WO2002008208A1 - Process for the preparation of optically active thiazolidinone derivatives - Google Patents

Process for the preparation of optically active thiazolidinone derivatives Download PDF

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Publication number
WO2002008208A1
WO2002008208A1 PCT/JP2001/004953 JP0104953W WO0208208A1 WO 2002008208 A1 WO2002008208 A1 WO 2002008208A1 JP 0104953 W JP0104953 W JP 0104953W WO 0208208 A1 WO0208208 A1 WO 0208208A1
Authority
WO
WIPO (PCT)
Prior art keywords
optically active
preparation
thiazolidinone derivatives
active thiazolidinone
carboxylic acid
Prior art date
Application number
PCT/JP2001/004953
Other languages
French (fr)
Japanese (ja)
Inventor
Tatsuya Kato
Tomokazu Ozaki
Kouichi Tsuzuki
Original Assignee
Chugai Seiyaku Kabushiki Kaisha
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 Chugai Seiyaku Kabushiki Kaisha filed Critical Chugai Seiyaku Kabushiki Kaisha
Priority to AU2001262746A priority Critical patent/AU2001262746A1/en
Publication of WO2002008208A1 publication Critical patent/WO2002008208A1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D277/14—Oxygen atoms
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis

Landscapes

  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A process for efficient synthesis of optically active thiazolidinone derivatives of the general formula (1) which comprises optically resolving a racemic carboxylic acid of the general formula (4) by using an (S)-(-)-N-benzyl-α-phenylalkylamine as the reagent for optical resolution to thereby obtain the corresponding (S)-carboxylic acid.
PCT/JP2001/004953 2000-07-26 2001-06-12 Process for the preparation of optically active thiazolidinone derivatives WO2002008208A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2001262746A AU2001262746A1 (en) 2000-07-26 2001-06-12 Process for the preparation of optically active thiazolidinone derivatives

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2000225684A JP2004002206A (en) 2000-07-26 2000-07-26 Method for producing optically active thiazolidinone derivative
JP2000-225684 2000-07-26

Publications (1)

Publication Number Publication Date
WO2002008208A1 true WO2002008208A1 (en) 2002-01-31

Family

ID=18719420

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2001/004953 WO2002008208A1 (en) 2000-07-26 2001-06-12 Process for the preparation of optically active thiazolidinone derivatives

Country Status (3)

Country Link
JP (1) JP2004002206A (en)
AU (1) AU2001262746A1 (en)
WO (1) WO2002008208A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3120368A1 (en) * 2021-03-02 2022-09-09 Compagnie Generale Des Etablissements Michelin Monomers containing a 4-thiazolidinone unit and their polyamide, polyester and polyurethane polycondensates.

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2661827A1 (en) * 2006-08-23 2008-02-28 Allergan, Inc. Therapeutic substituted thiazolidinones, oxazolidinones, and related compounds

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0705816A1 (en) * 1993-06-23 1996-04-10 Chugai Seiyaku Kabushiki Kaisha Benzene derivative useful for ischemic diseases
EP0845454A1 (en) * 1996-12-02 1998-06-03 Ajinomoto Co., Inc. Method for the production of optically active cyclopropane derivatives
JPH1180149A (en) * 1997-09-11 1999-03-26 Kuraray Co Ltd Optical resolution of (+,-)-chromancarboxylic acid
JP2000119228A (en) * 1998-10-09 2000-04-25 Sumitomo Chem Co Ltd Production of optically active benzylamine

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0705816A1 (en) * 1993-06-23 1996-04-10 Chugai Seiyaku Kabushiki Kaisha Benzene derivative useful for ischemic diseases
EP0845454A1 (en) * 1996-12-02 1998-06-03 Ajinomoto Co., Inc. Method for the production of optically active cyclopropane derivatives
JPH1180149A (en) * 1997-09-11 1999-03-26 Kuraray Co Ltd Optical resolution of (+,-)-chromancarboxylic acid
JP2000119228A (en) * 1998-10-09 2000-04-25 Sumitomo Chem Co Ltd Production of optically active benzylamine

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
KATO T. ET AL.: "Novel calcium antoganists with both calcium overload inhibition and antioxidant activity. 2. Structure-activity relationships of thiazolidinone derivatives", J. MED. CHEM., vol. 42, 1999, pages 3134 - 3146, XP002942300 *
KATO T. ET AL.: "Practical synthesis of novel cardioprotective drug, CP-060S", ORG. PROC. RES. AND DEV., vol. 5, no. 2, 2001, pages 122 - 126, XP002942401 *
MORRISON R.T. ET AL., TRANSLATION: K. NAKANISHI ET AL.: "Morrison boyd yuuki kagaku", 1995, TOKYO KAGAKU DOJIN, XP002942299 *
TIERZE L.F. ET AL., TRANSLATION: SEICHI KOUNO ET AL.: "Seimitsu yuuki kagaku 'Jikken manual'", 1995, NANKOUDOU, XP002942298 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3120368A1 (en) * 2021-03-02 2022-09-09 Compagnie Generale Des Etablissements Michelin Monomers containing a 4-thiazolidinone unit and their polyamide, polyester and polyurethane polycondensates.

Also Published As

Publication number Publication date
AU2001262746A1 (en) 2002-02-05
JP2004002206A (en) 2004-01-08

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