WO2007132476A3 - A process for the preparation of memantine hydrochloride - Google Patents

A process for the preparation of memantine hydrochloride Download PDF

Info

Publication number
WO2007132476A3
WO2007132476A3 PCT/IN2007/000185 IN2007000185W WO2007132476A3 WO 2007132476 A3 WO2007132476 A3 WO 2007132476A3 IN 2007000185 W IN2007000185 W IN 2007000185W WO 2007132476 A3 WO2007132476 A3 WO 2007132476A3
Authority
WO
WIPO (PCT)
Prior art keywords
formula
memantine hydrochloride
dimethyladamantane
base
preparation
Prior art date
Application number
PCT/IN2007/000185
Other languages
French (fr)
Other versions
WO2007132476A2 (en
Inventor
Om Dutt Tyagi
Gorantla Seeta Ramanjaneyulu
Bandari Mohan
Indukuri Venkata Sunil Kumar
Ketavarapu Narasimha Rao
Original Assignee
Matrix Laboratories Limited
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 Limited filed Critical Matrix Laboratories Limited
Publication of WO2007132476A2 publication Critical patent/WO2007132476A2/en
Publication of WO2007132476A3 publication Critical patent/WO2007132476A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/62—Preparation 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/56—Ring systems containing bridged rings
    • C07C2603/58—Ring systems containing bridged rings containing three rings
    • C07C2603/70—Ring systems containing bridged rings containing three rings containing only six-membered rings
    • C07C2603/74—Adamantanes

Abstract

3,5-Dimethyladamantane is reacted with bromine to form l-bromo-3,5,- dimethyladamantane of formula (I), it is reacted with acetonitrile in the presence of acid to form l-acetamido-3,5-dimethyladamantane of formula (II). Optionally formula (II) is treated with an organic acid to form the corresponding salt of formula (Ill), which is setting free of salt in the presence of base to get the pure formula (II). A formula (II) is subjected to hydrolysis followed by in-situ reaction with hydrochloric acid to form memantine hydrochloride. The memantine hydrochloride is treated with base to get the pure memantine base.
PCT/IN2007/000185 2006-05-15 2007-05-10 A process for the preparation of memantine hydrochloride WO2007132476A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN855CH2006 2006-05-15
IN855/CHE/2006 2006-05-15
IN1942/CHE/2006 2006-10-23
IN1942CH2006 2006-10-23

Publications (2)

Publication Number Publication Date
WO2007132476A2 WO2007132476A2 (en) 2007-11-22
WO2007132476A3 true WO2007132476A3 (en) 2009-10-22

Family

ID=38694308

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2007/000185 WO2007132476A2 (en) 2006-05-15 2007-05-10 A process for the preparation of memantine hydrochloride

Country Status (1)

Country Link
WO (1) WO2007132476A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102432473A (en) * 2011-11-23 2012-05-02 广州博济医药生物技术股份有限公司 Synthetic method of memantine hydrochloride

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006076560A1 (en) 2005-01-11 2006-07-20 Teva Pharmaceutical Fine Chemicals S.R.L. Polymorphs of memantine hydrochloride
WO2009057140A2 (en) * 2007-10-30 2009-05-07 Msn Laboratories Limited Improved process for memantine hydrochloride
CA2744468A1 (en) * 2008-12-12 2010-06-17 Alembic Limited An improved process for the preparation of 1-bromo-3,5-dimethyl adamantane
CN102617277B (en) * 2012-03-12 2013-07-31 浙江洪波化工有限公司 Synthesis method of 1-boro-3,5-dimethyladamantane
US11541018B2 (en) 2016-06-23 2023-01-03 Corium, Llc Adhesive matrix with hydrophilic and hydrophobic domains and a therapeutic agent
SG11201900712SA (en) * 2016-07-27 2019-02-27 Corium Int Inc Memantine transdermal delivery systems
CN106966909B (en) * 2016-09-06 2019-04-12 南京优科制药有限公司 A kind of purification process of memantine

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3391142A (en) * 1966-02-09 1968-07-02 Lilly Co Eli Adamantyl secondary amines
CZ282398B6 (en) * 1994-04-13 1997-07-16 Lachema A. S. PROCESS FOR PREPARING 1-Ri1-3-Ri2-TRICYCLO(3,3,1,1,e3,7)DECYL-5-AMINE
WO2005062724A2 (en) * 2003-12-31 2005-07-14 Sun Pharmaceutical Industries Limited Novel process for the preparation of aminoadamantane derivatives
WO2006017188A2 (en) * 2004-07-09 2006-02-16 Forest Laboratories, Inc. Memantine as adjunctive treatment to atypical antipsychotics in schizophrenia patients
WO2006076562A1 (en) * 2005-01-11 2006-07-20 Teva Pharmaceutical Fine Chemicals S.R.L. Process for the preparation of 1-amino-3,5-dimethyladamantane hydrochloride
EP1721888A1 (en) * 2005-05-10 2006-11-15 A.M.S.A. ANONIMA MATERIE SINTETICHE E AFFINI S.p.A. Process for synthesising aminoadamantanes

