JP2011500694A5 - - Google Patents
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- Publication number
- JP2011500694A5 JP2011500694A5 JP2010530050A JP2010530050A JP2011500694A5 JP 2011500694 A5 JP2011500694 A5 JP 2011500694A5 JP 2010530050 A JP2010530050 A JP 2010530050A JP 2010530050 A JP2010530050 A JP 2010530050A JP 2011500694 A5 JP2011500694 A5 JP 2011500694A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- pyrrolidin
- phenyl
- ylmethyl
- amide
- 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
Links
- -1 naphthidylyl Chemical group 0.000 claims 19
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 201000010099 disease Diseases 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 4
- 150000001408 amides Chemical class 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- BAYMNWJMIJZNLH-UHFFFAOYSA-N 2-[2-(2-methoxyethyl)hydrazinyl]ethanol Chemical compound COCCNNCCO BAYMNWJMIJZNLH-UHFFFAOYSA-N 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- 208000028698 Cognitive impairment Diseases 0.000 claims 2
- 206010012289 Dementia Diseases 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 2
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 125000003016 chromanyl group Chemical group O1C(CCC2=CC=CC=C12)* 0.000 claims 2
- 208000010877 cognitive disease Diseases 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 125000001041 indolyl group Chemical group 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- RFGPIJJAGNRBBJ-UHFFFAOYSA-N 2,5-dioxo-3,4-dihydro-1h-1,4-benzodiazepine-8-carboxylic acid Chemical compound N1C(=O)CNC(=O)C=2C1=CC(C(=O)O)=CC=2 RFGPIJJAGNRBBJ-UHFFFAOYSA-N 0.000 claims 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 1
- YGVKRUNDMHLLCQ-UHFFFAOYSA-N 2-methyl-n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]-3h-benzimidazole-5-carboxamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3C=C4N=C(C)NC4=CC=3)=CC=2)CC1 YGVKRUNDMHLLCQ-UHFFFAOYSA-N 0.000 claims 1
- ZZKTVVTWOFEGLU-UHFFFAOYSA-N 3,4-dihydroxy-2,2-dimethyl-3,4-dihydrochromene-6-carboxylic acid Chemical compound C1=C(C(O)=O)C=C2C(O)C(O)C(C)(C)OC2=C1 ZZKTVVTWOFEGLU-UHFFFAOYSA-N 0.000 claims 1
- PVURUGSJWMVILG-QFBILLFUSA-N 3,5-dimethyl-n-[2-methyl-4-[(3r)-3-[[(2s)-2-methylpyrrolidin-1-yl]methyl]pyrrolidin-1-yl]phenyl]-1,2-oxazole-4-carboxamide Chemical compound C[C@H]1CCCN1C[C@@H]1CN(C=2C=C(C)C(NC(=O)C3=C(ON=C3C)C)=CC=2)CC1 PVURUGSJWMVILG-QFBILLFUSA-N 0.000 claims 1
- SBDKIMDTYGYSRR-RBUKOAKNSA-N 3-fluoro-n-[2-methyl-4-[(3r)-3-[[(2s)-2-methylpyrrolidin-1-yl]methyl]pyrrolidin-1-yl]phenyl]benzamide Chemical compound C[C@H]1CCCN1C[C@@H]1CN(C=2C=C(C)C(NC(=O)C=3C=C(F)C=CC=3)=CC=2)CC1 SBDKIMDTYGYSRR-RBUKOAKNSA-N 0.000 claims 1
- MIDVGCQBOUDVOU-UHFFFAOYSA-N 4-(1-acetylpiperidin-3-yl)-n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]benzamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3C=CC(=CC=3)C3CN(CCC3)C(C)=O)=CC=2)CC1 MIDVGCQBOUDVOU-UHFFFAOYSA-N 0.000 claims 1
