JP2010534647A5 - - Google Patents
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- Publication number
- JP2010534647A5 JP2010534647A5 JP2010517536A JP2010517536A JP2010534647A5 JP 2010534647 A5 JP2010534647 A5 JP 2010534647A5 JP 2010517536 A JP2010517536 A JP 2010517536A JP 2010517536 A JP2010517536 A JP 2010517536A JP 2010534647 A5 JP2010534647 A5 JP 2010534647A5
- Authority
- JP
- Japan
- Prior art keywords
- thiazole
- methyl
- azabicyclo
- ylmethyl
- octane
- 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.)
- Pending
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- 125000001424 substituent group Chemical group 0.000 claims 21
- 125000000217 alkyl group Chemical group 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 13
- 150000003839 salts Chemical class 0.000 claims 13
- 125000003118 aryl group Chemical group 0.000 claims 10
- 125000000623 heterocyclic group Chemical group 0.000 claims 9
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- -1 imidazo [2,1-b] thiazolyl Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 239000004480 active ingredient Substances 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000000597 dioxinyl group Chemical group 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- CHDSHBWEGSCEDX-UHFFFAOYSA-N 2,3-dihydro-1-benzofuran-4-carboxylic acid Chemical compound OC(=O)C1=CC=CC2=C1CCO2 CHDSHBWEGSCEDX-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 208000012902 Nervous system disease Diseases 0.000 claims 1
- 208000025966 Neurological disease Diseases 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000005605 benzo group Chemical group 0.000 claims 1
- 229910052801 chlorine Chemical group 0.000 claims 1
- 239000000460 chlorine Chemical group 0.000 claims 1
- 208000010877 cognitive disease Diseases 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 230000035622 drinking Effects 0.000 claims 1
- 230000007937 eating Effects 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Chemical group 0.000 claims 1
- 230000003340 mental effect Effects 0.000 claims 1
- MHVSOGIDKPXDDB-ONTIZHBOSA-N n-[[(2s,3as,6as)-1-(2-cyclopropyl-5-phenyl-1,3-thiazole-4-carbonyl)-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-1,2-benzoxazole-3-carboxamide Chemical compound N1([C@H]2CCC[C@H]2C[C@H]1CNC(=O)C=1C2=CC=CC=C2ON=1)C(=O)C=1N=C(C2CC2)SC=1C1=CC=CC=C1 MHVSOGIDKPXDDB-ONTIZHBOSA-N 0.000 claims 1
- OTTMEKXDJSZAIX-HFMPRLQTSA-N n-[[(2s,3as,6as)-1-(2-cyclopropyl-5-phenyl-1,3-thiazole-4-carbonyl)-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound N1([C@H]2CCC[C@H]2C[C@H]1CNC(=O)C=1C=2CCOC=2C=CC=1)C(=O)C=1N=C(C2CC2)SC=1C1=CC=CC=C1 OTTMEKXDJSZAIX-HFMPRLQTSA-N 0.000 claims 1
- IHFMBXBZXXTVQP-JTAQYXEDSA-N n-[[(2s,3as,6as)-1-(2-methyl-5-phenyl-1,3-thiazole-4-carbonyl)-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC=C1 IHFMBXBZXXTVQP-JTAQYXEDSA-N 0.000 claims 1
- OJJOZHOOORWXLU-FHWLQOOXSA-N n-[[(2s,3as,6as)-1-[2-amino-5-(4-methylphenyl)-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound N1([C@H]2CCC[C@H]2C[C@H]1CNC(=O)C=1N2C=CSC2=NC=1C)C(=O)C=1N=C(N)SC=1C1=CC=C(C)C=C1 OJJOZHOOORWXLU-FHWLQOOXSA-N 0.000 claims 1
