EE05536B1 - N-karbamoüülmetüül-4-(R)-fenüül-2-pürrolidinoon, selle valmistamise meetod ja farmatseutiline kasutamine - Google Patents
N-karbamoüülmetüül-4-(R)-fenüül-2-pürrolidinoon, selle valmistamise meetod ja farmatseutiline kasutamineInfo
- Publication number
- EE05536B1 EE05536B1 EEP200800063A EEP200800063A EE05536B1 EE 05536 B1 EE05536 B1 EE 05536B1 EE P200800063 A EEP200800063 A EE P200800063A EE P200800063 A EEP200800063 A EE P200800063A EE 05536 B1 EE05536 B1 EE 05536B1
- Authority
- EE
- Estonia
- Prior art keywords
- pyrrolidinone
- phenyl
- carbamoylmethyl
- preparation
- pharmaceutical use
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- LYONXVJRBWWGQO-JTQLQIEISA-N 2-[(4r)-2-oxo-4-phenylpyrrolidin-1-yl]acetamide Chemical compound C1C(=O)N(CC(=O)N)C[C@H]1C1=CC=CC=C1 LYONXVJRBWWGQO-JTQLQIEISA-N 0.000 title 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- HOJZEMQCQRPLQQ-VIFPVBQESA-N (4r)-4-phenylpyrrolidin-2-one Chemical compound C1NC(=O)C[C@@H]1C1=CC=CC=C1 HOJZEMQCQRPLQQ-VIFPVBQESA-N 0.000 abstract 1
- LYONXVJRBWWGQO-UHFFFAOYSA-N 2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide Chemical compound C1C(=O)N(CC(=O)N)CC1C1=CC=CC=C1 LYONXVJRBWWGQO-UHFFFAOYSA-N 0.000 abstract 1
- 238000007126 N-alkylation reaction Methods 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- GLCIFTVZMWHJBE-LBPRGKRZSA-N ethyl 2-[(4r)-2-oxo-4-phenylpyrrolidin-1-yl]acetate Chemical compound C1C(=O)N(CC(=O)OCC)C[C@H]1C1=CC=CC=C1 GLCIFTVZMWHJBE-LBPRGKRZSA-N 0.000 abstract 1
- PQJJJMRNHATNKG-UHFFFAOYSA-N ethyl bromoacetate Chemical compound CCOC(=O)CBr PQJJJMRNHATNKG-UHFFFAOYSA-N 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
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)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
- Epidemiology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Psychiatry (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (2)
| 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 |
| PCT/EP2007/052424 WO2007104780A2 (en) | 2006-03-16 | 2007-03-15 | N- carbamoylmethyl- 4- (r) -phenyl-2-pyrr0lidin0ne, method of its preparation and pharmaceutical use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EE200800063A EE200800063A (et) | 2008-12-15 |
| EE05536B1 true EE05536B1 (et) | 2012-04-16 |
Family
ID=38461010
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EEP200800063A EE05536B1 (et) | 2006-03-16 | 2007-03-15 | N-karbamoüülmetüül-4-(R)-fenüül-2-pürrolidinoon, selle valmistamise meetod ja farmatseutiline kasutamine |
Country Status (21)
| Country | Link |
|---|---|
| US (2) | US9102615B2 (xx) |
| EP (1) | EP2013166B1 (xx) |
| CN (1) | CN101448786A (xx) |
| AT (1) | ATE460396T1 (xx) |
| CA (1) | CA2647206C (xx) |
| CY (1) | CY1110170T1 (xx) |
| DE (1) | DE602007005244D1 (xx) |
| DK (1) | DK2013166T3 (xx) |
| EA (1) | EA014668B1 (xx) |
| EE (1) | EE05536B1 (xx) |
| ES (1) | ES2342024T3 (xx) |
