CA2053216A1 - Saturated hydroxyalkylquinoline acids as leukotriene antagonists - Google Patents

Saturated hydroxyalkylquinoline acids as leukotriene antagonists

Info

Publication number
CA2053216A1
CA2053216A1 CA002053216A CA2053216A CA2053216A1 CA 2053216 A1 CA2053216 A1 CA 2053216A1 CA 002053216 A CA002053216 A CA 002053216A CA 2053216 A CA2053216 A CA 2053216A CA 2053216 A1 CA2053216 A1 CA 2053216A1
Authority
CA
Canada
Prior art keywords
leukotriene antagonists
saturated
hydroxyalkylquinoline
acids
compounds
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.)
Granted
Application number
CA002053216A
Other languages
French (fr)
Other versions
CA2053216C (en
Inventor
Michel L. Belley
Serge Leger
Patrick Roy
Yi Bin Xiang
Marc Labelle
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck Frosst Canada and Co
Original Assignee
Michel L. Belley
Serge Leger
Patrick Roy
Yi Bin Xiang
Marc Labelle
Merck Frosst Canada Inc.
Merck Frosst Canada Incorporated
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
Application filed by Michel L. Belley, Serge Leger, Patrick Roy, Yi Bin Xiang, Marc Labelle, Merck Frosst Canada Inc., Merck Frosst Canada Incorporated filed Critical Michel L. Belley
Publication of CA2053216A1 publication Critical patent/CA2053216A1/en
Application granted granted Critical
Publication of CA2053216C publication Critical patent/CA2053216C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/20—Oxygen atoms
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/18—Halogen atoms or nitro radicals
    • 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
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A61P27/14—Decongestants or antiallergics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/16—Otologicals
    • 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]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • 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
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms

Abstract

Compounds having the formula I:
CA002053216A 1990-10-12 1991-10-10 Saturated hydroxyalkylquinoline acids as leukotriene antagonists Expired - Fee Related CA2053216C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US59684490A 1990-10-12 1990-10-12
US596,844 1990-10-12

Publications (2)

Publication Number Publication Date
CA2053216A1 true CA2053216A1 (en) 1992-04-13
CA2053216C CA2053216C (en) 2003-04-08

Family

ID=24388953

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002053216A Expired - Fee Related CA2053216C (en) 1990-10-12 1991-10-10 Saturated hydroxyalkylquinoline acids as leukotriene antagonists

Country Status (16)

