JP2004506718A5 - - Google Patents
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- Publication number
- JP2004506718A5 JP2004506718A5 JP2002521200A JP2002521200A JP2004506718A5 JP 2004506718 A5 JP2004506718 A5 JP 2004506718A5 JP 2002521200 A JP2002521200 A JP 2002521200A JP 2002521200 A JP2002521200 A JP 2002521200A JP 2004506718 A5 JP2004506718 A5 JP 2004506718A5
- Authority
- JP
- Japan
- Prior art keywords
- trifluoromethyl
- methyl
- lower alkyl
- bis
- compound
- 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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- 150000001875 compounds Chemical class 0.000 claims 40
- 125000000217 alkyl group Chemical group 0.000 claims 39
- -1 cyano, hydroxy Chemical group 0.000 claims 32
- 229910052736 halogen Chemical group 0.000 claims 28
- 150000002367 halogens Chemical group 0.000 claims 28
- 229910052739 hydrogen Inorganic materials 0.000 claims 22
- 239000001257 hydrogen Substances 0.000 claims 22
- 125000003545 alkoxy group Chemical group 0.000 claims 21
- 125000001424 substituent group Chemical group 0.000 claims 19
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 18
- 150000002431 hydrogen Chemical class 0.000 claims 15
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 14
- 125000003118 aryl group Chemical group 0.000 claims 12
- 125000005842 heteroatom Chemical group 0.000 claims 8
- 229910052760 oxygen Inorganic materials 0.000 claims 8
- 229910052717 sulfur Inorganic materials 0.000 claims 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims 7
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 102000002002 Neurokinin-1 Receptors Human genes 0.000 claims 3
- 108010040718 Neurokinin-1 Receptors Proteins 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 239000002464 receptor antagonist Substances 0.000 claims 3
- 229940044551 receptor antagonist Drugs 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 229910052740 iodine Inorganic materials 0.000 claims 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 2
- NTRWOBLKEGTRRZ-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n,2-dimethyl-n-[4-(2-methylphenyl)-6-(3-oxomorpholin-4-yl)pyridin-3-yl]propanamide Chemical compound C=1N=C(N2C(COCC2)=O)C=C(C=2C(=CC=CC=2)C)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 NTRWOBLKEGTRRZ-UHFFFAOYSA-N 0.000 claims 1
- POYFDVRKSTZYLN-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[4-(2-chlorophenyl)-6-(3-oxomorpholin-4-yl)pyridin-3-yl]-n,2-dimethylpropanamide Chemical compound C=1N=C(N2C(COCC2)=O)C=C(C=2C(=CC=CC=2)Cl)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 POYFDVRKSTZYLN-UHFFFAOYSA-N 0.000 claims 1
- MZHINWSDMUFLTK-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[4-(2-chlorophenyl)-6-[hydroxy(2-hydroxyethyl)amino]pyridin-3-yl]-n,2-dimethylpropanamide Chemical compound C=1N=C(N(O)CCO)C=C(C=2C(=CC=CC=2)Cl)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 MZHINWSDMUFLTK-UHFFFAOYSA-N 0.000 claims 1
- DJHXZQUFUCQSCF-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[6-(2,5-dioxopyrrolidin-1-yl)-4-(2-methylphenyl)pyridin-3-yl]-n,2-dimethylpropanamide Chemical compound C=1N=C(N2C(CCC2=O)=O)C=C(C=2C(=CC=CC=2)C)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 DJHXZQUFUCQSCF-UHFFFAOYSA-N 0.000 claims 1
- PNXNHPPZWZQPFC-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[6-(3-hydroxyprop-1-ynyl)-4-(2-methylphenyl)pyridin-3-yl]-n,2-dimethylpropanamide Chemical compound C=1N=C(C#CCO)C=C(C=2C(=CC=CC=2)C)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 PNXNHPPZWZQPFC-UHFFFAOYSA-N 0.000 claims 1
