WO2007105234A3 - A PROCESS FOR THE PREPARATION OF ISOMERS OF 11-[3-(DIMETHYLAMINO)PROPYLIDENE]-6, 11-DIHYDRODIBENZ [b, e] OXEPIN-2-ACETIC ACID HYDROCHLORIDE AND POLYMORPHS THEREOF - Google Patents

A PROCESS FOR THE PREPARATION OF ISOMERS OF 11-[3-(DIMETHYLAMINO)PROPYLIDENE]-6, 11-DIHYDRODIBENZ [b, e] OXEPIN-2-ACETIC ACID HYDROCHLORIDE AND POLYMORPHS THEREOF Download PDF

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Publication number
WO2007105234A3
WO2007105234A3 PCT/IN2007/000104 IN2007000104W WO2007105234A3 WO 2007105234 A3 WO2007105234 A3 WO 2007105234A3 IN 2007000104 W IN2007000104 W IN 2007000104W WO 2007105234 A3 WO2007105234 A3 WO 2007105234A3
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WO
WIPO (PCT)
Prior art keywords
dihydrodibenz
oxepin
acetic acid
dimethylamino
preparation
Prior art date
Application number
PCT/IN2007/000104
Other languages
French (fr)
Other versions
WO2007105234A2 (en
Inventor
Venkatasubramanian Radha Tarur
Nandu Baban Bhise
Dhananjay Govind Sathe
Avinash Venkataraman Naidu
Umesh Parashram Aher
Sachin Shivaji Patil
Sudhir Anangpal Varma
Kamlesh Digambar Sawant
Tushar Anil Naik
Rakesh Ramchandra Amre
Original Assignee
Usv Ltd
Venkatasubramanian Radha Tarur
Nandu Baban Bhise
Dhananjay Govind Sathe
Avinash Venkataraman Naidu
Umesh Parashram Aher
Sachin Shivaji Patil
Sudhir Anangpal Varma
Kamlesh Digambar Sawant
Tushar Anil Naik
Rakesh Ramchandra Amre
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 Usv Ltd, Venkatasubramanian Radha Tarur, Nandu Baban Bhise, Dhananjay Govind Sathe, Avinash Venkataraman Naidu, Umesh Parashram Aher, Sachin Shivaji Patil, Sudhir Anangpal Varma, Kamlesh Digambar Sawant, Tushar Anil Naik, Rakesh Ramchandra Amre filed Critical Usv Ltd
Publication of WO2007105234A2 publication Critical patent/WO2007105234A2/en
Publication of WO2007105234A3 publication Critical patent/WO2007105234A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
    • C07D313/02—Seven-membered rings
    • C07D313/06—Seven-membered rings condensed with carbocyclic rings or ring systems
    • C07D313/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
    • C07D313/12—[b,e]-condensed

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

The present invention relates to an improved process for the preparation of 1 1 -(Z)-[3- (Dimethylamino) propyl idene] -6, 1 l-dihydrodibenz[b,e]oxepin-2-acetic acid (Olopatadine hydrochloride) by reaction of l l-oxo-6, l l -dihydrodibenz[b,e] oxepin-2-acetic acid with Grignard reagent of l-halo-3-dimethylaminopropane and further dehydrated with or without isolation of the intermediate 1 l -(3-dimethylaminopropyl)-l l -hydroxy-6,l l- dihydrodibenz[b,e]oxepin-2-acetic acid. The present invention relates novel polymorphs of 1 1 -(Z)-[3-(Dimethylamino) propyl idene] -6, 1 l -dihydrodibenz[b,e]oxepin-2-acetic acid (Olopatadine hydrochloride). The present invention further relates to preparation of 1 1 - (E)-[3-(Dimethylamino) propylidene]-6, l l-dihydrodibenz[b,e]oxepin-2 -acetic acid hydrochloride.
PCT/IN2007/000104 2006-03-14 2007-03-05 A PROCESS FOR THE PREPARATION OF ISOMERS OF 11-[3-(DIMETHYLAMINO)PROPYLIDENE]-6, 11-DIHYDRODIBENZ [b, e] OXEPIN-2-ACETIC ACID HYDROCHLORIDE AND POLYMORPHS THEREOF WO2007105234A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN223MU2006 2006-03-14
IN223/MUM/2006 2006-03-14