- DKQIZBBOUKKSND-UHFFFAOYSA-N 4-(hydroxymethyl)-n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]benzamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3C=CC(CO)=CC=3)=CC=2)CC1 DKQIZBBOUKKSND-UHFFFAOYSA-N 0.000 claims 1
- JUTVIVDYDLACSP-UHFFFAOYSA-N 4-imidazol-1-yl-n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]benzamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3C=CC(=CC=3)N3C=NC=C3)=CC=2)CC1 JUTVIVDYDLACSP-UHFFFAOYSA-N 0.000 claims 1
- GTJIDFLZYALYBZ-VQTJNVASSA-N 5-fluoro-2-methyl-n-[2-methyl-4-[(3r)-3-[[(2s)-2-methylpyrrolidin-1-yl]methyl]pyrrolidin-1-yl]phenyl]benzamide Chemical compound C[C@H]1CCCN1C[C@@H]1CN(C=2C=C(C)C(NC(=O)C=3C(=CC=C(F)C=3)C)=CC=2)CC1 GTJIDFLZYALYBZ-VQTJNVASSA-N 0.000 claims 1
- WNAJVCZJSUGNGK-UHFFFAOYSA-N 5-methoxy-n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]-1h-indole-2-carboxamide Chemical compound C=1C2=CC(OC)=CC=C2NC=1C(=O)NC(C(=C1)C)=CC=C1N(C1)CCC1CN1CCCC1C WNAJVCZJSUGNGK-UHFFFAOYSA-N 0.000 claims 1
- HPWRTALUZAGHAC-UHFFFAOYSA-N 6-methoxy-n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]-1-benzofuran-2-carboxamide Chemical compound O1C2=CC(OC)=CC=C2C=C1C(=O)NC(C(=C1)C)=CC=C1N(C1)CCC1CN1CCCC1C HPWRTALUZAGHAC-UHFFFAOYSA-N 0.000 claims 1
- MQDCWGAMNFCVGK-UHFFFAOYSA-N 6-methyl-n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]-4-oxochromene-2-carboxamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3OC4=CC=C(C)C=C4C(=O)C=3)=CC=2)CC1 MQDCWGAMNFCVGK-UHFFFAOYSA-N 0.000 claims 1
- CBNPGIGVQJTMTP-UHFFFAOYSA-N 7-chloro-n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]-4-oxo-1h-quinoline-3-carboxamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3C(=C4C=CC(Cl)=CC4=NC=3)O)=CC=2)CC1 CBNPGIGVQJTMTP-UHFFFAOYSA-N 0.000 claims 1
- WHJTTWIMQIGVJK-UHFFFAOYSA-N 7-methyl-4-oxo-1h-1,8-naphthyridine-3-carboxylic acid Chemical compound N1C=C(C(O)=O)C(=O)C=2C1=NC(C)=CC=2 WHJTTWIMQIGVJK-UHFFFAOYSA-N 0.000 claims 1
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims 1
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 1
- FUCHFZJCZBCGQN-UHFFFAOYSA-N CC1CCCN1CC2CCN(C2)C3=C(C(=C(C(=C3)C)N4CC=CC(=C4)C5CCCN5C)NCCO)Cl Chemical compound CC1CCCN1CC2CCN(C2)C3=C(C(=C(C(=C3)C)N4CC=CC(=C4)C5CCCN5C)NCCO)Cl FUCHFZJCZBCGQN-UHFFFAOYSA-N 0.000 claims 1
- 208000019888 Circadian rhythm sleep disease Diseases 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 206010024264 Lethargy Diseases 0.000 claims 1
- 208000008705 Nocturnal Myoclonus Syndrome Diseases 0.000 claims 1
- 208000005793 Restless legs syndrome Diseases 0.000 claims 1
- 208000032140 Sleepiness Diseases 0.000 claims 1
- 206010041349 Somnolence Diseases 0.000 claims 1
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- LVPMIMZXDYBCDF-UHFFFAOYSA-N isocinchomeronic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)N=C1 LVPMIMZXDYBCDF-UHFFFAOYSA-N 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- LDVHVKUQVITEHD-VQTJNVASSA-N n-[2-methyl-4-[(3r)-3-[[(2s)-2-methylpyrrolidin-1-yl]methyl]pyrrolidin-1-yl]phenyl]cyclohexanecarboxamide Chemical compound C[C@H]1CCCN1C[C@@H]1CN(C=2C=C(C)C(NC(=O)C3CCCCC3)=CC=2)CC1 LDVHVKUQVITEHD-VQTJNVASSA-N 0.000 claims 1
