ES2124261T3 - 4-(1-hidroxi-, 1-aciloxi-, o 1-carbamoiloxi)-5-hidroxi-2(5h)-furanonas 2- y 5-alquil y fenil sustituidas como agentes antiinflamatorios. - Google Patents
4-(1-hidroxi-, 1-aciloxi-, o 1-carbamoiloxi)-5-hidroxi-2(5h)-furanonas 2- y 5-alquil y fenil sustituidas como agentes antiinflamatorios.Info
- Publication number
- ES2124261T3 ES2124261T3 ES92911576T ES92911576T ES2124261T3 ES 2124261 T3 ES2124261 T3 ES 2124261T3 ES 92911576 T ES92911576 T ES 92911576T ES 92911576 T ES92911576 T ES 92911576T ES 2124261 T3 ES2124261 T3 ES 2124261T3
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- phenyl
- hidroxi
- 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 - Lifetime
Links
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 title 1
- 229940121363 anti-inflammatory agent Drugs 0.000 title 1
- 239000002260 anti-inflammatory agent Substances 0.000 title 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 15
- 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)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pain & Pain Management (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Rheumatology (AREA)
- Public Health (AREA)
- Veterinary Medicine (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)
Abstract
SE DESCRIBEN NUEVOS COMPUESTOS DE FORMULA (I) DE FURANONA ANTIINFLAMATORIA, DONDE R1 ES INDEPENDIENTEMENTE H, FENILO, FENILO ALQUIL C1-C6 SUSTITUIDO, FENILO HALOGENO SUSTITUIDO, O ALQUILO DE 1 A 6 ATOMOS DE CARBONO Y N ES UN ENTERO CON VLORES DE 1 O 2, Y DONDE CUANDO N ES 1 EL GRUPO R1 SE UNE TANTO A LA POSICION 3 COMO A LA 5 DE LA 2-FURANONA, CUANDO N ES 2 R1 SE UNE A AMBAS POSICIONES 3 Y 5, CON LA PREVISION DE QUE CUANDO N ES 1 R1 NO ES H; Y1 ES H, ALQUILO, DE 1 A 20 ATOMOS DE CARBONO, ALQUIL C1-C20 FENILO, ALQUENILO C1-C20 CON UNO O MAS ENLACES OLEFINICOS, PO(OH)2, PO(OH)OR2, PO(OH)R2, PO(OR)2, DONDE R2 ES INDEPENDIENTEMENTE ALQUILO DE 1 A 20 ATOMOS DE CARBONO, FENILO, O FENILO HALOGENO SUSTITUIDO O FENILO ALQUIL C1-C6 SUSTITUIDO, POSTERIORMENTE Y1 ES CO-R3, CO-OR3, SO2R3, CONHR3, SO2NHR3, (CH2)-O-R3 O (CH2)P-O-R3, O (CH2)P-O-(CH2)M-O-R3, DONDE P Y M SON ENTEROS Y SON INDEPENDIENTEMENTE DE 1 A 10 Y R3 ES H, ALQUILO C1-C20, ALQUENILO C1-C20 CON UNO O MAS ENLACES OLEFINICOS, FENILO, FENILOHALOGENO SUSTITUIDO O FENILO ALQUIL C1-C6 SUSTITUIDO CON LA PREVISION DE QUE CUANDO Y1 ES CO-R3, CO-OR3, Y CONHR3, R3 NO ES HIDROGENO; Y2 ES H, ALQUILO DE 1 A 20 ATOMOS DE CARBONO, CO-R4, CO-OR4, CO-NH-R4, PO(OR4)2 O PO(OR4)R4, DONDE R4 ES INDEPENDIENTEMENTE H, ALQUILO DE 1 A 20 ATOMOS DE CARBONO, FENILO O FENILO HALOGENO SUSTITUIDO O FENILO ALQUIL C1-C6 SUSTITUIDO.