| GE (1) | GEP20104915B (xx) |
| HR (1) | HRP20090524C1 (xx) |
| LT (1) | LT5589B (xx) |
| LV (1) | LV13630B (xx) |
| ME (1) | ME01192B (xx) |
| PL (1) | PL2013166T3 (xx) |
| PT (1) | PT2013166E (xx) |
| SI (1) | SI2013166T1 (xx) |
| UA (1) | UA96440C2 (xx) |
| WO (1) | WO2007104780A2 (xx) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2392915C1 (ru) * | 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) | Способ формирования двигательных функций у инвалидов с позвоночно-спинно-мозговой травмой |
| LV14346B (lv) | 2009-11-05 | 2011-07-20 | Grindeks, A/S | 2-(4-Fenil-5-metil-2-oksopirolidin-1-il)-acetamīda 4R,5S-enantiomērs ar nootropo aktivitāti |
| RU2437659C1 (ru) * | 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) | Средство, обладающее антидепрессивным, анксиолитическим и ноотропным действием |
| WO2012123358A1 (en) * | 2011-03-11 | 2012-09-20 | Grindeks | 4r,5r-enantiomer of 2-(5-methyl-2-oxo-4-phenyl-pyrrolidin-1-yl)-acetamide with nootropic activity |
| RU2480214C1 (ru) * | 2011-09-22 | 2013-04-27 | Валентина Ивановна Ахапкина | Состав, обладающий модуляторной активностью с соразмерным влиянием, фармацевтическая субстанция (варианты), применение фармацевтической субстанции, фармацевтическая и парафармацевтическая композиция (варианты), способ получения фармацевтических составов |
| PL3517541T3 (pl) | 2012-05-08 | 2020-12-28 | Nicox Ophthalmics, Inc. | Postać polimorficzna propionianu flutykazonu |
| TW201408294A (zh) | 2012-07-05 | 2014-03-01 | Merz Pharma Gmbh & Co Kgaa | (r)-苯基披喇瑟盪於治療帕金森氏症之用除 |
| TW201408293A (zh) | 2012-07-05 | 2014-03-01 | Merz Pharma Gmbh & Co Kgaa | (r)-苯基披喇瑟盪於治療疾病相關疲勞之用途 |
| LV15003B (lv) * | 2013-10-22 | 2015-08-20 | Latvijas Organiskās Sintēzes Institūts | Farmaceitiska kompozīcija ķermeņa masas pieauguma kontrolei |
| LV15015B (lv) | 2013-12-13 | 2015-12-20 | Olainfarm, A/S | 3-karboksi-4-(R)-fenilpirolidin-2-ona sāls un tā pielietošana |
| LV15016B (lv) | 2013-12-18 | 2016-01-20 | Olainfarm, A/S | N-karbamoilmetil-4(R)-fenil-2-pirolidinona polimorfās formas |
| EP2891491A1 (en) | 2014-01-03 | 2015-07-08 | Merz Pharma GmbH & Co. KGaA | Use of (r)-phenylpiracetam for the treatment of sleep disorders |
| LV15072B (lv) | 2014-05-14 | 2016-09-20 | Olainfarm, A/S | Farmaceitiska kompozīcija izmantošanai patoloģiska stāvokļa, kam raksturīga paaugstināta iNOS gēna ekspresija, profilaksei un ārstēšanai |
| 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 |
| JP2025529136A (ja) * | 2022-08-31 | 2025-09-04 | コリア ユニバーシティ リサーチ アンド ビジネス ファウンデーション | キラルガンマラクタム誘導体またはその薬学的に許容可能な塩およびその製造方法 |
Family Cites Families (3)
| 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 (ru) * | 2003-04-10 | 2004-07-20 | Ахапкина Валентина Ивановна | Вещество, обладающее антидепрессивной активностью |
| RU2289404C1 (ru) * | 2005-04-06 | 2006-12-20 | ГОУ ВПО "Московский государственный медико-стоматологический университет Министерства здравоохранения РФ" | Способ премедикации у пациентов со средним уровнем психоэмоционального напряжения при амбулаторных стоматологических вмешательствах |
-
2006
- 2006-03-16 LV LVP-06-45A patent/LV13630B/en unknown
-
2007
- 2007-03-15 DE DE602007005244T patent/DE602007005244D1/de active Active
- 2007-03-15 EP EP07726915A patent/EP2013166B1/en active Active
- 2007-03-15 PL PL07726915T patent/PL2013166T3/pl unknown
- 2007-03-15 SI SI200730253T patent/SI2013166T1/sl unknown
- 2007-03-15 DK DK07726915.7T patent/DK2013166T3/da active
- 2007-03-15 PT PT07726915T patent/PT2013166E/pt unknown
- 2007-03-15 EA EA200801978A patent/EA014668B1/ru not_active IP Right Cessation
- 2007-03-15 GE GEAP200710934A patent/GEP20104915B/en unknown
- 2007-03-15 AT AT07726915T patent/ATE460396T1/de active
- 2007-03-15 EE EEP200800063A patent/EE05536B1/xx not_active IP Right Cessation
- 2007-03-15 ME MEP-2009-293A patent/ME01192B/me unknown
- 2007-03-15 CA CA2647206A patent/CA2647206C/en not_active Expired - Fee Related
- 2007-03-15 CN CNA2007800177832A patent/CN101448786A/zh active Pending
- 2007-03-15 UA UAA200812099A patent/UA96440C2/ru unknown
- 2007-03-15 WO PCT/EP2007/052424 patent/WO2007104780A2/en not_active Ceased
- 2007-03-15 US US12/226,332 patent/US9102615B2/en not_active Expired - Fee Related
- 2007-03-15 HR HRP20090524AA patent/HRP20090524C1/hr not_active IP Right Cessation
- 2007-03-15 ES ES07726915T patent/ES2342024T3/es active Active
-
2008
- 2008-09-22 LT LT2008075A patent/LT5589B/lt not_active IP Right Cessation
-
2010
- 2010-06-08 CY CY20101100506T patent/CY1110170T1/el unknown
-
2015
- 2015-04-16 US US14/688,633 patent/US9382203B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP2013166B1 (en) | 2010-03-10 |
| GEP20104915B (en) | 2010-03-10 |
| CN101448786A (zh) | 2009-06-03 |
| LT5589B (lt) | 2009-08-25 |
| HRPK20090524B3 (hr) | 2012-12-31 |
| CA2647206A1 (en) | 2007-09-20 |
| UA96440C2 (ru) | 2011-11-10 |
| SI2013166T1 (sl) | 2010-07-30 |
| DE602007005244D1 (de) | 2010-04-22 |
| HRP20090524C1 (hr) | 2017-03-10 |
| LV13630B (en) | 2007-12-20 |
| PL2013166T3 (pl) | 2010-08-31 |
| US20150216846A1 (en) | 2015-08-06 |
| HRP20090524A2 (hr) | 2009-12-31 |
| ES2342024T3 (es) | 2010-06-30 |
| WO2007104780A3 (en) | 2007-11-29 |
| CA2647206C (en) | 2011-09-27 |
| US9382203B2 (en) | 2016-07-05 |
| LT2008075A (en) | 2009-06-25 |
| US20100022784A1 (en) | 2010-01-28 |
| ME01192B (me) | 2012-12-20 |
| EA200801978A1 (ru) | 2009-04-28 |
| WO2007104780A2 (en) | 2007-09-20 |
| DK2013166T3 (da) | 2010-07-05 |
| EA014668B1 (ru) | 2010-12-30 |
| ATE460396T1 (de) | 2010-03-15 |
| EE200800063A (et) | 2008-12-15 |
| CY1110170T1 (el) | 2015-01-14 |
| EP2013166A2 (en) | 2009-01-14 |
| PT2013166E (pt) | 2010-06-09 |
| US9102615B2 (en) | 2015-08-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Lapsed by not paying the annual fees |
Effective date: 20210315 |