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ECSP12012328A - Intermedios de agomelatina y método - Google Patents

Intermedios de agomelatina y método

Info

Publication number
ECSP12012328A
ECSP12012328A ECSP12012328A ECSP12012328A EC SP12012328 A ECSP12012328 A EC SP12012328A EC SP12012328 A ECSP12012328 A EC SP12012328A EC SP12012328 A ECSP12012328 A EC SP12012328A
Authority
EC
Ecuador
Prior art keywords
agomelatine
intermediate compounds
preparation
intermediates
present
Prior art date
Application number
Other languages
English (en)
Inventor
Peng Zhang
Hanbin Shan
Yu Huang
Xiong Yu
Zhedong Yuan
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=45097542&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ECSP12012328(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Servier Lab filed Critical Servier Lab
Publication of ECSP12012328A publication Critical patent/ECSP12012328A/es

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/06Preparation of carboxylic acid amides from nitriles by transformation of cyano groups into carboxamide groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/16Amides, e.g. hydroxamic acids
    • A61K31/165Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/06Antimigraine agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/22Anxiolytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/12Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C07C233/17Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/18Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C07C233/17Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/22Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to an acyclic carbon atom of a carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00Systems containing two condensed rings
    • C07C2602/02Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Neurosurgery (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Engineering & Computer Science (AREA)
  • Pain & Pain Management (AREA)
  • Anesthesiology (AREA)
  • Psychiatry (AREA)
  • Epidemiology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Inorganic Compounds Of Heavy Metals (AREA)
  • Battery Electrode And Active Subsutance (AREA)

Abstract

La presente invención se refiere a los compuestos intermedios para la preparación de agomelatina, así como a los métodos de preparación de éstos. El intermedio de la presente invención para la preparación de agomelatina es el compuesto A como se muestra en la fórmula siguiente. También se proporcionan dos compuestos intermedios nuevos. Cuando se usan estos compuestos intermedios nuevos para preparar agomelatina, es sencillo de manipular, bien controlado y con alta pureza, sin operaciones complicadas tales como rectificación y separación por cromatografía en columna, y adecuado para la producción industrial. Por otro lado, los métodos de preparación de los dos intermedios nuevos en sí mismos son sencillos y con alto rendimiento, usando sólo la usada muy comúnmente 7-metoxi-tetralona como material de partida original y que experimenta una etapa de reacción para obtener los intermedios, seguido de una etapa más para convertir los compuestos intermedios en el producto deseado agomelatina. Dichos procesos de reacción están muy simplificados, mejorándose el rendimiento de la reacción y superando la dificultad de purificación del método previo, comparado con la técnica anterior para la preparación de agomelatina. Típicamente, el rendimiento de la presente invención es mayor del 70%.
ECSP12012328 2010-06-08 2012-12-07 Intermedios de agomelatina y método ECSP12012328A (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN2010101973700A CN102276492B (zh) 2010-06-08 2010-06-08 阿戈美拉汀中间体及其制备方法

Publications (1)

Publication Number Publication Date
ECSP12012328A true ECSP12012328A (es) 2012-12-28

Family

ID=45097542

Family Applications (1)

Application Number Title Priority Date Filing Date
ECSP12012328 ECSP12012328A (es) 2010-06-08 2012-12-07 Intermedios de agomelatina y método

Country Status (41)

Country Link
US (1) US8779199B2 (es)
EP (1) EP2580189B1 (es)
JP (1) JP5519863B2 (es)
KR (1) KR101470874B1 (es)
CN (1) CN102276492B (es)
AP (1) AP3205A (es)
AU (1) AU2011264206B2 (es)
BR (1) BR112012031086B1 (es)
CA (1) CA2801822C (es)
CL (1) CL2012003371A1 (es)
CR (1) CR20120592A (es)
CU (1) CU24148B1 (es)
CY (1) CY1119857T1 (es)
DK (1) DK2580189T3 (es)
EA (1) EA020271B1 (es)
EC (1) ECSP12012328A (es)
ES (1) ES2656968T3 (es)
GE (1) GEP20156234B (es)
GT (1) GT201200328A (es)
HR (1) HRP20171751T1 (es)
HU (1) HUE035850T2 (es)
IL (1) IL223180A (es)
LT (1) LT2580189T (es)
MA (1) MA34292B1 (es)
ME (1) ME02992B (es)
MX (1) MX2012013870A (es)
MY (1) MY160954A (es)
NI (1) NI201200177A (es)
NO (1) NO2580189T3 (es)
NZ (1) NZ604081A (es)
PE (1) PE20130252A1 (es)
PH (1) PH12012502275A1 (es)
PL (1) PL2580189T3 (es)
PT (1) PT2580189T (es)
RS (1) RS56659B1 (es)
SG (1) SG185667A1 (es)
SI (1) SI2580189T1 (es)
TN (1) TN2012000542A1 (es)
UA (1) UA104684C2 (es)
WO (1) WO2011153939A1 (es)
ZA (1) ZA201208764B (es)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012046253A2 (en) * 2010-10-08 2012-04-12 Msn Laboratories Limited Process for the preparation of n-[2- (7-methoxy-l-naphthyl) ethyl] acetamide and its novel crystalline forms
CN102452951B (zh) * 2010-10-25 2014-02-19 天津泰普药品科技发展有限公司 阿戈美拉汀及其药物组合物
ITMI20121444A1 (it) 2012-08-27 2014-02-28 Procos Spa Processo per la produzione di agomelatine
WO2014056421A1 (zh) * 2012-10-09 2014-04-17 江西同和药业有限责任公司 1-氰基-1-(7-甲氧基-1-萘基)甲醇酯类化合物及其制备方法和应用
CN112574066B (zh) * 2019-09-27 2024-10-25 江苏豪森药业集团有限公司 一种阿戈美拉汀中间体的制备方法
JP2023506144A (ja) * 2019-12-23 2023-02-15 ディーエスエム アイピー アセッツ ビー.ブイ. 脱水素化方法