- BYQISEBZCATOTP-JBACZVJFSA-N n-[[(2s,3as,6as)-1-[2-cyclopropyl-5-(4-fluorophenyl)-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound N1([C@H]2CCC[C@H]2C[C@H]1CNC(=O)C=1N2C=CSC2=NC=1C)C(=O)C=1N=C(C2CC2)SC=1C1=CC=C(F)C=C1 BYQISEBZCATOTP-JBACZVJFSA-N 0.000 claims 1
- MKOOSJHWTKSGGN-YYWHXJBOSA-N n-[[(2s,3as,6as)-1-[2-cyclopropyl-5-[3-(trifluoromethyl)phenyl]-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound N1([C@H]2CCC[C@H]2C[C@H]1CNC(=O)C=1N2C=CSC2=NC=1C)C(=O)C=1N=C(C2CC2)SC=1C1=CC=CC(C(F)(F)F)=C1 MKOOSJHWTKSGGN-YYWHXJBOSA-N 0.000 claims 1
- XKTNIQYJNLZQST-PTLVVNQVSA-N n-[[(2s,3as,6as)-1-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC(C)=C1 XKTNIQYJNLZQST-PTLVVNQVSA-N 0.000 claims 1
- SLOBLIQJUATOMS-ONTIZHBOSA-N n-[[(2s,3as,6as)-1-[2-methyl-5-(4-methylphenyl)-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-1,2-benzoxazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C3=CC=CC=C3ON=2)=C1C1=CC=C(C)C=C1 SLOBLIQJUATOMS-ONTIZHBOSA-N 0.000 claims 1
- IEPRJAMZQWKVIP-ACRUOGEOSA-N n-[[(2s,3as,6as)-1-[2-methyl-5-(4-methylphenyl)-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=C(C)C=C1 IEPRJAMZQWKVIP-ACRUOGEOSA-N 0.000 claims 1
- UOGOAQDNTHKHQE-NYDSKATKSA-N n-[[(2s,3as,6as)-1-[2-methyl-5-[3-(trifluoromethyl)phenyl]-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC(C(F)(F)F)=C1 UOGOAQDNTHKHQE-NYDSKATKSA-N 0.000 claims 1
- NLZYZGYKMSDBCX-CEXJFXJFSA-N n-[[(2s,3as,6as)-1-[5-(3,4-dichlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(Cl)C(Cl)=C1 NLZYZGYKMSDBCX-CEXJFXJFSA-N 0.000 claims 1
- XMHDECCCYKDFFL-CEXJFXJFSA-N n-[[(2s,3as,6as)-1-[5-(3,4-difluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(F)C(F)=C1 XMHDECCCYKDFFL-CEXJFXJFSA-N 0.000 claims 1
- RVNJNVQNALAQCV-XTJBDQBJSA-N n-[[(2s,3as,6as)-1-[5-(3,4-dimethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(C)C(C)=C1 RVNJNVQNALAQCV-XTJBDQBJSA-N 0.000 claims 1
- VVVNENZVTHCPBD-XTJBDQBJSA-N n-[[(2s,3as,6as)-1-[5-(3,5-dimethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC(C)=CC(C)=C1 VVVNENZVTHCPBD-XTJBDQBJSA-N 0.000 claims 1
- AAKPRGKQSXOYMF-JTJYXVOQSA-N n-[[(2s,3as,6as)-1-[5-(3-acetamidophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound CC(=O)NC1=CC=CC(C2=C(N=C(C)S2)C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1 AAKPRGKQSXOYMF-JTJYXVOQSA-N 0.000 claims 1
- WSKYKBBQUQDPAU-CEXJFXJFSA-N n-[[(2s,3as,6as)-1-[5-(3-bromo-4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(F)C(Br)=C1 WSKYKBBQUQDPAU-CEXJFXJFSA-N 0.000 claims 1
- DOTCHYMEKCDVKK-LRQRDZAKSA-N n-[[(2s,3as,6as)-1-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-1,2-benzoxazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C3=CC=CC=C3ON=2)=C1C1=CC=CC(Cl)=C1 DOTCHYMEKCDVKK-LRQRDZAKSA-N 0.000 claims 1
- COJJWPSZHRAIPC-NYDSKATKSA-N n-[[(2s,3as,6as)-1-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC(Cl)=C1 COJJWPSZHRAIPC-NYDSKATKSA-N 0.000 claims 1
- TYJSGGWMHHXTRT-VDGAXYAQSA-N n-[[(2s,3as,6as)-1-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=CC(Cl)=C1 TYJSGGWMHHXTRT-VDGAXYAQSA-N 0.000 claims 1