Publications (2)

Publication Number Publication Date
WO2007105234A2 WO2007105234A2 (en) 2007-09-20
WO2007105234A3 true WO2007105234A3 (en) 2008-02-21

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PCT/IN2007/000104 WO2007105234A2 (en) 2006-03-14 2007-03-05 A PROCESS FOR THE PREPARATION OF ISOMERS OF 11-[3-(DIMETHYLAMINO)PROPYLIDENE]-6, 11-DIHYDRODIBENZ [b, e] OXEPIN-2-ACETIC ACID HYDROCHLORIDE AND POLYMORPHS THEREOF

Country Status (1)

Country Link
WO (1) WO2007105234A2 (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2228371A1 (en) * 2005-12-22 2010-09-15 Medichem, S.A. New process for preparing olopatadine free base and/or its hydrochloride salt
ES2344242B1 (en) * 2007-02-16 2011-06-06 Sumitomo Chemical Company, Limited METHOD FOR THE PRODUCTION OF A DIBENZOXEPINE COMPOUND.
JP5248078B2 (en) * 2007-10-05 2013-07-31 住友化学株式会社 Method for producing dibenzooxepin compound
ES2350329B1 (en) * 2007-10-12 2011-09-26 Sumitomo Chemical Company, Limited PURIFICATION METHOD OF A DIBENZOXEPINE COMPOUND.
JP5325517B2 (en) * 2007-10-12 2013-10-23 住友化学株式会社 Method for purifying dibenzooxepin compounds
JP2009102249A (en) * 2007-10-22 2009-05-14 Sumitomo Chemical Co Ltd Method for producing crystal of dibenzoxepin compound crystal
JP5503877B2 (en) 2009-01-30 2014-05-28 住友化学株式会社 Method for producing dibenzooxepin compound
WO2011033532A1 (en) 2009-09-17 2011-03-24 Indoco Remedies Limited Process for preparation of olopatadine hydrochloride
US9562030B2 (en) 2013-03-19 2017-02-07 Council Of Scientific And Industrial Research Process for the synthesis of olopatadine

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5116863A (en) * 1986-03-03 1992-05-26 Kyowa Hakko Kogyo Co., Ltd. Dibenz[b,e]oxepin derivative and pharmaceutical compositions thereof
WO2006010459A1 (en) * 2004-07-28 2006-02-02 Urquima S.A. Process for the preparation of 11-[(z)-3-(dimethylamino)propylidene]-6,11-dihydro-dibenz[b,e]oxepin-2-yl]-acetic acid

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5116863A (en) * 1986-03-03 1992-05-26 Kyowa Hakko Kogyo Co., Ltd. Dibenz[b,e]oxepin derivative and pharmaceutical compositions thereof
WO2006010459A1 (en) * 2004-07-28 2006-02-02 Urquima S.A. Process for the preparation of 11-[(z)-3-(dimethylamino)propylidene]-6,11-dihydro-dibenz[b,e]oxepin-2-yl]-acetic acid

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
OHSHIMA E ET AL: "SYNTHESIS AND ANTIALLERGIC ACTIVITY OF 11-(AMINOALKYLIDENE)-6,11-DIHY DRODIBENZŸB,EOXEPIN DERIVATIVES", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 35, no. 11, 1 May 1992 (1992-05-01), pages 2074 - 2084, XP000615220, ISSN: 0022-2623 *
XUE ET AL: "Study on the synthetic process of a novel anti-allergic agent olopatadine hydrochloride", ZHONGGUO YAOWU HUAXUE ZAZHI - CHINESE JOURNAL OF MEDICINAL CHEMISTRY, GAI-KAI BIANJIBU, SHENYANG, CN, vol. 14, no. 6, 2004, pages 363 - 364,367, XP008082682, ISSN: 1005-0108 *

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