RS54753B1 - Postupak i intermedijerni proizvodi za sintezu agomelatina - Google Patents

Postupak i intermedijerni proizvodi za sintezu agomelatina

Info

Publication number
RS54753B1
RS54753B1 RS20160320A RSP20160320A RS54753B1 RS 54753 B1 RS54753 B1 RS 54753B1 RS 20160320 A RS20160320 A RS 20160320A RS P20160320 A RSP20160320 A RS P20160320A RS 54753 B1 RS54753 B1 RS 54753B1
Authority
RS
Serbia
Prior art keywords
formula
compound
reaction
give
isolated
Prior art date
Application number
RS20160320A
Other languages
English (en)
Inventor
Samir Zard
Béatrice Sire
Mehdi Boumediene
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=44088993&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=RS54753(B1) "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 RS54753B1 publication Critical patent/RS54753B1/sr
Publication of RS54753B9 publication Critical patent/RS54753B9/sr

Links

Classifications

    • 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
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • A61P15/18Feminine contraceptives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • 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
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/02Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • 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
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/30Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/01Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/37Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by etherified hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/01Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/40Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by doubly-bound oxygen atoms
    • 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)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Immunology (AREA)
  • Cardiology (AREA)
  • Endocrinology (AREA)
  • Psychology (AREA)
  • Pain & Pain Management (AREA)
  • Hospice & Palliative Care (AREA)
  • Psychiatry (AREA)
  • Gynecology & Obstetrics (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Reproductive Health (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Inorganic Compounds Of Heavy Metals (AREA)
  • Catalysts (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Postupak industrijske sinteze jedinjenja formule (I):naznačen time što alil cijanid formule (II) :reaguje, u prisustvu inicijatora radikala, sa jedinjenjem formule (III):gde Xa predstavlja grupu -S-C(S)-OR u kojoj R predstavlja linearnu ili razgranatu (C1-C6) alkil grupu, kako bi se dobilo jedinjenje formule (IV):u kom je Xa, kao što je prethodno definisano,pri čemu je moguće ovo poslednje jedinjenje opciono izolovati pre podvrgavanja reakciji ciklizacije u prisustvu inicijatora radikala kako se obrazuje jedinjenje formule (V):gde jedinjenje formule (V), takođe, opciono može biti izolovano,a koje se podvrgava reakciji redukcije-dehidratacije kako se dobija jedinjenje formule (VI) :koje zatim podleže reakciji aromatizacije, da bi se dobilo jedinjenje formule (VII) :koje podleže redukciji pomoću vodonika u prisustvu Raney nikla u polarnoj protičnoj sredini i reakciji sa anhidridom sirćetne kiseline da bi se dobilo jedinjenje formule (I) koje se izoluje u obliku čvrste supstance.Prijava sadrži još 17 patentnih zahteva.
RS20160320A 2011-01-05 2012-01-04 Postupak i intermedijerni proizvodi za sintezu agomelatina RS54753B9 (sr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR1100024A FR2970000B1 (fr) 2011-01-05 2011-01-05 Nouveau procede de synthese de l'agomelatine
PCT/FR2012/000005 WO2012113999A1 (fr) 2011-01-05 2012-01-04 Procede et intermediaires de synthese de l ' agomelatine
EP12703858.6A EP2661422B9 (fr) 2011-01-05 2012-01-04 Procédé et intermédiaires de synthèse de l'agomélatine

Publications (2)

Publication Number Publication Date
RS54753B1 true RS54753B1 (sr) 2016-10-31
RS54753B9 RS54753B9 (sr) 2019-09-30

Family

ID=44088993

Family Applications (1)

Application Number Title Priority Date Filing Date
RS20160320A RS54753B9 (sr) 2011-01-05 2012-01-04 Postupak i intermedijerni proizvodi za sintezu agomelatina

Country Status (43)