- QZOBMOMOIREETP-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[6-(3-methoxyphenyl)sulfinyl-4-(2-methylphenyl)pyridin-3-yl]-n,2-dimethylpropanamide Chemical compound COC1=CC=CC(S(=O)C=2N=CC(=C(C=2)C=2C(=CC=CC=2)C)N(C)C(=O)C(C)(C)C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)=C1 QZOBMOMOIREETP-UHFFFAOYSA-N 0.000 claims 1
- YWVBYGXNNDSQKE-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[6-[(2-hydroxyacetyl)-methylamino]-4-(2-methylphenyl)pyridin-3-yl]-n,2-dimethylpropanamide Chemical compound C1=NC(N(C(=O)CO)C)=CC(C=2C(=CC=CC=2)C)=C1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 YWVBYGXNNDSQKE-UHFFFAOYSA-N 0.000 claims 1
- VKGSYQPDZZEVBT-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[6-[(2-hydroxyacetyl)amino]-4-(2-methylphenyl)pyridin-3-yl]-n,2-dimethylpropanamide Chemical compound C=1N=C(NC(=O)CO)C=C(C=2C(=CC=CC=2)C)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 VKGSYQPDZZEVBT-UHFFFAOYSA-N 0.000 claims 1
- MFAORAGGPFAHFN-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[6-[3-(hydroxymethyl)-1,2-oxazol-5-yl]-4-(2-methylphenyl)pyridin-3-yl]-n,2-dimethylpropanamide Chemical compound C=1N=C(C=2ON=C(CO)C=2)C=C(C=2C(=CC=CC=2)C)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 MFAORAGGPFAHFN-UHFFFAOYSA-N 0.000 claims 1
- VPNPPLSEBWZMKS-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[6-[hydroxy(2-hydroxyethyl)amino]-4-(2-methylphenyl)pyridin-3-yl]-n,2-dimethylpropanamide Chemical compound C=1N=C(N(O)CCO)C=C(C=2C(=CC=CC=2)C)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 VPNPPLSEBWZMKS-UHFFFAOYSA-N 0.000 claims 1
- IZARTJCIZPLVHO-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[6-chloro-4-(2-methylphenyl)pyridin-3-yl]-n,2-dimethylpropanamide Chemical compound C=1N=C(Cl)C=C(C=2C(=CC=CC=2)C)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 IZARTJCIZPLVHO-UHFFFAOYSA-N 0.000 claims 1
- YULOPNYEHDHEAK-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[6-ethynyl-4-(2-methylphenyl)pyridin-3-yl]-n,2-dimethylpropanamide Chemical compound C=1N=C(C#C)C=C(C=2C(=CC=CC=2)C)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 YULOPNYEHDHEAK-UHFFFAOYSA-N 0.000 claims 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 1
- UTGQQKFIXUWNSS-UHFFFAOYSA-N 6-(3-aminoprop-1-ynyl)-n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-n-methyl-4-(2-methylphenyl)pyridine-3-carboxamide Chemical compound C=1N=C(C#CCN)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 UTGQQKFIXUWNSS-UHFFFAOYSA-N 0.000 claims 1
- MEPJOJIYUPXTTQ-UHFFFAOYSA-N 6-(5-acetylthiophen-2-yl)-n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-n-methyl-4-(2-methylphenyl)pyridine-3-carboxamide Chemical compound C=1N=C(C=2SC(=CC=2)C(C)=O)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 MEPJOJIYUPXTTQ-UHFFFAOYSA-N 0.000 claims 1
- CXOKJILUPIJZNP-UHFFFAOYSA-N [2-[[5-[[2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl]-methylamino]-4-(2-methylphenyl)pyridin-2-yl]amino]-2-oxoethyl] acetate Chemical compound C=1N=C(NC(=O)COC(C)=O)C=C(C=2C(=CC=CC=2)C)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 CXOKJILUPIJZNP-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- WGMLDBIHZUKJDK-UHFFFAOYSA-N methyl 5-[[3,5-bis(trifluoromethyl)phenyl]methyl-methylcarbamoyl]-4-(2-methylphenyl)pyridine-2-carboxylate Chemical compound C1=NC(C(=O)OC)=CC(C=2C(=CC=CC=2)C)=C1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 WGMLDBIHZUKJDK-UHFFFAOYSA-N 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- DNTPKVMGIAQUHB-UHFFFAOYSA-N n-[5-[[2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl]-methylamino]-4-(2-methylphenyl)pyridin-2-yl]-n-(cyclopropanecarbonyl)cyclopropanecarboxamide Chemical compound C=1N=C(N(C(=O)C2CC2)C(=O)C2CC2)C=C(C=2C(=CC=CC=2)C)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 DNTPKVMGIAQUHB-UHFFFAOYSA-N 0.000 claims 1