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3391142A (en) * 1966-02-09 1968-07-02 Lilly Co Eli Adamantyl secondary amines
CZ282398B6 (en) * 1994-04-13 1997-07-16 Lachema A. S. PROCESS FOR PREPARING 1-Ri1-3-Ri2-TRICYCLO(3,3,1,1,e3,7)DECYL-5-AMINE
WO2005062724A2 (en) * 2003-12-31 2005-07-14 Sun Pharmaceutical Industries Limited Novel process for the preparation of aminoadamantane derivatives
WO2006017188A2 (en) * 2004-07-09 2006-02-16 Forest Laboratories, Inc. Memantine as adjunctive treatment to atypical antipsychotics in schizophrenia patients
WO2006076562A1 (en) * 2005-01-11 2006-07-20 Teva Pharmaceutical Fine Chemicals S.R.L. Process for the preparation of 1-amino-3,5-dimethyladamantane hydrochloride
EP1721888A1 (en) * 2005-05-10 2006-11-15 A.M.S.A. ANONIMA MATERIE SINTETICHE E AFFINI S.p.A. Process for synthesising aminoadamantanes

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"Toluene safety data sheet", THE ROYAL SOCIETY OF CHEMISTRY, 1996, Retrieved from the Internet <URL:http:/lhomepages.see.leeds.ac.uk/xhmjbm/safety/msds/MSDStoluene.pdf> [retrieved on 20090220] *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102432473A (en) * 2011-11-23 2012-05-02 广州博济医药生物技术股份有限公司 Synthetic method of memantine hydrochloride

Also Published As

Publication number Publication date
WO2007132476A2 (en) 2007-11-22

Similar Documents

Publication Publication Date Title
WO2007132476A3 (en) A process for the preparation of memantine hydrochloride
WO2008132964A1 (en) Method for producing 3,3,3-trifluoropropyne
MX2007007302A (en) Process for the preparation of 1-amino-3,5-dimethyladamantane hydrochloride.
IL196894A0 (en) Process for preparing 3-dihalomethylpyrazole-4-carboxylic acid derivatives
UA100367C2 (en) METHOD OF PREPARATION OF MEMANTINE AND ITS HYDROCHLORIDE
CR9369A (en) ACETIC ACID PERIDIL COMPOUNDS
WO2009035130A3 (en) Process for producing 2,3,3,3-tetrafluoropropene
TW200720246A (en) Novel process for the preparation of acid chlorides
IL180354A0 (en) Process for the preparation of atomoxetine hydrochloride
WO2008062472A3 (en) Process for the preparation of memantine
TW200704752A (en) Synthesis process
MA29690B1 (en) PROCESS FOR THE PREPARATION OF 4BETA-AMINO-4&#39;-DEMETHYL-4-DESOXYPODOPHYLLOTOXIN
ES2422161T3 (en) Process for producing 1- (3,4-dichlorobenzyl) -5-octylbiguanide or a salt thereof
ZA201003751B (en) Process for the synthesis of propargylated aminoindan derivatives
EP1927586A4 (en) Process for producing 5-aminolevulinic acid hydrochloride
JP2010132661A5 (en)
IL198965A0 (en) Process for preparation of abacavir
ITMI20050833A1 (en) NEW PROCEDURE FOR THE SYNTHESIS OF AMINOADAMANTANI
WO2011048612A3 (en) Process for preparation of propargylated aminoindans or pharmaceutically acceptable salts thereof
WO2012098563A3 (en) One-pot preparation of cyclobenzaprine hydrochloride
WO2007083243A3 (en) An improved process for the preparation of risedronate sodium hemi-pentahydrate
MXPA05013604A (en) Process for preparing acylsulfamoylbenzamides.
NZ598129A (en) Process for the preparation of cathepsin s inhibitors
WO2009020211A1 (en) Novel method for producing α-methyl-β-ketoester
AR034824A1 (en) ACITRETINE PREPARATION PROCESS

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 07790083

Country of ref document: EP

Kind code of ref document: A2

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 07790083

Country of ref document: EP

Kind code of ref document: A2