- GBOFRAOTAREROM-LRQRDZAKSA-N n-[[(2s,3as,6as)-1-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-1,2-benzoxazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C3=CC=CC=C3ON=2)=C1C1=CC=CC(F)=C1 GBOFRAOTAREROM-LRQRDZAKSA-N 0.000 claims 1
- KCNYWMNZHUVRLE-NYDSKATKSA-N n-[[(2s,3as,6as)-1-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC(F)=C1 KCNYWMNZHUVRLE-NYDSKATKSA-N 0.000 claims 1
- UWZLSALRXPTWMD-VDGAXYAQSA-N n-[[(2s,3as,6as)-1-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=CC(F)=C1 UWZLSALRXPTWMD-VDGAXYAQSA-N 0.000 claims 1
- HDSGIWRRXTZDIQ-LEDOBFOHSA-N n-[[(2s,3as,6as)-1-[5-(4-bromophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(Br)C=C1 HDSGIWRRXTZDIQ-LEDOBFOHSA-N 0.000 claims 1
- JDOFJJCZRDUQQF-LEDOBFOHSA-N n-[[(2s,3as,6as)-1-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(F)C=C1 JDOFJJCZRDUQQF-LEDOBFOHSA-N 0.000 claims 1
- WXNQUUOIXDSYPW-IHPCNDPISA-N n-[[(2s,3as,6as)-1-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3,3a,4,5,6,6a-hexahydro-2h-cyclopenta[b]pyrrol-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@H]3CCC[C@H]3C[C@H]2CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=C(F)C=C1 WXNQUUOIXDSYPW-IHPCNDPISA-N 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 208000020016 psychiatric disease Diseases 0.000 claims 1
- 229940001470 psychoactive drug Drugs 0.000 claims 1
- 239000004089 psychotropic agent Substances 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 208000019116 sleep disease Diseases 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IB2007052991 | 2007-07-27 | ||
| PCT/IB2008/052989 WO2009016564A2 (en) | 2007-07-27 | 2008-07-25 | 2-aza-bicyclo[3.3.0]octane derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010534647A JP2010534647A (ja) | 2010-11-11 |
| JP2010534647A5 true JP2010534647A5 (enExample) | 2011-09-01 |
Family
ID=40174799
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010517536A Pending JP2010534647A (ja) | 2007-07-27 | 2008-07-25 | 2−アザ−ビシクロ[3.3.0]オクタン誘導体 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US8288429B2 (enExample) |
| EP (1) | EP2183246A2 (enExample) |
| JP (1) | JP2010534647A (enExample) |
| KR (1) | KR20100046047A (enExample) |
| CN (1) | CN101874028B (enExample) |
| AU (1) | AU2008281399A1 (enExample) |
| BR (1) | BRPI0814593A2 (enExample) |
| CA (1) | CA2693820A1 (enExample) |
| MA (1) | MA31593B1 (enExample) |
| NZ (1) | NZ583487A (enExample) |
| RU (1) | RU2478099C2 (enExample) |
| WO (1) | WO2009016564A2 (enExample) |
| ZA (1) | ZA201001434B (enExample) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2079690B1 (en) * | 2006-09-29 | 2010-09-15 | Actelion Pharmaceuticals Ltd. | 3-aza-bicyclo[3.1.0]hexane derivatives |
| WO2008065626A2 (en) | 2006-12-01 | 2008-06-05 | Actelion Pharmaceuticals Ltd | 3-heteroaryl (amino or amido)-1- (biphenyl or phenylthiazolyl) carbonylpiperidine derivativesas orexin receptor inhibitors |
| CL2007003827A1 (es) * | 2006-12-28 | 2008-09-26 | Actelion Pharmaceuticals Ltd | Compuestos derivados de n-(2-aza-biciclo(3.1.0)hex-3-ilmetil)amida; y su uso para prevenir o tratar la depresion, neurosis, esquizofrenia, ansiedad, adicciones, epilepsia, dolor, enfermedades cardiacas, entre otras. |