Applications Claiming Priority (1)
| 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 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2124261T3 true ES2124261T3 (es) | 1999-02-01 |
Family
ID=24783742
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES92911576T Expired - Lifetime ES2124261T3 (es) | 1991-04-30 | 1992-04-29 | 4-(1-hidroxi-, 1-aciloxi-, o 1-carbamoiloxi)-5-hidroxi-2(5h)-furanonas 2- y 5-alquil y fenil sustituidas como agentes antiinflamatorios. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5183906A (es) |
| EP (1) | EP0579769B1 (es) |
| JP (1) | JP3181054B2 (es) |
| AT (1) | ATE172459T1 (es) |
| AU (1) | AU1923892A (es) |
| CA (1) | CA2109064A1 (es) |
| DE (1) | DE69227366T2 (es) |
| ES (1) | ES2124261T3 (es) |
| NO (1) | NO933918L (es) |
| WO (1) | WO1992019610A1 (es) |
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 |
| NZ271833A (en) * | 1993-08-19 | 1997-08-22 | Warner Lambert Co | Substituted 2(5h)-furanone (or thiophenone or pyrrolone) derivatives |
| 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 |
| AU2002322720B2 (en) | 2001-07-25 | 2008-11-13 | Raptor Pharmaceutical Inc. | Compositions and methods for modulating blood-brain barrier transport |
| WO2006115509A2 (en) | 2004-06-24 | 2006-11-02 | Novartis Vaccines And Diagnostics Inc. | Small molecule immunopotentiators and assays for their detection |
| CN102379684B (zh) | 2005-04-28 | 2014-11-19 | 普罗透斯数字保健公司 | 药物信息系统 |
| KR20090071598A (ko) | 2006-09-18 | 2009-07-01 | 랩터 파마슈티컬 인코포레이티드 | 수용체 결합 단백질(rap)-접합체 투여에 의한 간 질환의 치료 |
| EP2398500B1 (en) | 2009-02-20 | 2019-03-13 | 2-BBB Medicines B.V. | Glutathione-based drug delivery system |
| ES2942923T3 (es) | 2009-05-06 | 2023-06-07 | Laboratory Skin Care Inc | Composiciones de administración dérmica que comprenden complejos de agente activo-partículas de fosfato de calcio y métodos de uso de las mismas |
| 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 |
| US4447445A (en) * | 1983-08-03 | 1984-05-08 | The Regents Of The University Of Calif. | Manoalide, an anti-inflammatory analgesic marine natural product |
| DE3472958D1 (en) * | 1983-08-03 | 1988-09-01 | Univ California | Synthetic analgesic and/or anti-inflammatory derivatives of manoalide |
| US4789749A (en) * | 1984-06-18 | 1988-12-06 | The Regents Of The University Of California | Manoalide analogs |
| ES8707946A1 (es) * | 1985-07-01 | 1987-09-01 | Lilly Co Eli | Un procedimiento para la preparacion de derivados de furanona. |
| US4874782A (en) * | 1985-07-01 | 1989-10-17 | Eli Lilly And Company | 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 |
| 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 |
| US5089485A (en) * | 1988-11-18 | 1992-02-18 | Allergan, Inc. | Anti-inflammatory furanones |
| US5059611A (en) * | 1988-11-18 | 1991-10-22 | Allergan, Inc. | Anti-inflammatory 5-hydroxy-2-furanones |
| CA1329390C (en) * | 1987-06-08 | 1994-05-10 | John N. Bonfiglio | Anti-inflammatory 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 (en) * | 1988-11-18 | 1991-02-27 | Allergan, Inc | Anti-inflammatory furanones |
| US5045564A (en) * | 1988-12-07 | 1991-09-03 | Allergan, Inc. | Anti-inflammatory 2-furanones |
| EP0372941A3 (en) * | 1988-12-07 | 1991-02-06 | Allergan, Inc | Anti-inflammatory 5-hydroxy-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 AT AT92911576T patent/ATE172459T1/de not_active IP Right Cessation
- 1992-04-29 CA CA002109064A patent/CA2109064A1/en not_active Abandoned
- 1992-04-29 DE DE69227366T patent/DE69227366T2/de not_active Expired - Fee Related
- 1992-04-29 AU AU19238/92A patent/AU1923892A/en not_active Abandoned
- 1992-04-29 WO PCT/US1992/003623 patent/WO1992019610A1/en not_active Ceased
- 1992-04-29 ES ES92911576T patent/ES2124261T3/es not_active Expired - Lifetime
- 1992-04-29 JP JP51148292A patent/JP3181054B2/ja not_active Expired - Fee Related
- 1992-04-29 EP EP92911576A patent/EP0579769B1/en not_active Expired - Lifetime
-
1993
- 1993-10-29 NO NO933918A patent/NO933918L/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO1992019610A1 (en) | 1992-11-12 |
| JPH06507171A (ja) | 1994-08-11 |
| EP0579769B1 (en) | 1998-10-21 |
| DE69227366T2 (de) | 1999-06-10 |
| AU1923892A (en) | 1992-12-21 |
| CA2109064A1 (en) | 1992-10-31 |
| DE69227366D1 (de) | 1998-11-26 |
| NO933918L (no) | 1993-12-28 |
| JP3181054B2 (ja) | 2001-07-03 |
| NO933918D0 (no) | 1993-10-29 |
| US5183906A (en) | 1993-02-02 |
| EP0579769A1 (en) | 1994-01-26 |
| ATE172459T1 (de) | 1998-11-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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