WO1994025431A1 - Derives de l'acide acetohydroxamique n (3-biphenylyl-1(s)-methyl-2-propenyl) inhibiteurs de la cyclooxygenase et de la 5-lipoxygenase - Google Patents

Derives de l'acide acetohydroxamique n (3-biphenylyl-1(s)-methyl-2-propenyl) inhibiteurs de la cyclooxygenase et de la 5-lipoxygenase Download PDF

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Publication number
WO1994025431A1
WO1994025431A1 PCT/GB1994/000886 GB9400886W WO9425431A1 WO 1994025431 A1 WO1994025431 A1 WO 1994025431A1 GB 9400886 W GB9400886 W GB 9400886W WO 9425431 A1 WO9425431 A1 WO 9425431A1
Authority
WO
WIPO (PCT)
Prior art keywords
compound
formula
biphenylyl
methyl
physiologically functional
Prior art date
Application number
PCT/GB1994/000886
Other languages
English (en)
Inventor
Simon Teanby Hodgson
Peter John Wates
Original Assignee
The Wellcome Foundation Limited
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from GB939308652A external-priority patent/GB9308652D0/en
Priority claimed from GB939318432A external-priority patent/GB9318432D0/en
Application filed by The Wellcome Foundation Limited filed Critical The Wellcome Foundation Limited
Priority to EP94913700A priority Critical patent/EP0696272A1/fr
Priority to AU65750/94A priority patent/AU6575094A/en
Priority to JP6524019A priority patent/JPH08509718A/ja
Publication of WO1994025431A1 publication Critical patent/WO1994025431A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/64—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups singly-bound to oxygen atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/53—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and hydroxy groups bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/56—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and doubly-bound oxygen atoms bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
    • C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
    • C07C259/06—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/28—Alcohols containing only six-membered aromatic rings as cyclic part with unsaturation outside the aromatic rings
    • 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
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/227—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
    • C07C49/233—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
    • C07C49/235—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings having unsaturation outside the aromatic rings

Abstract

L'invention porte sur de nouveaux dérivés de l'acide hydroxamique de formule (I), et sur leur utilisation thérapeutique, particulièrement pour la prophylaxie ou le traitement d'états cliniques pour lesquels est indiqué un inhibiteur de la voie métabolique de l'acide arachidonique à médiation cyclooxygénasique et lipoxygénasique. L'invention porte également sur des formulations pharmaceutiques et des procédés de préparation de composés relevant de l'invention. Dans la formule (I), X est un cyano, un fluoro, ou un chloro. Sont également décrits un sel, un solvate, ou un dérivé physiologiquement fonctionnel de ces composés.
PCT/GB1994/000886 1993-04-27 1994-04-26 Derives de l'acide acetohydroxamique n (3-biphenylyl-1(s)-methyl-2-propenyl) inhibiteurs de la cyclooxygenase et de la 5-lipoxygenase WO1994025431A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
EP94913700A EP0696272A1 (fr) 1993-04-27 1994-04-26 Derives de l'acide acetohydroxamique n (3-biphenylyl-1(s)-methyl-2-propenyl) inhibiteurs de la cyclooxygenase et de la 5-lipoxygenase
AU65750/94A AU6575094A (en) 1993-04-27 1994-04-26 Cyclooxygenase and 5-lipoxygenase inhibiting n(3-biphenylyl-1(s)-methyl-2-propenyl) acetohydroxamic acid derivatives
JP6524019A JPH08509718A (ja) 1993-04-27 1994-04-26 シクロオキシゲナーゼ及び５−リポキシゲナーゼを阻害するＮ（３−ビフェニリル−１（ｓ）−メチル−２−プロペニル）アセトヒドロキサム酸誘導体

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB939308652A GB9308652D0 (en) 1993-04-27 1993-04-27 Anti-inflammatory compounds
GB939318432A GB9318432D0 (en) 1993-09-06 1993-09-06 Anti-inflammatory compounds
GB9308652.8 1993-09-06
GB9318432.3 1993-09-06

Publications (1)

Publication Number Publication Date
WO1994025431A1 true WO1994025431A1 (fr) 1994-11-10

Family

ID=26302815

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1994/000886 WO1994025431A1 (fr) 1993-04-27 1994-04-26 Derives de l'acide acetohydroxamique n (3-biphenylyl-1(s)-methyl-2-propenyl) inhibiteurs de la cyclooxygenase et de la 5-lipoxygenase

Country Status (9)