- PGMSQXCSQIDOIK-ZWKOTPCHSA-N n-[2-methyl-4-[(3r)-3-[[(2s)-2-methylpyrrolidin-1-yl]methyl]pyrrolidin-1-yl]phenyl]furan-3-carboxamide Chemical compound C[C@H]1CCCN1C[C@@H]1CN(C=2C=C(C)C(NC(=O)C3=COC=C3)=CC=2)CC1 PGMSQXCSQIDOIK-ZWKOTPCHSA-N 0.000 claims 1
- YVUVBYIJLGSONB-UHFFFAOYSA-N n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]-1,3-benzodioxole-5-carboxamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3C=C4OCOC4=CC=3)=CC=2)CC1 YVUVBYIJLGSONB-UHFFFAOYSA-N 0.000 claims 1
- MOLASSDTWOISGN-UHFFFAOYSA-N n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]-1h-indole-6-carboxamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3C=C4NC=CC4=CC=3)=CC=2)CC1 MOLASSDTWOISGN-UHFFFAOYSA-N 0.000 claims 1
- QGSSYCAXPLSKOO-UHFFFAOYSA-N n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]-2,3-dihydro-1-benzofuran-5-carboxamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3C=C4CCOC4=CC=3)=CC=2)CC1 QGSSYCAXPLSKOO-UHFFFAOYSA-N 0.000 claims 1
- FKNQXFIMZSMBLL-UHFFFAOYSA-N n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]-4-(3-methyl-5-oxo-4h-pyrazol-1-yl)benzamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3C=CC(=CC=3)N3C(CC(C)=N3)=O)=CC=2)CC1 FKNQXFIMZSMBLL-UHFFFAOYSA-N 0.000 claims 1
- JFCIRXKCYXZKKC-UHFFFAOYSA-N n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]-6-(phenylmethoxymethyl)pyridine-3-carboxamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3C=NC(COCC=4C=CC=CC=4)=CC=3)=CC=2)CC1 JFCIRXKCYXZKKC-UHFFFAOYSA-N 0.000 claims 1
- FKPVLOBWGQUIAM-UHFFFAOYSA-N n-[2-methyl-4-[3-[(2-methylpyrrolidin-1-yl)methyl]pyrrolidin-1-yl]phenyl]-6-pyrrol-1-ylpyridine-3-carboxamide Chemical compound CC1CCCN1CC1CN(C=2C=C(C)C(NC(=O)C=3C=NC(=CC=3)N3C=CC=C3)=CC=2)CC1 FKPVLOBWGQUIAM-UHFFFAOYSA-N 0.000 claims 1
- 201000003631 narcolepsy Diseases 0.000 claims 1
- 208000001797 obstructive sleep apnea Diseases 0.000 claims 1
- 208000023515 periodic limb movement disease Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 208000019116 sleep disease Diseases 0.000 claims 1
- 208000020685 sleep-wake disease Diseases 0.000 claims 1
- 230000037321 sleepiness Effects 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US98060207P | 2007-10-17 | 2007-10-17 | |
| US60/980,602 | 2007-10-17 | ||
| PCT/US2008/079758 WO2009052063A1 (en) | 2007-10-17 | 2008-10-14 | Substituted n-phenyl-pyrrolidinylmethylpyrrolidine amides and therapeutic use thereof as histamine h3 receptor modulators |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011500694A JP2011500694A (ja) | 2011-01-06 |
| JP2011500694A5 true JP2011500694A5 (enExample) | 2011-11-24 |
| JP5377504B2 JP5377504B2 (ja) | 2013-12-25 |
Family
ID=40137955
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010530050A Expired - Fee Related JP5377504B2 (ja) | 2007-10-17 | 2008-10-14 | 置換されたｎ−フェニル−ピロリジニルメチルピロリジンアミドおよびその治療的用途 |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US8227504B2 (enExample) |
