GEP20104915B - N-carbamoylmethyl-4-(r) – phenyl-2-pyrr0lidin0ne, method of its preparation and pharmaceutical use - Google Patents

N-carbamoylmethyl-4-(r) – phenyl-2-pyrr0lidin0ne, method of its preparation and pharmaceutical use

Info

Publication number
GEP20104915B
GEP20104915B GEAP200710934A GEAP2007010934A GEP20104915B GE P20104915 B GEP20104915 B GE P20104915B GE AP200710934 A GEAP200710934 A GE AP200710934A GE AP2007010934 A GEAP2007010934 A GE AP2007010934A GE P20104915 B GEP20104915 B GE P20104915B
Authority
GE
Georgia
Prior art keywords
phenyl
preparation
carbamoylmethyl
pharmaceutical use
pyrrolidinone
Prior art date
Application number
GEAP200710934A
Inventor
Maija Dambrova
Ligita Karina
Ivars Kalvinsh
Aleksandrs Chernobrovijs
Liga Zvejniece
Maksim Vorona
Grigory Veinberg
Original Assignee
Ss Olainfarm
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 Ss Olainfarm filed Critical Ss Olainfarm
Publication of GEP20104915B publication Critical patent/GEP20104915B/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/4015—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil having oxo groups directly attached to the heterocyclic ring, e.g. piracetam, ethosuximide
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00—Drugs for disorders of the muscular or neuromuscular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00—Drugs for disorders of the muscular or neuromuscular system
    • A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/24—Antidepressants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Neurology (AREA)
  • Pain & Pain Management (AREA)
  • Epidemiology (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Rheumatology (AREA)
  • Psychiatry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)

Abstract

The invention relates to preparation and use of the R-enantiomer of N-carbamoylmethyl-4-phenyl-2-pyrrolidinone (R- Carphedon). The method of its preparation includes the N-alkylation of 4(R)-phenyl-2-pyrrolidinone with ethyl bromoacetate in the presence of a strong base and the treatment of intermediate N – ethoxycarbonylmethyl - 4(R)-phenyl-2-pyr¬roli¬dinone with ammonia.
GEAP200710934A 2006-03-16 2007-03-15 N-carbamoylmethyl-4-(r) – phenyl-2-pyrr0lidin0ne, method of its preparation and pharmaceutical use GEP20104915B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
LVP-06-45A LV13630B (en) 2006-03-16 2006-03-16 Method of preparation and use of pharmaceutically active n-carbamoylmethyl-4(r)-phenyl-2-pyrrolidinone

Publications (1)

Publication Number Publication Date
GEP20104915B true GEP20104915B (en) 2010-03-10

Family

ID=38461010

Family Applications (1)

Application Number Title Priority Date Filing Date
GEAP200710934A GEP20104915B (en) 2006-03-16 2007-03-15 N-carbamoylmethyl-4-(r) – phenyl-2-pyrr0lidin0ne, method of its preparation and pharmaceutical use

Country Status (21)