| CL2008000836A1 (es) * | 2007-03-26 | 2008-11-07 | Actelion Pharmaceuticals Ltd | Compuestos derivados de tiazolidina, antagonistas del receptor de orexina; composicion farmaceutica que los comprende; y su uso en el tratamiento de neurosis emocional, depresion grave, trastornos psicoticos, alzheimer, parkinson, dolor, entre otras. |
| US8030495B2 (en) | 2007-05-23 | 2011-10-04 | Coleman Paul J | Cyclopropyl pyrrolidine orexin receptor antagonists |
| CA2691373A1 (en) * | 2007-07-03 | 2009-01-08 | Actelion Pharmaceuticals Ltd | 3-aza-bicyclo[3.3.0]octane compounds |
| EP2207778A2 (en) * | 2007-09-24 | 2010-07-21 | Actelion Pharmaceuticals Ltd. | Pyrrolidines and piperidines as orexin receptor antagonists |
| NZ588080A (en) * | 2008-02-21 | 2012-04-27 | Actelion Pharmaceuticals Ltd | 2-Aza-bicyclo[2.2.1]heptane derivatives |
| CA2722347A1 (en) * | 2008-04-30 | 2009-11-05 | Actelion Pharmaceuticals Ltd | Piperidine and pyrrolidine compounds |
| AU2009305005A1 (en) * | 2008-10-14 | 2010-04-22 | Actelion Pharmaceuticals Ltd | Phenethylamide derivatives and their heterocyclic analogues |
| DK3093291T3 (da) | 2009-10-23 | 2019-07-29 | Janssen Pharmaceutica Nv | Disubstituerede octahy-dropyrrolo [3,4-c]pyrroler som orexinreceptormodulatorer |
| MX2012006909A (es) * | 2009-12-29 | 2012-07-10 | Suven Life Sciences Ltd | LIGANDOS DEL RECEPTOR NICOTINICO NEURONAL A4ß2 DE ACETILCOLINA. |
| EP2519519A4 (en) | 2009-12-30 | 2013-04-24 | Arqule Inc | Substituted Naphthalenyl-pyrimidine compounds |
| EP2811997B1 (en) | 2012-02-07 | 2018-04-11 | Eolas Therapeutics Inc. | Substituted prolines/piperidines as orexin receptor antagonists |
| US9440982B2 (en) | 2012-02-07 | 2016-09-13 | Eolas Therapeutics, Inc. | Substituted prolines/piperidines as orexin receptor antagonists |
| ITMI20120424A1 (it) | 2012-03-19 | 2013-09-20 | Rottapharm Spa | Composti chimici |
| LT2855453T (lt) | 2012-06-04 | 2017-02-27 | Actelion Pharmaceuticals Ltd. | Benzimidazolo prolino dariniai |
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-
2008
- 2008-07-25 NZ NZ583487A patent/NZ583487A/en not_active IP Right Cessation
- 2008-07-25 CN CN200880100389XA patent/CN101874028B/zh not_active Expired - Fee Related
- 2008-07-25 EP EP08789443A patent/EP2183246A2/en not_active Withdrawn
- 2008-07-25 WO PCT/IB2008/052989 patent/WO2009016564A2/en not_active Ceased
- 2008-07-25 AU AU2008281399A patent/AU2008281399A1/en not_active Abandoned
- 2008-07-25 BR BRPI0814593-8A2A patent/BRPI0814593A2/pt not_active IP Right Cessation
- 2008-07-25 US US12/670,823 patent/US8288429B2/en not_active Expired - Fee Related
- 2008-07-25 JP JP2010517536A patent/JP2010534647A/ja active Pending
- 2008-07-25 RU RU2010106854/04A patent/RU2478099C2/ru not_active IP Right Cessation
- 2008-07-25 KR KR1020107004524A patent/KR20100046047A/ko not_active Withdrawn
- 2008-07-25 CA CA2693820A patent/CA2693820A1/en not_active Abandoned
-
2010
- 2010-02-05 MA MA32589A patent/MA31593B1/fr unknown
- 2010-02-26 ZA ZA2010/01434A patent/ZA201001434B/en unknown
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