| EP (1) | EP2205558B1 (enExample) |
| JP (1) | JP5377504B2 (enExample) |
| KR (1) | KR20100092443A (enExample) |
| CN (1) | CN101903342B (enExample) |
| AU (1) | AU2008312636B2 (enExample) |
| BR (1) | BRPI0818766A2 (enExample) |
| CA (1) | CA2702834C (enExample) |
| DK (1) | DK2205558T3 (enExample) |
| ES (1) | ES2392122T3 (enExample) |
| IL (1) | IL205000A0 (enExample) |
| MA (1) | MA31857B1 (enExample) |
| MX (1) | MX2010004003A (enExample) |
| MY (1) | MY150210A (enExample) |
| NZ (1) | NZ584691A (enExample) |
| PT (1) | PT2205558E (enExample) |
| RU (1) | RU2477721C2 (enExample) |
| WO (1) | WO2009052063A1 (enExample) |
| ZA (1) | ZA201002113B (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE525351T1 (de) | 2007-10-17 | 2011-10-15 | Sanofi Sa | Substituierte n-phenyl- bipyrrolidincarbonsäureamide und deren therapeutische verwendung |
| CA2702482C (en) | 2007-10-17 | 2012-11-27 | Sanofi-Aventis | Substituted n-phenyl-bipyrrolidine carboxamides and therapeutic use thereof |
| PL2215058T3 (pl) | 2007-10-17 | 2012-04-30 | Sanofi Sa | Podstawione N-fenylo-bipirolidynomoczniki oraz ich zastosowanie terapeutyczne |
| AR074467A1 (es) | 2008-12-05 | 2011-01-19 | Sanofi Aventis | Tetrahidropiran espiro pirrolidinonas y piperidinonas sustituidas, composiciones farmaceuticas que las contienen y uso de las mismas en el tratamiento y/o prevencion de enfermedades del snc ,tales como alzheimer y parkinson, entre otras. |
| AR074466A1 (es) * | 2008-12-05 | 2011-01-19 | Sanofi Aventis | Piperidina espiro pirrolidinona y piperidinona sustituidas y su uso terapeutico en enfermedades mediadas por la modulacion de los receptores h3. |
| EP2569294B1 (en) | 2010-05-11 | 2015-03-11 | Sanofi | Substituted n-heteroaryl bipyrrolidine carboxamides, preparation and therapeutic use thereof |
| WO2011143145A1 (en) | 2010-05-11 | 2011-11-17 | Sanofi | Substituted n-alkyl and n-acyl tetrahydro-isoquinoline derivatives, preparation and therapeutic use thereof |
| EP2569280B1 (en) | 2010-05-11 | 2015-02-25 | Sanofi | Substituted phenyl cycloalkyl pyrrolidine (piperidine) spirolactams and amides, preparation and therapeutic use thereof |
| TW201206444A (en) | 2010-05-11 | 2012-02-16 | Sanofi Aventis | Substituted N-heteroaryl tetrahydro-isoquinoline derivatives, preparation and therapeutic use thereof |
| TW201202251A (en) | 2010-05-11 | 2012-01-16 | Sanofi Aventis | Substituted N-heteroaryl spirolactam bipyrrolidines, preparation and therapeutic use thereof |
| JP2013529198A (ja) | 2010-05-11 | 2013-07-18 | サノフイ | 置換されたｎ−ヘテロシクロアルキルビピロリジニルフェニルアミド誘導体、その製造及び治療上の使用 |
| RU2562461C1 (ru) * | 2014-04-30 | 2015-09-10 | Федеральное государственное бюджетное учреждение науки Новосибирский институт органической химии им. Н.Н. Ворожцова Сибирского отделения Российской академии наук (НИОХ СО РАН) | Спин-меченое производное кинуренина и способ его получения |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PE20020507A1 (es) * | 2000-10-17 | 2002-06-25 | Schering Corp | Compuestos no-imidazoles como antagonistas del receptor histamina h3 |
