WO2008035086A3 - Synthesis of leukotriene compounds - Google Patents

Synthesis of leukotriene compounds Download PDF

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Publication number
WO2008035086A3
WO2008035086A3 PCT/GB2007/003581 GB2007003581W WO2008035086A3 WO 2008035086 A3 WO2008035086 A3 WO 2008035086A3 GB 2007003581 W GB2007003581 W GB 2007003581W WO 2008035086 A3 WO2008035086 A3 WO 2008035086A3
Authority
WO
WIPO (PCT)
Prior art keywords
leukotriene
synthesis
compounds
present
montelukast
Prior art date
Application number
PCT/GB2007/003581
Other languages
French (fr)
Other versions
WO2008035086A2 (en
Inventor
Jonathan Wiffen
Ian Wilson
Original Assignee
Almac Sciences Ltd
Jonathan Wiffen
Ian Wilson
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 Almac Sciences Ltd, Jonathan Wiffen, Ian Wilson filed Critical Almac Sciences Ltd
Publication of WO2008035086A2 publication Critical patent/WO2008035086A2/en
Publication of WO2008035086A3 publication Critical patent/WO2008035086A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/36—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by hydrogenation of carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/31—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The present invention relates to the synthesis of leukotriene receptor agonist compounds and to novel intermediates employed in their preparation. Leukotriene agonists are used in the treatment of asthma, as well as other conditions mediated by leukotrienes such as inflammation and allergies. A compound of particular interest is montelukast and the present invention describes an improved process for making montelukast and similar compounds.
PCT/GB2007/003581 2006-09-22 2007-09-21 Synthesis of leukotriene compounds WO2008035086A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB0618703.3A GB0618703D0 (en) 2006-09-22 2006-09-22 Synthesis of leikotriene compounds
GB0618703.3 2006-09-22

Publications (2)

Publication Number Publication Date
WO2008035086A2 WO2008035086A2 (en) 2008-03-27
WO2008035086A3 true WO2008035086A3 (en) 2008-06-26

Family

ID=37421455

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2007/003581 WO2008035086A2 (en) 2006-09-22 2007-09-21 Synthesis of leukotriene compounds

Country Status (2)

Country Link
GB (1) GB0618703D0 (en)
WO (1) WO2008035086A2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008510840A (en) 2005-07-05 2008-04-10 テバ ファーマシューティカル インダストリーズ リミティド Purification of Montelukast
CN104109123B (en) * 2013-04-16 2016-12-07 浙江奥翔药业股份有限公司 For midbody compound synthesizing montelukast and preparation method thereof
CN103288695B (en) * 2013-06-18 2016-01-13 成都迈斯克医药科技有限公司 The preparation method of 1-thiopurine methyltransferase cyclopropaneacetic acid
CN104592111B (en) * 2015-02-13 2015-11-11 江苏欧信医药化工有限公司 A kind of synthetic method of montelukast sodium intermediate

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0480717A1 (en) * 1990-10-12 1992-04-15 Merck Frosst Canada Inc. Unsaturated hydroxyalkylquinoline acids as leukotriene antagonists
WO1995018107A1 (en) * 1993-12-28 1995-07-06 Merck & Co., Inc. Process for the preparation of leukotriene antagonists
US5523477A (en) * 1995-01-23 1996-06-04 Merck & Co., Inc. Process for the preparation of 1-(thiomethyl)-cyclopropaneacetic acid

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0480717A1 (en) * 1990-10-12 1992-04-15 Merck Frosst Canada Inc. Unsaturated hydroxyalkylquinoline acids as leukotriene antagonists
WO1995018107A1 (en) * 1993-12-28 1995-07-06 Merck & Co., Inc. Process for the preparation of leukotriene antagonists
US5523477A (en) * 1995-01-23 1996-06-04 Merck & Co., Inc. Process for the preparation of 1-(thiomethyl)-cyclopropaneacetic acid

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
GRAUL L ET AL: "Montelukast sodium, MK-476, MK-0476, L-706631, Singulair", DRUGS OF THE FUTURE, BARCELONA, ES, vol. 22, no. 10, 1997, pages 1103, XP008082254, ISSN: 0377-8282 *
LABELLE M ET AL: "Discovery of MK-0476, a potent and orally active leukotriene D4 receptor antagonist devoid of peroxisomal enxyme induction", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, OXFORD, GB, vol. 5, no. 3, 2 February 1995 (1995-02-02), pages 283 - 288, XP004817884, ISSN: 0960-894X *

Also Published As

Publication number Publication date
WO2008035086A2 (en) 2008-03-27
GB0618703D0 (en) 2006-11-01

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