Country Link
US (1) US5428033A (en)
EP (1) EP0480716A1 (en)
JP (1) JP2538155B2 (en)
KR (1) KR920008004A (en)
CN (1) CN1061408A (en)
AU (1) AU639611B2 (en)
CA (1) CA2053216C (en)
CS (1) CS309391A3 (en)
FI (1) FI914797A (en)
HU (1) HUT61980A (en)
IE (1) IE913611A1 (en)
IL (1) IL99725A0 (en)
MX (1) MX9101557A (en)
NO (1) NO914002L (en)
PT (1) PT99212B (en)
ZA (1) ZA918120B (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5856322A (en) * 1990-10-12 1999-01-05 Merck Frosst Canada, Inc. Unsaturated hydroxyalkylquinoline acids as leukotriene antagonists
US5472964A (en) * 1992-12-22 1995-12-05 Merck Frosst Canada, Inc. Diaryl 5,6-fused heterocyclic acids as leukotriene antagonists
CA2111372C (en) * 1992-12-22 2007-01-16 Robert N. Young Diaryl 5,6-fusedheterocyclic acids as leukotriene antagonists
US5438141A (en) * 1993-05-21 1995-08-01 Merck Frosst Canada, Inc. Heteroaryl and haloaryl quinoline derivatives of cyclopropaneacetic acid as leukotriene antagonists
ES2080656B1 (en) * 1993-07-19 1996-10-16 Merck Frosst Canada Inc FLUORATED HYDROXYALKYLKINOLINE ACIDS AS LEUCOTRENE ANTAGONISTS.
TW416948B (en) * 1993-12-28 2001-01-01 Merck & Co Inc Process for the preparation of leukotriene antagonists
US5750539A (en) * 1995-06-07 1998-05-12 Merck Frosst Canada Heteroaryl diol acids as leukotriene antagonists
US6696466B1 (en) * 2000-09-07 2004-02-24 Leslie Joe Dunaway Methods of treating select neuronal inflammatory disorders using hydroxyalkylquinolines
WO2002058698A2 (en) * 2001-01-26 2002-08-01 Chugai Seiyaku Kabushiki Kaisha Malonyl-coa decarboxylase inhibitors useful as metabolic modulators
JP4503232B2 (en) 2001-01-26 2010-07-14 中外製薬株式会社 Treatment of disease using malonyl-CoA decarboxylase inhibitor
JP4267920B2 (en) * 2001-01-26 2009-05-27 中外製薬株式会社 Malonyl-CoA decarboxylase inhibitor useful as a metabolic regulator
DE60233650D1 (en) 2001-02-20 2009-10-22 Chugai Pharmaceutical Co Ltd METHOD FOR THE TREATMENT OF METABOLISM DISEASES WITH MALONYL COA DECARBOXYLASE INHIBITORS
US7709510B2 (en) * 2001-02-20 2010-05-04 Chugai Seiyaku Kabushiki Kaisha Azoles as malonyl-CoA decarboxylase inhibitors useful as metabolic modulators
JP4648317B2 (en) * 2003-08-01 2011-03-09 中外製薬株式会社 Piperidine compounds useful as malonyl-CoA decarboxylase inhibitors
CA2533881C (en) * 2003-08-01 2012-07-10 Chugai Seiyaku Kabushiki Kaisha Cyanoguanidine-based azole compounds useful as malonyl-coa decarboxylase inhibitors
DE602004030017D1 (en) * 2003-08-01 2010-12-23 Chugai Pharmaceutical Co Ltd HETEROCYCLIC COMPOUNDS AS USEFUL MALONYL-COA DECARBOXYLASE HEMMER
ES2295930T3 (en) * 2003-08-01 2008-04-16 Chugai Seiyaku Kabushiki Kaisha CIANOAMIDE COMPOUNDS USED AS MALONIL-COA DESCARBOXYLASE INHIBITORS.
WO2005040123A1 (en) * 2003-10-10 2005-05-06 Synhton B. V. Solid-state montelukast
MXPA06008584A (en) * 2004-01-30 2007-04-16 Teva Pharma Montelukast free acid polymorphs.
CA2554789A1 (en) * 2004-01-30 2005-08-18 Teva Pharmaceutical Industries, Ltd. Montelukast sodium polymorphs
MXPA06012220A (en) * 2004-04-21 2007-07-18 Teva Pharma Processes for preparing montelukast sodium.
KR100899585B1 (en) * 2005-07-05 2009-05-27 테바 파마슈티컬 인더스트리즈 리미티드 Purification of montelukast
AR057908A1 (en) * 2005-11-18 2007-12-26 Synthon Bv PROCESS TO PREPARE MONTELUKAST AND INTERMEDIARIES OF THE SAME
WO2009001374A2 (en) * 2007-06-25 2008-12-31 Aptuit Laurus Pvt Ltd Preparation of ethyl-3'-[((7-chloro-2-quinolinyl)ethenyl)phenyl]-3-oxopropanoate, a key intermediate for montelukast sodium
WO2009130056A1 (en) * 2008-04-25 2009-10-29 Synthon B.V. Process for making montelukast intermediates
CA2842881A1 (en) * 2011-07-26 2013-04-11 Rajendrasinh RATHOD Cysteinyl leukotriene antagonists
WO2020143744A1 (en) * 2019-01-10 2020-07-16 Jiangyin Mucocare Pharmaceutical Co., Ltd. New formulations containing leukotriene receptor antagonists

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GB1144905A (en) 1965-03-25 1969-03-12 Fisons Pharmaceuticals Ltd Substituted bis-(2-carboxy-chromonyl-oxy) derivatives and preparation and pharmaceutical compositions thereof
US3598123A (en) 1969-04-01 1971-08-10 Alza Corp Bandage for administering drugs
US3630200A (en) 1969-06-09 1971-12-28 Alza Corp Ocular insert
US4008719A (en) 1976-02-02 1977-02-22 Alza Corporation Osmotic system having laminar arrangement for programming delivery of active agent
US4325961A (en) 1977-06-01 1982-04-20 Merck & Co., Inc. Fluorinated amino acids
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ES537162A0 (en) 1983-10-31 1985-12-01 Merck Frosst Canada Inc A PHARMACEUTICAL COMPOSITION
DK282986A (en) * 1985-06-18 1987-02-24 Merck Frosst Canada Inc SUBSTITUTED QUINOLINE AND PHARMACEUTICAL PREPARATION CONTAINING SUCH A RELATIONSHIP
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US5104882A (en) * 1987-11-25 1992-04-14 Merck Frosst Canada, Inc. Diarylstrylquinoline diacids and pharmaceutical compositions thereof
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NZ233752A (en) * 1989-05-24 1993-05-26 Merck Frosst Canada Inc Substituted quinoline derivatives, preparation and pharmaceutical compositions thereof

Also Published As

Publication number Publication date
AU8579691A (en) 1992-04-16
ZA918120B (en) 1992-06-24
KR920008004A (en) 1992-05-27
CN1061408A (en) 1992-05-27
IE913611A1 (en) 1992-04-22
JP2538155B2 (en) 1996-09-25
HU913216D0 (en) 1992-01-28
CA2053216C (en) 2003-04-08
PT99212B (en) 1999-04-30
NO914002D0 (en) 1991-10-11
US5428033A (en) 1995-06-27
CS309391A3 (en) 1992-05-13
PT99212A (en) 1992-09-30
FI914797A (en) 1992-04-13
IL99725A0 (en) 1992-08-18
JPH06206868A (en) 1994-07-26
MX9101557A (en) 1994-05-31
FI914797A0 (en) 1991-10-11
NO914002L (en) 1992-04-13
HUT61980A (en) 1993-03-29
EP0480716A1 (en) 1992-04-15
AU639611B2 (en) 1993-07-29

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Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed