JP2003523996A5 - - Google Patents
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- JP2003523996A5 JP2003523996A5 JP2001561734A JP2001561734A JP2003523996A5 JP 2003523996 A5 JP2003523996 A5 JP 2003523996A5 JP 2001561734 A JP2001561734 A JP 2001561734A JP 2001561734 A JP2001561734 A JP 2001561734A JP 2003523996 A5 JP2003523996 A5 JP 2003523996A5
- Authority
- JP
- Japan
- Prior art keywords
- hydrogen
- alkyl
- halogen
- substituted
- phenyl
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
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- 229910052739 hydrogen Inorganic materials 0.000 description 62
- 239000001257 hydrogen Substances 0.000 description 62
- 150000001875 compounds Chemical class 0.000 description 50
- 229910052736 halogen Inorganic materials 0.000 description 33
- 150000002367 halogens Chemical class 0.000 description 33
- -1 hydroxy, amino Chemical group 0.000 description 33
- 150000002431 hydrogen Chemical class 0.000 description 32
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 29
- 125000001424 substituent group Chemical group 0.000 description 27
- 125000000217 alkyl group Chemical group 0.000 description 25
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 23
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 21
- 125000003118 aryl group Chemical group 0.000 description 15
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 14
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 12
- 208000006673 asthma Diseases 0.000 description 12
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 10
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 10
- 206010015037 epilepsy Diseases 0.000 description 9
- 125000005843 halogen group Chemical group 0.000 description 9
- 125000000623 heterocyclic group Chemical group 0.000 description 9
- 208000004296 neuralgia Diseases 0.000 description 9
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 8
- 206010010904 Convulsion Diseases 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 8
- 229910052760 oxygen Inorganic materials 0.000 description 8
- 239000001301 oxygen Substances 0.000 description 8
- 208000011580 syndromic disease Diseases 0.000 description 8
- 150000001540 azides Chemical class 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 6
- 208000020925 Bipolar disease Diseases 0.000 description 5
- 208000019695 Migraine disease Diseases 0.000 description 5
- 150000001408 amides Chemical class 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 206010027599 migraine Diseases 0.000 description 5
- 208000021722 neuropathic pain Diseases 0.000 description 5
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 5
- JWZZKOKVBUJMES-UHFFFAOYSA-N (+-)-Isoprenaline Chemical compound CC(C)NCC(O)C1=CC=C(O)C(O)=C1 JWZZKOKVBUJMES-UHFFFAOYSA-N 0.000 description 4
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 4
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 description 4
- 206010052613 Allergic bronchitis Diseases 0.000 description 4
- 208000019901 Anxiety disease Diseases 0.000 description 4
- 201000006474 Brain Ischemia Diseases 0.000 description 4
- 206010066091 Bronchial Hyperreactivity Diseases 0.000 description 4
- 208000009079 Bronchial Spasm Diseases 0.000 description 4
- 208000014181 Bronchial disease Diseases 0.000 description 4
- 206010006482 Bronchospasm Diseases 0.000 description 4
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 description 4
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 description 4
- 206010008111 Cerebral haemorrhage Diseases 0.000 description 4
- 206010008120 Cerebral ischaemia Diseases 0.000 description 4
- 208000000094 Chronic Pain Diseases 0.000 description 4
- 208000022497 Cocaine-Related disease Diseases 0.000 description 4
- 206010010741 Conjunctivitis Diseases 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 206010013654 Drug abuse Diseases 0.000 description 4
- 206010026749 Mania Diseases 0.000 description 4
- 208000016285 Movement disease Diseases 0.000 description 4
- 208000008238 Muscle Spasticity Diseases 0.000 description 4
- 208000002033 Myoclonus Diseases 0.000 description 4
- 206010061533 Myotonia Diseases 0.000 description 4
- 208000012902 Nervous system disease Diseases 0.000 description 4
- 208000025966 Neurological disease Diseases 0.000 description 4
- 208000002193 Pain Diseases 0.000 description 4
- 208000018737 Parkinson disease Diseases 0.000 description 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 4
- 208000019802 Sexually transmitted disease Diseases 0.000 description 4
- 208000005279 Status Asthmaticus Diseases 0.000 description 4
- 208000006011 Stroke Diseases 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 125000004414 alkyl thio group Chemical group 0.000 description 4
- 125000000304 alkynyl group Chemical group 0.000 description 4
- 230000000172 allergic effect Effects 0.000 description 4
- 230000004075 alteration Effects 0.000 description 4
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 description 4
- 230000036506 anxiety Effects 0.000 description 4
- 206010003119 arrhythmia Diseases 0.000 description 4
- 208000010668 atopic eczema Diseases 0.000 description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
- 230000036427 bronchial hyperreactivity Effects 0.000 description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 4
- 206010008118 cerebral infarction Diseases 0.000 description 4
- 201000001272 cocaine abuse Diseases 0.000 description 4
- 230000036461 convulsion Effects 0.000 description 4
- 125000004093 cyano group Chemical group *C#N 0.000 description 4
- 201000006517 essential tremor Diseases 0.000 description 4
- 125000002541 furyl group Chemical class 0.000 description 4
- 208000030603 inherited susceptibility to asthma Diseases 0.000 description 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 4
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 4
- 208000018198 spasticity Diseases 0.000 description 4
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 4
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 4
- 125000001544 thienyl group Chemical class 0.000 description 4
- 230000002792 vascular Effects 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 125000001624 naphthyl group Chemical group 0.000 description 3
- 125000003884 phenylalkyl group Chemical group 0.000 description 3
- 125000004076 pyridyl group Chemical class 0.000 description 3
- 125000000168 pyrrolyl group Chemical class 0.000 description 3
- 125000003831 tetrazolyl group Chemical class 0.000 description 3
- 150000003573 thiols Chemical class 0.000 description 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 description 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- BJSNHQAWNWHTOI-UHFFFAOYSA-N [N-]=[N+]=N[S+](C#N)C#N Chemical compound [N-]=[N+]=N[S+](C#N)C#N BJSNHQAWNWHTOI-UHFFFAOYSA-N 0.000 description 2
- 125000005037 alkyl phenyl group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000002047 benzodioxolyl group Chemical class O1OC(C2=C1C=CC=C2)* 0.000 description 2
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 125000001188 haloalkyl group Chemical group 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001893 nitrooxy group Chemical group [O-][N+](=O)O* 0.000 description 2
- 125000002971 oxazolyl group Chemical class 0.000 description 2
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 2
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 2
- 125000004193 piperazinyl group Chemical class 0.000 description 2
- 125000000714 pyrimidinyl group Chemical class 0.000 description 2
- 125000000719 pyrrolidinyl group Chemical class 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 238000011287 therapeutic dose Methods 0.000 description 2
- 125000001113 thiadiazolyl group Chemical class 0.000 description 2
- 125000000335 thiazolyl group Chemical group 0.000 description 2
- 125000004568 thiomorpholinyl group Chemical class 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- LXXCYDIGYCTUSV-MLWJPKLSSA-N (2s)-2-[4-(2,2-difluoroethenyl)-2-oxopyrrolidin-1-yl]butanoic acid Chemical compound CC[C@@H](C(O)=O)N1CC(C=C(F)F)CC1=O LXXCYDIGYCTUSV-MLWJPKLSSA-N 0.000 description 1
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 1
- JSLASWSJHUAUMT-UHFFFAOYSA-N 2H-tetrazol-5-yl benzenesulfonate Chemical compound C=1C=CC=CC=1S(=O)(=O)OC1=NN=NN1 JSLASWSJHUAUMT-UHFFFAOYSA-N 0.000 description 1