Country Link
US (2) US8853449B2 (sr)
EP (1) EP2661422B9 (sr)
JP (1) JP5837616B2 (sr)
KR (1) KR101543432B1 (sr)
CN (1) CN103313965B (sr)
AP (1) AP3609A (sr)
AR (1) AR084780A1 (sr)
AU (1) AU2012220474B2 (sr)
BR (1) BR112013017307A2 (sr)
CA (1) CA2823587C (sr)
CL (1) CL2013001882A1 (sr)
CO (1) CO6731101A2 (sr)
CR (1) CR20130301A (sr)
CU (1) CU24289B1 (sr)
CY (1) CY1117774T1 (sr)
DK (1) DK2661422T3 (sr)
EA (1) EA022077B1 (sr)
EC (1) ECSP13012735A (sr)
ES (1) ES2583682T3 (sr)
FR (1) FR2970000B1 (sr)
GE (1) GEP20156365B (sr)
HK (1) HK1189571A1 (sr)
HR (1) HRP20160713T1 (sr)
HU (1) HUE028471T2 (sr)
IL (1) IL227281A (sr)
JO (1) JO3200B1 (sr)
ME (1) ME02408B (sr)
MX (1) MX2013007837A (sr)
MY (1) MY162977A (sr)
NI (1) NI201300062A (sr)
PE (1) PE20140037A1 (sr)
PL (1) PL2661422T3 (sr)
RS (1) RS54753B9 (sr)
RU (1) RU2550812C2 (sr)
SA (1) SA112330134B1 (sr)
SG (1) SG191733A1 (sr)
SI (1) SI2661422T1 (sr)
TN (1) TN2013000274A1 (sr)
TW (1) TWI438180B (sr)
UA (1) UA104122C2 (sr)
UY (1) UY33845A (sr)
WO (1) WO2012113999A1 (sr)
ZA (1) ZA201305027B (sr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103058879B (zh) * 2012-12-20 2015-09-09 安徽悦康凯悦制药有限公司 阿戈美拉汀的制备方法
CN103804232B (zh) * 2014-01-26 2015-08-19 江西同和药业股份有限公司 一种1-氰基-1-(7-甲氧基-3,4-二氢-1-萘基)甲醇酯类化合物及其制备方法和应用
CN107353229B (zh) * 2017-08-08 2019-04-30 许昌恒生制药有限公司 一种阿戈美拉汀中间体的制备方法

Family Cites Families (4)

* 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.
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
FR2866335B1 (fr) 2004-02-13 2006-05-26 Servier Lab Nouveau procede de synthese de l'agomelatine
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

Also Published As

Publication number Publication date
ECSP13012735A (es) 2013-09-30
GEP20156365B (en) 2015-09-10
FR2970000A1 (fr) 2012-07-06
MY162977A (en) 2017-07-31
TN2013000274A1 (fr) 2014-11-10
CA2823587A1 (fr) 2012-08-30
CY1117774T1 (el) 2017-05-17
EP2661422B1 (fr) 2016-04-20
RU2013136344A (ru) 2015-02-10
KR20130115345A (ko) 2013-10-21
NZ612173A (en) 2015-08-28
AR084780A1 (es) 2013-06-26
CL2013001882A1 (es) 2013-12-06
CN103313965B (zh) 2015-08-05
CN103313965A (zh) 2013-09-18
AU2012220474B2 (en) 2015-08-20
BR112013017307A2 (pt) 2016-10-04
JP2014509309A (ja) 2014-04-17
AP2013007022A0 (en) 2013-07-31
ZA201305027B (en) 2014-03-26
HUE028471T2 (en) 2016-12-28
JP5837616B2 (ja) 2015-12-24
AU2012220474A1 (en) 2013-07-11
FR2970000B1 (fr) 2013-01-04
MX2013007837A (es) 2013-09-06
USRE46218E1 (en) 2016-11-29
US8853449B2 (en) 2014-10-07
CO6731101A2 (es) 2013-08-15
NI201300062A (es) 2013-12-11
US20130289307A1 (en) 2013-10-31
EA022077B1 (ru) 2015-10-30
TW201309623A (zh) 2013-03-01
CU20130092A7 (es) 2013-08-29
SA112330134B1 (ar) 2014-08-25
PE20140037A1 (es) 2014-02-01
RU2550812C2 (ru) 2015-05-20
CU24289B1 (es) 2017-12-08
PL2661422T3 (pl) 2016-10-31
ME02408B (me) 2016-09-20
CA2823587C (fr) 2015-11-24
UY33845A (es) 2012-07-31
HK1189571A1 (en) 2014-06-13
IL227281A0 (en) 2013-09-30
EP2661422B9 (fr) 2016-09-07
HRP20160713T1 (hr) 2016-07-29
ES2583682T9 (es) 2016-10-31
SG191733A1 (en) 2013-08-30
ES2583682T3 (es) 2016-09-21
EP2661422A1 (fr) 2013-11-13
KR101543432B1 (ko) 2015-08-10
WO2012113999A1 (fr) 2012-08-30
CR20130301A (es) 2013-08-08
TWI438180B (zh) 2014-05-21
JO3200B1 (ar) 2018-03-08
UA104122C2 (uk) 2013-12-25
WO2012113999A8 (fr) 2013-08-01
DK2661422T3 (en) 2016-10-24
RS54753B9 (sr) 2019-09-30
EA201300794A1 (ru) 2014-02-28
IL227281A (en) 2015-06-30
AP3609A (en) 2016-02-26
SI2661422T1 (sl) 2016-08-31

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