PE20080148A1 - NEW PROCESS FOR SYNTHESIS AND NEW CRYSTAL FORM OF AGOMELATIN AND PHARMACEUTICAL COMPOSITIONS CONTAINING IT - Google Patents

NEW PROCESS FOR SYNTHESIS AND NEW CRYSTAL FORM OF AGOMELATIN AND PHARMACEUTICAL COMPOSITIONS CONTAINING IT

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Publication number
PE20080148A1
PE20080148A1 PE2006000562A PE2006000562A PE20080148A1 PE 20080148 A1 PE20080148 A1 PE 20080148A1 PE 2006000562 A PE2006000562 A PE 2006000562A PE 2006000562 A PE2006000562 A PE 2006000562A PE 20080148 A1 PE20080148 A1 PE 20080148A1
Authority
PE
Peru
Prior art keywords
agomelatin
hydrogen
formula
compound
new
Prior art date
Application number
PE2006000562A
Other languages
Spanish (es)
Inventor
Jean-Claude Souvie
Blanco Isaac Gonzalez
Genevieve Chapuis
Gerard Damien
Stephane Horvath
Gilles Thominot
Original Assignee
Servier Lab
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 Servier Lab filed Critical Servier Lab
Priority to PE2006000562A priority Critical patent/PE20080148A1/en
Publication of PE20080148A1 publication Critical patent/PE20080148A1/en

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  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

SE REFEIRE A UN PROCESO PARA LA SINTESIS INDUSTRIAL DE AGOMELATINA O N-[2-(7-METOXI-1-NAFTIL)ETIL]ACETAMIDA DE FORMULA (I), QUE COMPRENDE EN HACER REACCIONAR 7-METOXI-1-TETRALONA CON ACIDO CIANOACETICO EN CONDICIONES EN QUE SE REMUEVE EL AGUA FORMADA, EN PRESENCIA DE UNA CANTIDAD CATALITICA DE UN COMPUESTO DE FORMULA (V), EN DONDE R Y R' SON INDEPENDIENTEMENTE ALQUILO(C3-C10), ARILO, ALQUIL(C1-C6)ARILO, ENTRE OTROS; PARA PRODUCIR (7-METOXI-3,4-DIHIDRO-1-NAFTALENIL)ACETONITRILO EL CUAL SE HACE REACCIONAR CON UN CATALIZADOR DE HIDROGENACION EN PRESENCIA DE UN COMPUESTO DE ALILO PAR LUEGO SOMETERLO A REDUCCION CON HIDROGENO Y POSTERIORMENTE CONVERTIRLO EN UNA SAL USANDO HCl, Y POSTERIORMENTE SE SOMETE A LA ACCION DE ACETATO DE SODIO Y LUEGO ANHIDRIDO ACETICO PARA PRODUCIR EL COMPUESTO DE FORMULA (I) QUE ES AISLADO EN FORMA SOLIDA. TAMBIEN SE REFIERE A UNA FORMA CRISTALINA II DE AGOMELATINA Y UNA COMPOSICION FARMACEUTICA QUE LO COMPRENDE SIENDO UTILES EN EL TRATAMIENTO DE TRASTORNOS DEL SUENO, ESTRES, ANSIEDAD O DEPRESIONIT REFERS TO A PROCESS FOR THE INDUSTRIAL SYNTHESIS OF AGOMELATIN OR N- [2- (7-METOXY-1-NAPHTHYL) ETHYL] ACETAMIDE OF FORMULA (I), WHICH INCLUDES IN REACTING 7-METHOXY-1-TETRALONE WITH CYANOACETIC ACID UNDER CONDITIONS IN WHICH WATER FORMED IS REMOVED, IN THE PRESENCE OF A CATALYTIC AMOUNT OF A COMPOUND OF FORMULA (V), WHERE RYR 'ARE INDEPENDENTLY ALKYL (C3-C10), ARYL, ALKYL (C1-C6) ARYL, AMONG OTHERS ; TO PRODUCE (7-METOXY-3,4-DIHYDRO-1-NAPHTHALENYL) ACETONITRILE, WHICH IS REACTED WITH A HYDROGENATION CATALYST IN THE PRESENCE OF AN ALLYL COMPOUND, THEN SUBMITTING IT TO REDUCTION WITH HYDROGEN WITH A SALT WITH HYDROGEN AND SUBSEQUENTLY USING HYDROGEN , AND THEN SUBJECT TO THE ACTION OF SODIUM ACETATE AND THEN ACETIC ANHYDRIDE TO PRODUCE THE COMPOUND OF FORMULA (I) WHICH IS ISOLATED IN SOLID FORM. IT ALSO REFERS TO A CRYSTALLINE II FORM OF AGOMELATIN AND A PHARMACEUTICAL COMPOSITION THAT INCLUDES IT BEING USEFUL IN THE TREATMENT OF DISORDERS OF SLEEP, STRESS, ANXIETY OR DEPRESSION

PE2006000562A 2006-05-30 2006-05-30 NEW PROCESS FOR SYNTHESIS AND NEW CRYSTAL FORM OF AGOMELATIN AND PHARMACEUTICAL COMPOSITIONS CONTAINING IT PE20080148A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PE2006000562A PE20080148A1 (en) 2006-05-30 2006-05-30 NEW PROCESS FOR SYNTHESIS AND NEW CRYSTAL FORM OF AGOMELATIN AND PHARMACEUTICAL COMPOSITIONS CONTAINING IT

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PE2006000562A PE20080148A1 (en) 2006-05-30 2006-05-30 NEW PROCESS FOR SYNTHESIS AND NEW CRYSTAL FORM OF AGOMELATIN AND PHARMACEUTICAL COMPOSITIONS CONTAINING IT

Publications (1)

Publication Number Publication Date
PE20080148A1 true PE20080148A1 (en) 2008-03-29

Family

ID=43217095

Family Applications (1)

Application Number Title Priority Date Filing Date
PE2006000562A PE20080148A1 (en) 2006-05-30 2006-05-30 NEW PROCESS FOR SYNTHESIS AND NEW CRYSTAL FORM OF AGOMELATIN AND PHARMACEUTICAL COMPOSITIONS CONTAINING IT

Country Status (1)

Country Link
PE (1) PE20080148A1 (en)

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