- 0 CC(*I)(C(*)(*=*)C(O*)=O)C(*)(NC(*)*CC(*)=C)I=* Chemical compound CC(*I)(C(*)(*=*)C(O*)=O)C(*)(NC(*)*CC(*)=C)I=* 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- HPPOFMGKIIXPKZ-UHFFFAOYSA-N [N+](=O)([O-])OS(=C=NN=[N+]=[N-])C#N Chemical compound [N+](=O)([O-])OS(=C=NN=[N+]=[N-])C#N HPPOFMGKIIXPKZ-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000005110 aryl thio group Chemical group 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- KWEDUNSJJZVRKR-UHFFFAOYSA-N carbononitridic azide Chemical compound [N-]=[N+]=NC#N KWEDUNSJJZVRKR-UHFFFAOYSA-N 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- JCEYKTSZCHPLIB-UHFFFAOYSA-N diazonio(thiocyanato)azanide Chemical compound [N-]=[N+]=NSC#N JCEYKTSZCHPLIB-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- ZBYZQILPNKOESD-UHFFFAOYSA-N isothiocyanato cyanate Chemical compound S=C=NOC#N ZBYZQILPNKOESD-UHFFFAOYSA-N 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical class O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000000858 thiocyanato group Chemical group *SC#N 0.000 description 1
- 125000001425 triazolyl group Chemical class 0.000 description 1
- 125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0004297.8A GB0004297D0 (en) | 2000-02-23 | 2000-02-23 | 2-oxo-1 pyrrolidine derivatives process for preparing them and their uses |
| GB0004297.8 | 2000-02-23 | ||
| PCT/EP2001/001992 WO2001062726A2 (en) | 2000-02-23 | 2001-02-21 | 2-oxo-1-pyrrolidine derivatives, processes for preparing them and their uses |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2005217433A Division JP2006022107A (ja) | 2000-02-23 | 2005-07-27 | ２−オキソ−１−ピロリジン誘導体、それらの製造方法及びそれらの使用 |
| JP2005217442A Division JP4938259B2 (ja) | 2000-02-23 | 2005-07-27 | ２−オキソ−１−ピロリジン誘導体、それらの製造方法及びそれらの使用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003523996A JP2003523996A (ja) | 2003-08-12 |
| JP2003523996A5 true JP2003523996A5 (enExample) | 2006-01-05 |
| JP4121744B2 JP4121744B2 (ja) | 2008-07-23 |
Family
ID=9886259
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001561734A Expired - Lifetime JP4121744B2 (ja) | 2000-02-23 | 2001-02-21 | ２−オキソ−１−ピロリジン誘導体、それらの製造方法及びそれらの使用 |
| JP2001563480A Expired - Fee Related JP4081275B2 (ja) | 2000-02-23 | 2001-02-21 | ２−オキソ−１−ピロリジン誘導体、それらの製造法、およびそれらの使用 |
| JP2005217433A Pending JP2006022107A (ja) | 2000-02-23 | 2005-07-27 | ２−オキソ−１−ピロリジン誘導体、それらの製造方法及びそれらの使用 |
| JP2005217442A Expired - Lifetime JP4938259B2 (ja) | 2000-02-23 | 2005-07-27 | ２−オキソ−１−ピロリジン誘導体、それらの製造方法及びそれらの使用 |
| JP2007102379A Expired - Fee Related JP4769756B2 (ja) | 2000-02-23 | 2007-04-10 | ２−オキソ−１−ピロリジン誘導体、それらの製造法、およびそれらの使用 |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001563480A Expired - Fee Related JP4081275B2 (ja) | 2000-02-23 | 2001-02-21 | ２−オキソ−１−ピロリジン誘導体、それらの製造法、およびそれらの使用 |
| JP2005217433A Pending JP2006022107A (ja) | 2000-02-23 | 2005-07-27 | ２−オキソ−１−ピロリジン誘導体、それらの製造方法及びそれらの使用 |
| JP2005217442A Expired - Lifetime JP4938259B2 (ja) | 2000-02-23 | 2005-07-27 | ２−オキソ−１−ピロリジン誘導体、それらの製造方法及びそれらの使用 |
| JP2007102379A Expired - Fee Related JP4769756B2 (ja) | 2000-02-23 | 2007-04-10 | ２−オキソ−１−ピロリジン誘導体、それらの製造法、およびそれらの使用 |
Country Status (43)
Families Citing this family (166)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7365093B2 (en) * | 1994-08-19 | 2008-04-29 | Abbott Laboratories | Endothelin antagonists |
| GB0004297D0 (en) * | 2000-02-23 | 2000-04-12 | Ucb Sa | 2-oxo-1 pyrrolidine derivatives process for preparing them and their uses |
| US6686477B2 (en) * | 2000-09-29 | 2004-02-03 | Eastman Chemical Company | Highly enantiomerically pure lactam-substituted propanoic acid derivatives and methods of making and using same |
| US20040116505A1 (en) * | 2001-02-23 | 2004-06-17 | Gregory Krauss | Treatment of tics, tremors and related disorders |
| AU2002329233B2 (en) * | 2001-08-10 | 2007-08-16 | Ucb Pharma | Oxopyrrolidine compounds, preparation of said compounds and their use in the manufacturing of levetiracetam and analogues |
| HUP0401667A2 (hu) * | 2001-10-08 | 2004-12-28 | Ucb, S.A. | 2-Oxo-1-pirrolidin-származékok alkalmazása diszkinézia és mozgási rendellenességek kezelésére szolgáló gyógyszer előállítására |
| ATE444065T1 (de) | 2001-10-16 | 2009-10-15 | Memory Pharm Corp | 4(4-alkoxy-3-hydroxyphenyl)-2-pyrrolidon-deriva e als pde-4-hemmer zur behandlung von neurologischen syndromen |
