576A patent/EP0579769B1/de not_active Expired - Lifetime
- 1992-04-29 JP JP51148292A patent/JP3181054B2/ja not_active Expired - Fee Related
- 1992-04-29 CA CA002109064A patent/CA2109064A1/en not_active Abandoned
- 1992-04-29 ES ES92911576T patent/ES2124261T3/es not_active Expired - Lifetime
- 1992-04-29 AU AU19238/92A patent/AU1923892A/en not_active Abandoned
- 1992-04-29 WO PCT/US1992/003623 patent/WO1992019610A1/en active IP Right Grant
- 1992-04-29 AT AT92911576T patent/ATE172459T1/de not_active IP Right Cessation
-
1993
- 1993-10-29 NO NO933918A patent/NO933918L/no unknown
Also Published As
Publication number | Publication date |
---|---|
JPH06507171A (ja) | 1994-08-11 |
CA2109064A1 (en) | 1992-10-31 |
ATE172459T1 (de) | 1998-11-15 |
NO933918L (no) | 1993-12-28 |
EP0579769A1 (de) | 1994-01-26 |
EP0579769B1 (de) | 1998-10-21 |
ES2124261T3 (es) | 1999-02-01 |
WO1992019610A1 (en) | 1992-11-12 |
AU1923892A (en) | 1992-12-21 |
DE69227366D1 (de) | 1998-11-26 |
US5183906A (en) | 1993-02-02 |
NO933918D0 (no) | 1993-10-29 |
JP3181054B2 (ja) | 2001-07-03 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8364 | No opposition during term of opposition | ||
8339 | Ceased/non-payment of the annual fee |