Country Link
EP (1) EP0696272A1 (fr)
JP (1) JPH08509718A (fr)
AP (1) AP454A (fr)
AU (1) AU6575094A (fr)
CA (1) CA2161544A1 (fr)
HU (1) HUT71556A (fr)
IL (1) IL109430A0 (fr)
TW (1) TW269679B (fr)
WO (1) WO1994025431A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996023772A1 (fr) * 1995-02-02 1996-08-08 Nikken Chemicals Co., Ltd. Derives de n-hydroxyuree
US6136839A (en) * 1995-06-12 2000-10-24 G. D. Searle & Co. Treatment of inflammation and inflammation-related disorders with a combination of a cyclooxygenase-2 inhibitor and a 5-lipoxygenase inhibitor
EP1101492A1 (fr) * 1998-07-17 2001-05-23 Fuji Yakuhin Kogyo Kabushiki Kaisha Medicaments contre les maladies allergiques
WO2003068217A1 (fr) * 2002-02-15 2003-08-21 Endorecherche, Inc. Derives biphenyle et leur utilisation comme agents anti-androgeniques
US6833373B1 (en) 1998-12-23 2004-12-21 G.D. Searle & Co. Method of using an integrin antagonist and one or more antineoplastic agents as a combination therapy in the treatment of neoplasia
US6858598B1 (en) 1998-12-23 2005-02-22 G. D. Searle & Co. Method of using a matrix metalloproteinase inhibitor and one or more antineoplastic agents as a combination therapy in the treatment of neoplasia
US7320996B2 (en) 2001-08-15 2008-01-22 Sugen, Inc Indolinone protein kinase inhibitors and cyclooxygenase inhibitors for use in combination therapy for the treatment of cancer
CN112358416A (zh) * 2020-11-03 2021-02-12 北京科技大学 一种反式-3-氯-2-丙烯基羟胺的制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0196184A2 (fr) * 1985-03-16 1986-10-01 The Wellcome Foundation Limited Dérivés arylés
EP0351214A1 (fr) * 1988-07-14 1990-01-17 The Wellcome Foundation Limited Dérivés aryliques anti-inflammatoires

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0196184A2 (fr) * 1985-03-16 1986-10-01 The Wellcome Foundation Limited Dérivés arylés
EP0351214A1 (fr) * 1988-07-14 1990-01-17 The Wellcome Foundation Limited Dérivés aryliques anti-inflammatoires

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
J. A. SALMON: "Inhibition of 5-lipoxygenase: development of hydroxamic acids and hydroxyureas as potential therapeutic agents", ADVANCES IN PROSTAGLANDIN, THROMBOXANE, AND LEUKOTRIENE RESEARCH, vol. 21A, 1990, pages 109 - 111 *

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996023772A1 (fr) * 1995-02-02 1996-08-08 Nikken Chemicals Co., Ltd. Derives de n-hydroxyuree
US6136839A (en) * 1995-06-12 2000-10-24 G. D. Searle & Co. Treatment of inflammation and inflammation-related disorders with a combination of a cyclooxygenase-2 inhibitor and a 5-lipoxygenase inhibitor
EP1101492A1 (fr) * 1998-07-17 2001-05-23 Fuji Yakuhin Kogyo Kabushiki Kaisha Medicaments contre les maladies allergiques
EP1101492A4 (fr) * 1998-07-17 2002-09-25 Daiichi Fine Chem Co Ltd Medicaments contre les maladies allergiques
US6833373B1 (en) 1998-12-23 2004-12-21 G.D. Searle & Co. Method of using an integrin antagonist and one or more antineoplastic agents as a combination therapy in the treatment of neoplasia
US6858598B1 (en) 1998-12-23 2005-02-22 G. D. Searle & Co. Method of using a matrix metalloproteinase inhibitor and one or more antineoplastic agents as a combination therapy in the treatment of neoplasia
US7320996B2 (en) 2001-08-15 2008-01-22 Sugen, Inc Indolinone protein kinase inhibitors and cyclooxygenase inhibitors for use in combination therapy for the treatment of cancer
WO2003068217A1 (fr) * 2002-02-15 2003-08-21 Endorecherche, Inc. Derives biphenyle et leur utilisation comme agents anti-androgeniques
US6933321B2 (en) 2002-02-15 2005-08-23 Endorecherche, Inc. Antiandrogenic biphenyls
CN112358416A (zh) * 2020-11-03 2021-02-12 北京科技大学 一种反式-3-氯-2-丙烯基羟胺的制备方法

Also Published As

Publication number Publication date
CA2161544A1 (fr) 1994-11-10
AP9400637A0 (en) 1994-04-30
EP0696272A1 (fr) 1996-02-14
AU6575094A (en) 1994-11-21
JPH08509718A (ja) 1996-10-15
AP454A (en) 1996-01-19
HU9501810D0 (en) 1995-08-28
HUT71556A (en) 1995-12-28
IL109430A0 (en) 1994-07-31
TW269679B (fr) 1996-02-01

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