| AU2003242538A1 (en) * | 2002-05-14 | 2003-11-11 | Ucb, S.A. | Use of 2-oxo-1-pyrrolidone derivatives for the preparation of a drug |
| EP1587620B1 (en) | 2003-01-13 | 2009-09-09 | UCB Pharma, S.A. | Hydrogenation catalysts |
| WO2004069796A2 (en) * | 2003-02-03 | 2004-08-19 | Teva Pharmaceutical Industries Ltd. | Process for producing levetiracetam |
| ES2214147B1 (es) | 2003-02-28 | 2005-10-01 | Farma-Lepori S.A. | Procedimiento de obtencion de un agente antiepileptico. |
| TR200503397T1 (tr) * | 2003-03-18 | 2007-03-21 | Hetero Drugs Limited | Levetirasetam'ın yeni kristal formları. |
| RU2232578C1 (ru) * | 2003-04-10 | 2004-07-20 | Ахапкина Валентина Ивановна | Вещество, обладающее антидепрессивной активностью |
| WO2004094375A2 (en) | 2003-04-16 | 2004-11-04 | Memory Pharmaceuticals Corporation | 4 - (3,4 - disubstituted phenyl) - pyrrolidin-2-one compounds as phosphodiesterase 4 inhibitors |
| US7034051B2 (en) * | 2003-08-28 | 2006-04-25 | Adolor Corporation | Fused bicyclic carboxamide derivatives and methods of their use |
| EP1663968A1 (en) * | 2003-09-05 | 2006-06-07 | Ranbaxy Laboratories Limited | Process for the preparation of pure levetiracetam |
| US7629474B2 (en) | 2003-09-24 | 2009-12-08 | Ucb Pharma S.A. | Process for preparing 2-oxo-1-pyrrolidine derivatives |
| EA010031B1 (ru) * | 2003-12-02 | 2008-06-30 | Юсб, С.А. | Производные имидазола, способы их получения и применения |
| ZA200610274B (en) * | 2004-06-11 | 2008-06-25 | Ucb Sa | Process for preparing 2-oxo-1-pyrrolidine derivatives by intramolecular allylation |
| SI1831154T1 (sl) * | 2004-06-21 | 2010-03-31 | Warner Lambert Co | Priprava pregabalina in sorodnih spojin |
| US7427601B2 (en) * | 2004-06-24 | 2008-09-23 | Schwarz Pharma Ag | Method for treating tremor |
| US7585882B2 (en) | 2004-10-20 | 2009-09-08 | Memory Pharmaceuticals Corporation | Phosphodiesterase 4 inhibitors |
| CA2488325C (en) * | 2004-11-22 | 2010-08-24 | Apotex Pharmachem Inc. | Improved process for the preparation of (s)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide and (r)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide |
| EP1912966A2 (en) | 2005-06-01 | 2008-04-23 | Ucb, S.A. | 2-oxo-1-pyrrolidine derivatives and their therapeutic use on the central nervous system |
| EP1731149A1 (en) * | 2005-06-08 | 2006-12-13 | Ucb S.A. | Use of 2-oxo-1-pyrrolidone derivatives for the treatment of diseases characterized by progressive myoclonic epilepsy |
| US8957226B2 (en) * | 2005-09-15 | 2015-02-17 | Ucb Pharma S.A. | 2-oxo-1-pyrrolidine derivatives, processes for preparing them and their uses |
| JP2007153755A (ja) * | 2005-12-01 | 2007-06-21 | Gifu Univ | プロリン類縁体 |
| AU2006322297A1 (en) * | 2005-12-07 | 2007-06-14 | Ucb Pharma, S.A. | 3-carboxy- 2-oxo-1 -pyrrolidine derivatives and their uses |
| US8338621B2 (en) | 2005-12-21 | 2012-12-25 | Ucb S.A. | Process for the preparation of 2-oxo-1-pyrrolidine derivatives |
| LV13630B (en) * | 2006-03-16 | 2007-12-20 | Olainfarm As | Method of preparation and use of pharmaceutically active n-carbamoylmethyl-4(r)-phenyl-2-pyrrolidinone |
| BRPI0712325A2 (pt) * | 2006-06-08 | 2012-01-10 | Ucb Pharma Sa | processo para a preparação de co-cristais de pirrolidinonas, co-cristal, composição farmacêutica, e, uso de um co-cristal |
| EP2037965B1 (en) * | 2006-06-15 | 2017-08-30 | UCB Pharma GmbH | Pharmaceutical composition with synergistic anticonvulsant effect |
| EP2051696A2 (en) * | 2006-08-18 | 2009-04-29 | Morton Grove Pharmaceuticals, Inc. | Stable liquid levetiracetam compositions and methods |
| SI2076508T1 (sl) * | 2006-10-18 | 2011-04-29 | Pfizer Prod Inc | Spojine biaril eter sečnine |
| WO2008103319A2 (en) | 2007-02-16 | 2008-08-28 | Ark Diagnostics, Inc. | Compounds and methods for use in detecting gabapentin |
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| HU177239B (hu) | 1974-10-15 | 1981-08-28 | Monsanto Co | Eljárás N-acetamido-L-alanin-származékok előállítására α-acetamido-akrilsav-származékok aszimmetrikus katalitikus hídrogénezésével |
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-
2000
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