- TWTBZPPWONNSJG-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-6-(2-hydroxyethylsulfinylmethyl)-n-methyl-4-(2-methylphenyl)pyridine-3-carboxamide Chemical compound C=1N=C(CS(=O)CCO)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 TWTBZPPWONNSJG-UHFFFAOYSA-N 0.000 claims 1
- AHOSRDROAZBLDX-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-6-(3-hydroxypropoxy)-n-methyl-4-(2-methylphenyl)pyridine-3-carboxamide Chemical compound C=1N=C(OCCCO)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 AHOSRDROAZBLDX-UHFFFAOYSA-N 0.000 claims 1
- FLQMVDRONZBQJR-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-6-(cyanomethyl)-n-methyl-4-(2-methylphenyl)pyridine-3-carboxamide Chemical compound C=1N=C(CC#N)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 FLQMVDRONZBQJR-UHFFFAOYSA-N 0.000 claims 1
- UIVMYEZJWVDITM-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-6-(hydroxymethyl)-n-methyl-4-(2-methylphenyl)pyridine-3-carboxamide Chemical compound C=1N=C(CO)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 UIVMYEZJWVDITM-UHFFFAOYSA-N 0.000 claims 1
- BOMJIRPTWVYTER-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-6-[4-(2-hydroxyacetyl)piperazin-1-yl]-n-methyl-4-(2-methylphenyl)pyridine-3-carboxamide Chemical compound C=1N=C(N2CCN(CC2)C(=O)CO)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 BOMJIRPTWVYTER-UHFFFAOYSA-N 0.000 claims 1
- HNZXVWBAYFGNJK-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-6-[4-(hydroxymethyl)phenyl]-n-methyl-4-(2-methylphenyl)pyridine-3-carboxamide Chemical compound C=1N=C(C=2C=CC(CO)=CC=2)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 HNZXVWBAYFGNJK-UHFFFAOYSA-N 0.000 claims 1
- DDXRSSAMBKGDNC-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-6-chloro-n-methyl-4-(2-methylphenyl)pyridine-3-carboxamide Chemical compound C=1N=C(Cl)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 DDXRSSAMBKGDNC-UHFFFAOYSA-N 0.000 claims 1
- OKFQQNPPMKCZAH-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-6-iodo-n-methyl-4-(2-methylphenyl)pyridine-3-carboxamide Chemical compound C=1N=C(I)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 OKFQQNPPMKCZAH-UHFFFAOYSA-N 0.000 claims 1
- OYRZRULYKQBKPJ-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-n-methyl-4-(2-methylphenyl)-6-(1,2,3,6-tetrahydropyridin-4-yl)pyridine-3-carboxamide Chemical compound C=1N=C(C=2CCNCC=2)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 OYRZRULYKQBKPJ-UHFFFAOYSA-N 0.000 claims 1
- QICGGICZLHPDGZ-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-n-methyl-4-(2-methylphenyl)-6-(2-methylpyridin-4-yl)pyridine-3-carboxamide Chemical compound C=1N=C(C=2C=C(C)N=CC=2)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 QICGGICZLHPDGZ-UHFFFAOYSA-N 0.000 claims 1
- CMZFMMQINFTXMB-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-n-methyl-4-(2-methylphenyl)-6-pyridin-2-ylsulfinylpyridine-3-carboxamide Chemical compound C=1N=C(S(=O)C=2N=CC=CC=2)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 CMZFMMQINFTXMB-UHFFFAOYSA-N 0.000 claims 1
- KXGXHJWTQFOKTP-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-n-methyl-4-(2-methylphenyl)-6-pyridin-2-ylsulfonylpyridine-3-carboxamide Chemical compound C=1N=C(S(=O)(=O)C=2N=CC=CC=2)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 KXGXHJWTQFOKTP-UHFFFAOYSA-N 0.000 claims 1
