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WO2011045648A3 - Process for preparing (s)-(-)-10-acetoxy-10,11-dihydro-5h-dibenz[b,f]azepine-5-carboxamide and its esters thereof - Google Patents

Process for preparing (s)-(-)-10-acetoxy-10,11-dihydro-5h-dibenz[b,f]azepine-5-carboxamide and its esters thereof Download PDF

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Publication number
WO2011045648A3
WO2011045648A3 PCT/IB2010/002574 IB2010002574W WO2011045648A3 WO 2011045648 A3 WO2011045648 A3 WO 2011045648A3 IB 2010002574 W IB2010002574 W IB 2010002574W WO 2011045648 A3 WO2011045648 A3 WO 2011045648A3
Authority
WO
WIPO (PCT)
Prior art keywords
dibenz
azepine
acetoxy
carboxamide
dihydro
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/IB2010/002574
Other languages
French (fr)
Other versions
WO2011045648A2 (en
Inventor
Mofazzal Husain
Debashish Datta
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.)
Mylan Laboratories Ltd
Original Assignee
Matrix 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 Matrix Laboratories Ltd filed Critical Matrix Laboratories Ltd
Publication of WO2011045648A2 publication Critical patent/WO2011045648A2/en
Publication of WO2011045648A3 publication Critical patent/WO2011045648A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/18—Dibenzazepines; Hydrogenated dibenzazepines
    • C07D223/22—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines
    • C07D223/24—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom
    • C07D223/28—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom having a single bond between positions 10 and 11

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Disclosed herein an enzymatic process for preparing (S)-(-)-10-acetoxy-10,11- dihydro-5H-dibenz[b,f]azepine-5-carboxamide (eslicarbazepine) and its esters thereof. Further, the invention provides novel intermediates of eslicarbazepine and isomers thereof, enabling high purity and yield of eslicarbazepine.
PCT/IB2010/002574 2009-10-12 2010-10-11 Process for preparing (s)-(-)-10-acetoxy-10,11-dihydro-5h-dibenz[b,f]azepine-5-carboxamide and its esters thereof Ceased WO2011045648A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN2463/CHE/2009 2009-10-12
IN2463CH2009 2009-10-12

Publications (2)

Publication Number Publication Date
WO2011045648A2 WO2011045648A2 (en) 2011-04-21
WO2011045648A3 true WO2011045648A3 (en) 2011-06-09

Family

ID=43735772

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2010/002574 Ceased WO2011045648A2 (en) 2009-10-12 2010-10-11 Process for preparing (s)-(-)-10-acetoxy-10,11-dihydro-5h-dibenz[b,f]azepine-5-carboxamide and its esters thereof

Country Status (1)

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WO (1) WO2011045648A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012156987A2 (en) * 2011-05-19 2012-11-22 Glenmark Generics Limited A novel process for the preparation of eslicarbazepine
EP3064490A1 (en) 2015-03-06 2016-09-07 F.I.S.- Fabbrica Italiana Sintetici S.p.A. Improved process for the preparation of eslicarbazepine and eslicarbazepine acetate

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002092572A1 (en) * 2001-05-11 2002-11-21 Portela & Ca Sa Method for preparation of (s)-(+)- and (r)-(-)-10,11-dihydro-10-hydroxy-5h-dibenz/b,f/azepine-5-carboxamide
WO2004031155A1 (en) * 2002-10-07 2004-04-15 Novartis Ag ENANTIOSELECTIVE PROCESS FOR THE PREPARATION OF BOTH ENANTIOMERS OF 10,11-DIHYDRO-10-HYDROXY-5H-DIBENZ [b,f]AZEPINE-5-CARBOXAMIDE AND NEW CRYSTAL FORMS THEREOF
WO2004099153A1 (en) * 2003-05-12 2004-11-18 Portela & C.A., S.A. Method for racemisation of (s)-(+)- and (r)-(-)-10,11-dihydro-10-hydroxy-5h­dibenz/b,f/azepine-5-carboxamide and optically enriched mixtures thereof
WO2006005951A1 (en) * 2004-07-13 2006-01-19 Portela & C.A. S.A. Method for chiral inversion of (s)-(+)- and (r)-(-)-10,11-dihydro-10-hydroxy-5h-dibenz/b,f/azepine-5-carboxamide and optically enriched mixtures thereof
WO2006056339A1 (en) * 2004-11-26 2006-06-01 Farchemia S.R.L. A process for the preparation of (s)-(+)-10,11-dihydro-10-hydroxy-5h-dibenz (b,f) azepine-5-carboxyamide
WO2007117166A1 (en) * 2006-04-11 2007-10-18 Bial - Portela & C.A., S.A. Preparation of eslicarbazepine and related compounds by asymmetric hydrogenation

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PT101732B (en) 1995-06-30 1997-12-31 Portela & Ca Sa SUBSTITUTED AZEPINES PROCESS FOR THE PREPARATION OF THE PHARMACEUTICAL COMPOSITIONS CONTAINED THEREOF AND USES OF THE NEW COMPOUNDS IN THE PREPARATION OF PHARMACEUTICAL COMPOSITIONS EMPLOYED IN DISEASES OF THE NERVOUS SYSTEM

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002092572A1 (en) * 2001-05-11 2002-11-21 Portela & Ca Sa Method for preparation of (s)-(+)- and (r)-(-)-10,11-dihydro-10-hydroxy-5h-dibenz/b,f/azepine-5-carboxamide
WO2004031155A1 (en) * 2002-10-07 2004-04-15 Novartis Ag ENANTIOSELECTIVE PROCESS FOR THE PREPARATION OF BOTH ENANTIOMERS OF 10,11-DIHYDRO-10-HYDROXY-5H-DIBENZ [b,f]AZEPINE-5-CARBOXAMIDE AND NEW CRYSTAL FORMS THEREOF
WO2004099153A1 (en) * 2003-05-12 2004-11-18 Portela & C.A., S.A. Method for racemisation of (s)-(+)- and (r)-(-)-10,11-dihydro-10-hydroxy-5h­dibenz/b,f/azepine-5-carboxamide and optically enriched mixtures thereof
WO2006005951A1 (en) * 2004-07-13 2006-01-19 Portela & C.A. S.A. Method for chiral inversion of (s)-(+)- and (r)-(-)-10,11-dihydro-10-hydroxy-5h-dibenz/b,f/azepine-5-carboxamide and optically enriched mixtures thereof
WO2006056339A1 (en) * 2004-11-26 2006-06-01 Farchemia S.R.L. A process for the preparation of (s)-(+)-10,11-dihydro-10-hydroxy-5h-dibenz (b,f) azepine-5-carboxyamide
WO2007117166A1 (en) * 2006-04-11 2007-10-18 Bial - Portela & C.A., S.A. Preparation of eslicarbazepine and related compounds by asymmetric hydrogenation

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
BENES J ET AL: "Anticonvulsant and Sodium Channel-Blocking Properties of Novel 10,11-Dihydro-5H-dibenz[b,f]azepine-5-carboxamide Derivatives", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, US, vol. 42, 1 January 1999 (1999-01-01), pages 2582 - 2587, XP002206156, ISSN: 0022-2623, DOI: DOI:10.1021/JM980627G *

Also Published As

Publication number Publication date
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