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WO2008062480A3 - An improved process for the preparation of rimonabant - Google Patents

An improved process for the preparation of rimonabant Download PDF

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Publication number
WO2008062480A3
WO2008062480A3 PCT/IN2007/000546 IN2007000546W WO2008062480A3 WO 2008062480 A3 WO2008062480 A3 WO 2008062480A3 IN 2007000546 W IN2007000546 W IN 2007000546W WO 2008062480 A3 WO2008062480 A3 WO 2008062480A3
Authority
WO
WIPO (PCT)
Prior art keywords
rimonabant
relates
present
preparation
reaction conditions
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.)
Ceased
Application number
PCT/IN2007/000546
Other languages
French (fr)
Other versions
WO2008062480A2 (en
Inventor
Ashvin Kumar Aggarwal
Gurdeep Singh Sarin
Chidambaram Venkateswaran Srinivasan
Lalit Wadhwa
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.)
IND-SWIFT LABORATORIES Ltd
Ind Swift Laboratories Ltd
Original Assignee
IND-SWIFT LABORATORIES Ltd
Ind Swift Laboratories Ltd
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 IND-SWIFT LABORATORIES Ltd, Ind Swift Laboratories Ltd filed Critical IND-SWIFT LABORATORIES Ltd
Publication of WO2008062480A2 publication Critical patent/WO2008062480A2/en
Anticipated expiration legal-status Critical
Publication of WO2008062480A3 publication Critical patent/WO2008062480A3/en
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The present invention relates to an industrially advantageous, eco-friendly process for the re aration of rimonabant of formula-(I), staring from l-(4-chlorophenyl)-propan-l-one in high yields and high purity by using mild reaction conditions and avoiding use of toxic and expensive reagents, as well as stringent reaction conditions. The present invention relates to an isolated impurity of rimonabant, referred to as 'Bis impurity' and removal thereof.1 The present invention also relates to novel crystalline form-Ill of rimonabant and processes for its preparation and conversion to form-I of rimonabant.
PCT/IN2007/000546 2006-11-24 2007-11-23 An improved process for the preparation of rimonabant Ceased WO2008062480A2 (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
IN2531/DEL/2006 2006-11-24
IN2531DE2006 2006-11-24
IN2530/DEL/2006 2006-11-24
IN2530DE2006 2006-11-24
IN2434/DEL/2007 2007-11-21
IN2434DE2007 2007-11-21

Publications (2)

Publication Number Publication Date
WO2008062480A2 WO2008062480A2 (en) 2008-05-29
WO2008062480A3 true WO2008062480A3 (en) 2009-10-22

Family

ID=39430185

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2007/000546 Ceased WO2008062480A2 (en) 2006-11-24 2007-11-23 An improved process for the preparation of rimonabant

Country Status (1)

Country Link
WO (1) WO2008062480A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009153804A1 (en) * 2008-06-16 2009-12-23 Cadila Healthcare Limited Process for preparing form i of rimonabant
CN102206182B (en) * 2011-04-11 2013-03-13 中国药科大学 Method for synthesizing Rimonabant hydrochloride

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5624941A (en) * 1992-06-23 1997-04-29 Sanofi Pyrazole derivatives, method of preparing them and pharmaceutical compositions in which they are present
WO2007146890A2 (en) * 2006-06-09 2007-12-21 Auspex Pharmaceuticals, Inc. Preparation and utility of substituted pyrazole compounds with cannabinoid receptor activity
WO2008032330A2 (en) * 2006-09-11 2008-03-20 Hetero Drugs Limited Improved process for rimonabant
WO2008044153A2 (en) * 2006-08-29 2008-04-17 Medichem, S.A. Improved method for synthesizing rimonabant
WO2008060771A2 (en) * 2006-10-02 2008-05-22 National Health Research Institutes Pyrazole compounds

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5624941A (en) * 1992-06-23 1997-04-29 Sanofi Pyrazole derivatives, method of preparing them and pharmaceutical compositions in which they are present
WO2007146890A2 (en) * 2006-06-09 2007-12-21 Auspex Pharmaceuticals, Inc. Preparation and utility of substituted pyrazole compounds with cannabinoid receptor activity
WO2008044153A2 (en) * 2006-08-29 2008-04-17 Medichem, S.A. Improved method for synthesizing rimonabant
WO2008032330A2 (en) * 2006-09-11 2008-03-20 Hetero Drugs Limited Improved process for rimonabant
WO2008060771A2 (en) * 2006-10-02 2008-05-22 National Health Research Institutes Pyrazole compounds

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
M KRISHNAMURTHY ET AL.: "Synthesis, biological evaluation, and structural studies on N1 ani C5 substituted cycloalkyl analogues of the pyrazole class of CB1 and CB2 ligands", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 12, no. 2, 2004, pages 393 - 404, XP009159956, DOI: doi:10.1016/j.bmc.2003.10.045 *

Also Published As

Publication number Publication date
WO2008062480A2 (en) 2008-05-29

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