WO2013024492A3 - A process for the preparation of asenapine and novel salts thereof - Google Patents

A process for the preparation of asenapine and novel salts thereof Download PDF

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Publication number
WO2013024492A3
WO2013024492A3 PCT/IN2012/000463 IN2012000463W WO2013024492A3 WO 2013024492 A3 WO2013024492 A3 WO 2013024492A3 IN 2012000463 W IN2012000463 W IN 2012000463W WO 2013024492 A3 WO2013024492 A3 WO 2013024492A3
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WO
WIPO (PCT)
Prior art keywords
asenapine
acid addition
formula
addition salt
preparation
Prior art date
Application number
PCT/IN2012/000463
Other languages
French (fr)
Other versions
WO2013024492A2 (en
Inventor
Vijayavitthal Thippannachar Mathad
Pavankumar Vrajlal Solanki
Sekhar Babu UPPELLI
Shravan Ratan CHAVAN
Original Assignee
Megafine Pharma (P) 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 Megafine Pharma (P) Ltd. filed Critical Megafine Pharma (P) Ltd.
Publication of WO2013024492A2 publication Critical patent/WO2013024492A2/en
Publication of WO2013024492A3 publication Critical patent/WO2013024492A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Psychiatry (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

A process for preparation of asenapine of formula (1) or its acid addition salts; The said process comprises preparation of trans racemate of asenapine by reacting trans- 1 1-chloro-2,3,3a, 12b-tetrahydro-2-methyl-lH-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-l-one with mixture of aluminium chloride and lithium aluminium hydride in solvent followed by converting it into acid addition salt of asenapine followed by hydrolyzing the acid addition salt into trans racemate asenapine base and converting the asenapine base into acid addition salt. Asenapine sulphate of formula (Via) and asenapine maleate of formula (IVb) are also disclosed. The co-precipitate of acid addition salt of asenapine with a pharmaceutically acceptable excipient of formula (V); is also disclosed.
PCT/IN2012/000463 2011-07-01 2012-06-29 A process for the preparation of asenapine and novel salts thereof WO2013024492A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN1916MU2011 2011-07-01
IN1916/MUM/2011 2011-07-01

Publications (2)

Publication Number Publication Date
WO2013024492A2 WO2013024492A2 (en) 2013-02-21
WO2013024492A3 true WO2013024492A3 (en) 2013-05-23

Family

ID=47278928

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2012/000463 WO2013024492A2 (en) 2011-07-01 2012-06-29 A process for the preparation of asenapine and novel salts thereof

Country Status (1)

Country Link
WO (1) WO2013024492A2 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103772402A (en) * 2014-01-07 2014-05-07 万特制药(海南)有限公司 Novel refining method of asenapine maleate crude product
CN103864802B (en) * 2014-03-31 2016-08-17 四川科伦药业股份有限公司 The preparation method of maleic acid asenapine
PL3338768T3 (en) 2016-12-20 2020-05-18 Lts Lohmann Therapie-Systeme Ag Transdermal therapeutic system containing asenapine
CA3047354A1 (en) 2016-12-20 2018-06-28 Lts Lohmann Therapie-Systeme Ag Transdermal therapeutic system containing asenapine and polysiloxane or polyisobutylene
CA3067938A1 (en) 2017-06-26 2019-01-03 Lts Lohmann Therapie-Systeme Ag Transdermal therapeutic system containing asenapine and silicone acrylic hybrid polymer
CA3101420A1 (en) 2018-06-20 2019-12-26 Lts Lohmann Therapie-Systeme Ag Transdermal therapeutic system containing asenapine

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006106136A1 (en) * 2005-04-07 2006-10-12 N.V. Organon Intermediate compounds for the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1h-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole
US20080009619A1 (en) * 2006-07-05 2008-01-10 N.V. Organon Process for the preparation of asenapine and intermediate products used in said process

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7605526A (en) 1976-05-24 1977-11-28 Akzo Nv NEW TETRACYCLICAL DERIVATIVES.
CA2667668A1 (en) 2006-10-06 2008-04-10 N.V. Organon Amorphous asenapine and processes for preparing same

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006106136A1 (en) * 2005-04-07 2006-10-12 N.V. Organon Intermediate compounds for the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1h-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole
US20080009619A1 (en) * 2006-07-05 2008-01-10 N.V. Organon Process for the preparation of asenapine and intermediate products used in said process

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
KEVIN K-C LIU ET AL: "Synthetic approaches to the 2009 new drugs", BIOORGANIC & MEDICINAL CHEMISTRY, PERGAMON, GB, vol. 19, no. 3, 16 December 2010 (2010-12-16), pages 1136 - 1154, XP028133979, ISSN: 0968-0896, [retrieved on 20101224], DOI: 10.1016/J.BMC.2010.12.038 *

Also Published As

Publication number Publication date
WO2013024492A2 (en) 2013-02-21

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