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WO2008062472A3 - Procédé pour la préparation de mémantine - Google Patents

Procédé pour la préparation de mémantine Download PDF

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Publication number
WO2008062472A3
WO2008062472A3 PCT/IN2007/000500 IN2007000500W WO2008062472A3 WO 2008062472 A3 WO2008062472 A3 WO 2008062472A3 IN 2007000500 W IN2007000500 W IN 2007000500W WO 2008062472 A3 WO2008062472 A3 WO 2008062472A3
Authority
WO
WIPO (PCT)
Prior art keywords
formula
memantine
preparation
acetamido
iii
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/IN2007/000500
Other languages
English (en)
Other versions
WO2008062472A2 (fr
Inventor
Rushikesh Udaykumar Roy
Prem Chand
Rajiv Kumar
Dwivedi Shriprakash Dhar
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.)
Zydus Lifesciences Ltd
Original Assignee
Cadila Healthcare 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 Cadila Healthcare Ltd filed Critical Cadila Healthcare Ltd
Publication of WO2008062472A2 publication Critical patent/WO2008062472A2/fr
Publication of WO2008062472A3 publication Critical patent/WO2008062472A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/62Preparation of compounds containing amino groups bound to a carbon skeleton by cleaving carbon-to-nitrogen, sulfur-to-nitrogen, or phosphorus-to-nitrogen bonds, e.g. hydrolysis of amides, N-dealkylation of amines or quaternary ammonium compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/34Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
    • C07C211/38Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton containing condensed ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00Systems containing at least three condensed rings
    • C07C2603/56Ring systems containing bridged rings
    • C07C2603/58Ring systems containing bridged rings containing three rings
    • C07C2603/70Ring systems containing bridged rings containing three rings containing only six-membered rings
    • C07C2603/74Adamantanes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention porte sur un procédé pour la préparation de Mémantine de formule (I) ou de ses sels pharmaceutiquement acceptables. Le procédé comprend les opérations consistant à (a) faire réagir une 3,5-diméthyl adamantine halogénée de formule (III) avec de l'acétamide en présence d'acide sulfurique pour fournir de la 1-acétamido-3,5-diméthyl adamantine de formule (II), dans laquelle X est Cl ou Br ; (b) traiter la 1-acétamido-3,5-diméthyl adamantine de formule (II) par une base en présence de solvant pour obtenir de la Mémantine de formule (I) et (c) facultativement convertir la Mémantine de formule (I) en sels pharmaceutiquement acceptables.
PCT/IN2007/000500 2006-10-24 2007-10-22 Procédé pour la préparation de mémantine Ceased WO2008062472A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN1761/MUM/2006 2006-10-24
IN1761MU2006 2006-10-24

Publications (2)

Publication Number Publication Date
WO2008062472A2 WO2008062472A2 (fr) 2008-05-29
WO2008062472A3 true WO2008062472A3 (fr) 2008-07-10

Family

ID=39277330

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2007/000500 Ceased WO2008062472A2 (fr) 2006-10-24 2007-10-22 Procédé pour la préparation de mémantine

Country Status (1)

Country Link
WO (1) WO2008062472A2 (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010007351A1 (fr) * 2008-07-14 2010-01-21 Cipla Limited Procédé de préparation de la mémantine et de ses sels et intermédiaire destiné à être utilisé dans ce procédé
ES2568927T3 (es) 2008-08-08 2016-05-05 Merz Pharma Gmbh & Co. Kgaa Proceso para fabricar derivados de adamantano con alto rendimiento
EP2358654A1 (fr) * 2008-12-12 2011-08-24 Alembic Limited Procédé amélioré de synthèse du 1-bromo-3,5-diméthyladamantane
WO2011125062A1 (fr) * 2010-04-08 2011-10-13 Hetero Research Foundation Procédé de préparation d'hydrochlorure de mémantine
CN102093228B (zh) * 2011-01-18 2013-12-11 广东工业大学 一种1,3-金刚烷二胺的合成方法
CN102617277B (zh) * 2012-03-12 2013-07-31 浙江洪波化工有限公司 一种1-溴-3,5-二甲基金刚烷的合成方法
EP2949643A4 (fr) 2013-01-23 2016-09-07 Mitsubishi Gas Chemical Co Procédé de préparation de mémantine
CN104529791B (zh) * 2014-12-10 2016-05-25 哈药集团技术中心 一种盐酸美金刚的制备方法
CN105503718A (zh) * 2015-12-18 2016-04-20 重庆康乐制药有限公司 一种盐酸阿莫地喹的连续制备方法
JP2017114820A (ja) * 2015-12-25 2017-06-29 宇部興産株式会社 1−アミノ−3,5−ジメチルアダマンタン塩酸塩の製造方法
CN113387815A (zh) * 2021-07-23 2021-09-14 刘振洋 一种美金刚的绿色制备方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0392059A1 (fr) * 1989-04-14 1990-10-17 Merz & Co. GmbH & Co. Utilisation de dérivés de l'adamantane pour la prévention et le traitement de l'ischémie cérébrale
CZ9601813A3 (cs) * 1996-06-20 2001-03-14 Lachema, A.S. Způsob přípravy hydrochloridu 5-amino-1,3-dimethyltricyklo(3,3,1,1 3,7 )dekanu
WO2006122238A1 (fr) * 2005-05-11 2006-11-16 Dr. Reddy's Laboratories Ltd. Procede de preparation de memantine

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0392059A1 (fr) * 1989-04-14 1990-10-17 Merz & Co. GmbH & Co. Utilisation de dérivés de l'adamantane pour la prévention et le traitement de l'ischémie cérébrale
CZ9601813A3 (cs) * 1996-06-20 2001-03-14 Lachema, A.S. Způsob přípravy hydrochloridu 5-amino-1,3-dimethyltricyklo(3,3,1,1 3,7 )dekanu
WO2006122238A1 (fr) * 2005-05-11 2006-11-16 Dr. Reddy's Laboratories Ltd. Procede de preparation de memantine

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 200125, Derwent World Patents Index; AN 2001-235873, XP002479004 *
HENKEL J G ET AL: "Structure-Anti-Parkinson Activity Relationships in the Aminoadamantanes. Influence of Bridgehead Substitution", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 25, no. 1, 1 January 1982 (1982-01-01), pages 51 - 56, XP002381694, ISSN: 0022-2623 *

Also Published As

Publication number Publication date
WO2008062472A2 (fr) 2008-05-29

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