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2658818B1 (fr) * 1990-02-27 1993-12-31 Adir Cie Nouveaux derives a structure naphtalenique, leur procede de preparation et les compositions pharmaceutiques qui les contiennent.
DE10229842A1 (de) 2002-07-03 2004-02-05 Helmut Prof. Dr. Schmidhammer Morphinanderivate und deren quartäre Ammoniumsalze substituiert in Position 14, Herstellungsverfahren und Verwendung
FR2866334B1 (fr) 2004-02-13 2006-05-26 Servier Lab Nouveau procede de synthese du (7-methoxy-1-naphtyl) acetonitrile et application a la synthese de l'agomelatine
FR2866336B1 (fr) * 2004-02-13 2006-03-24 Servier Lab Nouveau procede de synthese du (7-methoxy-3,4-dihydro-1-naphtalenyl) acetonitrile et application a la synthese de l'agomelatine
FR2866335B1 (fr) * 2004-02-13 2006-05-26 Servier Lab Nouveau procede de synthese de l'agomelatine
KR101066306B1 (ko) * 2006-06-20 2011-09-20 에프. 호프만-라 로슈 아게 테트랄린 및 인데인 유도체 및 이들의 용도
CN101486665B (zh) * 2009-03-03 2013-04-17 上海医药工业研究院 阿戈美拉汀中间体2-(7-甲氧基-1-萘基)乙酰胺的制备方法
EP2705023A4 (en) * 2011-01-04 2014-11-19 Symed Labs Ltd PROCESSES FOR THE PREPARATION OF N- [2- (7-METHOXY-1-NAPHTHYLLELYHYL) ACETAMIDE

Also Published As

Publication number Publication date
GEP20156234B (en) 2015-01-26
ME02992B (me) 2018-10-20
GT201200328A (es) 2014-06-09
SI2580189T1 (en) 2018-01-31
ZA201208764B (en) 2014-01-29
SG185667A1 (en) 2012-12-28
HRP20171751T1 (hr) 2017-12-29
CU24148B1 (es) 2016-02-29
CA2801822A1 (en) 2011-12-15
JP5519863B2 (ja) 2014-06-11
CN102276492A (zh) 2011-12-14
NO2580189T3 (es) 2018-03-24
LT2580189T (lt) 2017-12-11
CY1119857T1 (el) 2018-06-27
MY160954A (en) 2017-03-31
RS56659B1 (sr) 2018-03-30
AP3205A (en) 2015-03-31
IL223180A (en) 2014-06-30
PH12012502275A1 (en) 2022-10-05
KR101470874B1 (ko) 2014-12-09
AP2013006659A0 (en) 2013-01-31
PT2580189T (pt) 2017-12-06
US20130267738A1 (en) 2013-10-10
TN2012000542A1 (en) 2014-04-01
CR20120592A (es) 2013-03-04
DK2580189T3 (da) 2018-01-29
MA34292B1 (fr) 2013-06-01
CL2012003371A1 (es) 2013-03-22
CA2801822C (en) 2015-03-24
UA104684C2 (ru) 2014-02-25
PE20130252A1 (es) 2013-03-16
AU2011264206B2 (en) 2013-08-15
EP2580189B1 (en) 2017-10-25
ES2656968T3 (es) 2018-03-01
AU2011264206A1 (en) 2012-12-13
NI201200177A (es) 2013-02-06
EP2580189A1 (en) 2013-04-17
PL2580189T3 (pl) 2018-04-30
IL223180A0 (en) 2013-02-03
CU20120163A7 (es) 2013-01-30
JP2013531639A (ja) 2013-08-08
CN102276492B (zh) 2013-04-10
EA020271B1 (ru) 2014-09-30
US8779199B2 (en) 2014-07-15
EP2580189A4 (en) 2016-01-06
MX2012013870A (es) 2013-01-24
WO2011153939A1 (en) 2011-12-15
NZ604081A (en) 2014-01-31
KR20130028134A (ko) 2013-03-18
HUE035850T2 (en) 2018-05-28
EA201201666A1 (ru) 2013-05-30
BR112012031086A2 (pt) 2017-06-20
BR112012031086B1 (pt) 2020-12-08

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