Country Link
US (2) US9102615B2 (en)
EP (1) EP2013166B1 (en)
CN (1) CN101448786A (en)
AT (1) ATE460396T1 (en)
CA (1) CA2647206C (en)
CY (1) CY1110170T1 (en)
DE (1) DE602007005244D1 (en)
DK (1) DK2013166T3 (en)
EA (1) EA014668B1 (en)
EE (1) EE05536B1 (en)
ES (1) ES2342024T3 (en)
GE (1) GEP20104915B (en)
HR (1) HRP20090524C1 (en)
LT (1) LT5589B (en)
LV (1) LV13630B (en)
ME (1) ME01192B (en)
PL (1) PL2013166T3 (en)
PT (1) PT2013166E (en)
SI (1) SI2013166T1 (en)
UA (1) UA96440C2 (en)
WO (1) WO2007104780A2 (en)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2392915C1 (en) * 2009-04-14 2010-06-27 Федеральное государственное учреждение "Новокузнецкий научно-практический центр медико-социальной экспертизы и реабилитации инвалидов Федерального агентства по здравоохранению и социальному развитию" (ФГУ ННПЦ МСЭ и РИ Росздрава) Method of training motor functions in invalids with cerebro-spinal trauma
LV14346B (en) 2009-11-05 2011-07-20 Grindeks, A/S 2- (4-Phenyl-5-methyl-2-oxopyrrolidin-1-yl) -acetam ī da 4R, 5S-enantiomer ē ar nootropic activity &
RU2437659C1 (en) * 2010-11-12 2011-12-27 Государственное образовательное учреждение высшего профессионального образования "Российский государственный педагогический университет им. А.И. Герцена" (РГПУ им. А.И. Герцена) Medication possessing antidepressive, anxiolytic and nootropic action
EP2694474A1 (en) * 2011-03-11 2014-02-12 Grindeks 4r,5r-enantiomer of 2-(5-methyl-2-oxo-4-phenyl-pyrrolidin-1-yl)-acetamide with nootropic activity
RU2480214C1 (en) 2011-09-22 2013-04-27 Валентина Ивановна Ахапкина Formulation possessing modulatory activity with adequate effect, pharmaceutical substance (versions), use of pharmaceutical substance, pharmaceutical and parapharmaceutical composition (versions), method for preparing pharmaceutical formulations
PL3517541T3 (en) 2012-05-08 2020-12-28 Nicox Ophthalmics, Inc. Polymorphic form of fluticasone propionate
TW201408294A (en) 2012-07-05 2014-03-01 Merz Pharma Gmbh & Co Kgaa Use of (R)-phenylpiracetam for the treatment of Parkinson's disease
TW201408293A (en) 2012-07-05 2014-03-01 Merz Pharma Gmbh & Co Kgaa Use of (R)-phenylpiracetam for the treatment of disease-associated fatigue
LV15003B (en) * 2013-10-22 2015-08-20 Latvijas Organiskās Sintēzes Institūts Pharmaceutical composition for controlling body weight gain
LV15015B (en) 2013-12-13 2015-12-20 Olainfarm, A/S 3-Carboxy-4- (R) -phenylpyrrolidin-2-one salt and its use
LV15016B (en) * 2013-12-18 2016-01-20 Olainfarm, A/S Polymorphic forms of N-carbamoylmethyl-4 (R) -phenyl-2-pyrrolidinone
EP2891491A1 (en) 2014-01-03 2015-07-08 Merz Pharma GmbH & Co. KGaA Use of (r)-phenylpiracetam for the treatment of sleep disorders
LV15072B (en) 2014-05-14 2016-09-20 Olainfarm, A/S Pharmaceutical composition for use in the prophylaxis and treatment of a pathological condition characterized by elevated iNOS gene expression
EP3127539A1 (en) * 2015-08-03 2017-02-08 Latvian Institute Of Organic Synthesis Use of 2-(5s-methyl-2-oxo-4r-phenyl-pyrrolidin-1-yl)-acetamide in the treatment of seizures
EP4582412A4 (en) * 2022-08-31 2026-01-21 Univ Korea Res & Bus Found CHIRALES GAMMA-LACTAM DERIVATIVE OR PHARMACEUTICALLY SAFE SALTS THEREOF AND METHOD OF MANUFACTURING THEM

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0004297D0 (en) * 2000-02-23 2000-04-12 Ucb Sa 2-oxo-1 pyrrolidine derivatives process for preparing them and their uses
RU2232578C1 (en) * 2003-04-10 2004-07-20 Ахапкина Валентина Ивановна Substance eliciting antidepressant activity
RU2289404C1 (en) * 2005-04-06 2006-12-20 ГОУ ВПО "Московский государственный медико-стоматологический университет Министерства здравоохранения РФ" Method for premedication in patients with mean level of psychoemotional stress in ambulatory stomatological surgery

Also Published As

Publication number Publication date
LT5589B (en) 2009-08-25
US9102615B2 (en) 2015-08-11
LT2008075A (en) 2009-06-25
DE602007005244D1 (en) 2010-04-22
EA014668B1 (en) 2010-12-30
WO2007104780A3 (en) 2007-11-29
EA200801978A1 (en) 2009-04-28
ATE460396T1 (en) 2010-03-15
ES2342024T3 (en) 2010-06-30
UA96440C2 (en) 2011-11-10
EP2013166B1 (en) 2010-03-10
HRP20090524C1 (en) 2017-03-10
PT2013166E (en) 2010-06-09
WO2007104780A2 (en) 2007-09-20
CA2647206C (en) 2011-09-27
US20100022784A1 (en) 2010-01-28
HRPK20090524B3 (en) 2012-12-31
US9382203B2 (en) 2016-07-05
SI2013166T1 (en) 2010-07-30
CN101448786A (en) 2009-06-03
PL2013166T3 (en) 2010-08-31
US20150216846A1 (en) 2015-08-06
ME01192B (en) 2012-12-20
EE200800063A (en) 2008-12-15
CA2647206A1 (en) 2007-09-20
EP2013166A2 (en) 2009-01-14
DK2013166T3 (en) 2010-07-05
HRP20090524A2 (en) 2009-12-31
LV13630B (en) 2007-12-20
EE05536B1 (en) 2012-04-16
CY1110170T1 (en) 2015-01-14

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