- XZJJEHBEFLIGCW-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-n-methyl-4-(2-methylphenyl)-6-pyridin-4-ylpyridine-3-carboxamide Chemical compound C=1N=C(C=2C=CN=CC=2)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 XZJJEHBEFLIGCW-UHFFFAOYSA-N 0.000 claims 1
- XIVWYJQCGCJDBA-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-n-methyl-6-[(1-methylimidazol-2-yl)sulfanylmethyl]-4-(2-methylphenyl)pyridine-3-carboxamide Chemical compound C=1N=C(CSC=2N(C=CN=2)C)C=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 XIVWYJQCGCJDBA-UHFFFAOYSA-N 0.000 claims 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00117003 | 2000-08-08 | ||
| PCT/EP2001/008686 WO2002016324A1 (en) | 2000-08-08 | 2001-07-27 | 4-phenyl-pyridine derivatives as neurokinin-1 receptor antagonists |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004506718A JP2004506718A (ja) | 2004-03-04 |
| JP2004506718A5 true JP2004506718A5 (OSRAM) | 2005-03-03 |
| JP4053877B2 JP4053877B2 (ja) | 2008-02-27 |
Family
ID=8169466
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002521200A Expired - Lifetime JP4053877B2 (ja) | 2000-08-08 | 2001-07-27 | ４−フェニル−ピリジン誘導体 |
Country Status (36)
| Country | Link |
|---|---|
| US (1) | US6770637B2 (OSRAM) |
| EP (1) | EP1309559B1 (OSRAM) |
| JP (1) | JP4053877B2 (OSRAM) |
| KR (1) | KR100518201B1 (OSRAM) |
| CN (1) | CN1293056C (OSRAM) |
| AR (1) | AR030324A1 (OSRAM) |
| AT (1) | ATE328871T1 (OSRAM) |
| AU (2) | AU1211802A (OSRAM) |
| BR (1) | BR0113173A (OSRAM) |
| CA (1) | CA2418868C (OSRAM) |
| CZ (1) | CZ2003684A3 (OSRAM) |
| DE (1) | DE60120419T2 (OSRAM) |
| DK (1) | DK1309559T3 (OSRAM) |
| EC (1) | ECSP034475A (OSRAM) |
| ES (1) | ES2264706T3 (OSRAM) |
| GT (1) | GT200100160A (OSRAM) |
| HR (1) | HRP20030055A2 (OSRAM) |
| HU (1) | HUP0301671A3 (OSRAM) |
| IL (2) | IL154079A0 (OSRAM) |
| JO (1) | JO2371B1 (OSRAM) |
| MA (1) | MA27680A1 (OSRAM) |
| MX (1) | MXPA03001143A (OSRAM) |
| MY (1) | MY128993A (OSRAM) |
| NO (1) | NO324841B1 (OSRAM) |
| NZ (1) | NZ523751A (OSRAM) |
| PA (1) | PA8524401A1 (OSRAM) |
| PE (1) | PE20020332A1 (OSRAM) |
| PL (1) | PL359849A1 (OSRAM) |
| PT (1) | PT1309559E (OSRAM) |
| RU (1) | RU2277087C2 (OSRAM) |
| SI (1) | SI1309559T1 (OSRAM) |
| TW (1) | TWI259180B (OSRAM) |
| UY (1) | UY26872A1 (OSRAM) |
| WO (1) | WO2002016324A1 (OSRAM) |
| YU (1) | YU8703A (OSRAM) |
| ZA (1) | ZA200300614B (OSRAM) |
Families Citing this family (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT1103545E (pt) * | 1999-11-29 | 2004-03-31 | Hoffmann La Roche | 2-(3,5-bis-trifluorometil-fenil)-n-metil-n-(6-morfolin-4-il-4-o-totil-piridin-3-il)-isobutiramida |
| EP1688408A3 (en) * | 2002-08-08 | 2007-08-22 | Amgen, Inc | Vanilloid receptor ligands and their use in treatments |
| JP4555082B2 (ja) | 2002-08-08 | 2010-09-29 | アムジエン・インコーポレーテツド | バニロイド受容体リガンドおよびそれの治療での使用 |
| JP2007521276A (ja) * | 2003-06-25 | 2007-08-02 | スミスクライン・ビーチャム・コーポレイション | Ｎｋ−２およびｎｋ−３として用いるための４−カルボキサミドキノリン誘導体 |
| JP4490421B2 (ja) * | 2003-07-03 | 2010-06-23 | エフ．ホフマン−ラ ロシュ アーゲー | 統合失調症を処置するデュアルｎｋ１／ｎｋ３アンタゴニスト |
| AU2005212438A1 (en) | 2004-02-11 | 2005-08-25 | Amgen Inc. | Vanilloid receptor ligands and their use in treatments |
| MY139645A (en) | 2004-02-11 | 2009-10-30 | Amgen Inc | Vanilloid receptor ligands and their use in treatments |
| CN1997371A (zh) * | 2004-07-06 | 2007-07-11 | 泽农医药公司 | 烟酰胺衍生物及其作为治疗剂的用途 |
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