| JP2006505590A (ja) * | 2002-10-23 | 2006-02-16 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | ヒスタミンｈ３受容体調節物質としてのフェニルピペリジンおよびフェニルピロリジン |
| DE10306250A1 (de) * | 2003-02-14 | 2004-09-09 | Aventis Pharma Deutschland Gmbh | Substituierte N-Arylheterozyklen, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| US7223788B2 (en) * | 2003-02-14 | 2007-05-29 | Sanofi-Aventis Deutschland Gmbh | Substituted N-aryl heterocycles, process for their preparation and their use as medicaments |
| MX2007011374A (es) * | 2005-03-17 | 2007-11-23 | Lilly Co Eli | Derivados de pirrolidina como antagonistas del receptor histamina h3. |
| CN101151244B (zh) * | 2005-04-01 | 2014-09-03 | 伊莱利利公司 | 组胺h3受体活性剂、制备和治疗用途 |
| JP5193033B2 (ja) * | 2005-07-01 | 2013-05-08 | イーライ リリー アンド カンパニー | ヒスタミンｈ３受容体薬剤、製剤及び治療的使用 |
| WO2007048595A1 (en) * | 2005-10-27 | 2007-05-03 | Ucb Pharma, S.A. | Compounds comprising a lactam or a lactam derivative moiety, processes for making them, and their uses |
| CN101384583A (zh) * | 2006-02-15 | 2009-03-11 | 塞诺菲-安万特股份有限公司 | 氮杂环基-取代的芳基二氢异喹啉酮、它们的制备方法和它们作为药物的用途 |
| ATE525351T1 (de) | 2007-10-17 | 2011-10-15 | Sanofi Sa | Substituierte n-phenyl- bipyrrolidincarbonsäureamide und deren therapeutische verwendung |
| CA2702482C (en) * | 2007-10-17 | 2012-11-27 | Sanofi-Aventis | Substituted n-phenyl-bipyrrolidine carboxamides and therapeutic use thereof |
| PL2215058T3 (pl) * | 2007-10-17 | 2012-04-30 | Sanofi Sa | Podstawione N-fenylo-bipirolidynomoczniki oraz ich zastosowanie terapeutyczne |
-
2008
- 2008-10-14 WO PCT/US2008/079758 patent/WO2009052063A1/en not_active Ceased
- 2008-10-14 NZ NZ584691A patent/NZ584691A/en not_active IP Right Cessation
- 2008-10-14 RU RU2010119530/04A patent/RU2477721C2/ru not_active IP Right Cessation
- 2008-10-14 BR BRPI0818766 patent/BRPI0818766A2/pt not_active IP Right Cessation
- 2008-10-14 CA CA2702834A patent/CA2702834C/en not_active Expired - Fee Related
- 2008-10-14 DK DK08839706.2T patent/DK2205558T3/da active
- 2008-10-14 PT PT08839706T patent/PT2205558E/pt unknown
- 2008-10-14 MX MX2010004003A patent/MX2010004003A/es active IP Right Grant
- 2008-10-14 EP EP08839706A patent/EP2205558B1/en active Active
- 2008-10-14 KR KR1020107010710A patent/KR20100092443A/ko not_active Ceased
- 2008-10-14 MY MYPI2010001275A patent/MY150210A/en unknown
- 2008-10-14 AU AU2008312636A patent/AU2008312636B2/en not_active Ceased
- 2008-10-14 ES ES08839706T patent/ES2392122T3/es active Active
- 2008-10-14 CN CN2008801212575A patent/CN101903342B/zh not_active Expired - Fee Related
- 2008-10-14 JP JP2010530050A patent/JP5377504B2/ja not_active Expired - Fee Related
-
2010
- 2010-03-15 US US12/724,044 patent/US8227504B2/en not_active Expired - Fee Related
- 2010-03-25 ZA ZA2010/02113A patent/ZA201002113B/en unknown
- 2010-04-11 IL IL205000A patent/IL205000A0/en unknown
- 2010-05-17 MA MA32849A patent/MA31857B1/fr unknown