1-Biphenylmethylimidazole derivatives, their preparation and their therapeutic use
N-Phenylbenzyl imidazole derivs. of formula (I) and their pharmaceutically acceptable salts and esters are new. In (I), R1 = 1-6C alkyl or 3-6C alkenyl; R2 and R3 = H, 1-6C alkyl, 3-6C alkenyl, 3-10C cycloalkyl (opt. polycyclic), aryl(1-6C)alkyl, aryl or aryl fused to 3-10C cycloalkyl; R4 = H, 1-6C...
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Main Authors | , , , , , , |
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Format | Patent |
Language | English French German |
Published |
25.04.2001
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Edition | 7 |
Subjects | |
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Abstract | N-Phenylbenzyl imidazole derivs. of formula (I) and their pharmaceutically acceptable salts and esters are new. In (I), R1 = 1-6C alkyl or 3-6C alkenyl; R2 and R3 = H, 1-6C alkyl, 3-6C alkenyl, 3-10C cycloalkyl (opt. polycyclic), aryl(1-6C)alkyl, aryl or aryl fused to 3-10C cycloalkyl; R4 = H, 1-6C alkyl, 1-6C alkanoyl (opt. substd. by one or more halo or 1-6C alkoxy if other than formyl), 3-6C alkenoyl, arylcarbonyl, 1-6C alkoxycarbonyl, tetrahydropyranyl, tetrahydrothiopyranyl, tetrahydrothienyl or tetrahydrofuryl (these 4 opt. substd. by one or more halo or 1-6C alkoxy), SiRaRbRc, 1-6C alkoxymethyl, 1-6C alkoxy(1-6C)alkoxymethyl, halo(1-6C)alkoxymethyl, 1-6C alkyl substd. by at least one aryl, or 1-6C alkanoyl-oxymethoxycarbonyl; Ra, Rb and Rc = 1-6C alkyl or aryl, but not all aryl; R5 = COOH or CONR8R9; R8 and R9 = H, 1-6C alkyl (opt. substd. by at least one (a)) or together are 2-6C alkylene opt. substd. by at least one COOH or alkoxycarbonyl; R6 = H, 1-6C alkyl or alkoxy, or halo; R7 = COOH or tetrazol-5-yl; (a) = aryl, 5-6 membered heterocyclic with 1-4 N, O and/or S, halo, OH, 1-6C alkoxy, COOH, 1-6C alkoxycarbonyl, NH2 or acylamino (acyl = 1-6C alkanoyl or arylcarbonyl); aryl = 6-14C aromatic carbocyclic gp. opt. substd. by at least one of NO2, CN, halo, 6-10C carbocyclic aryl (unsubstd.), 1-6C alkyl or alkoxy, COOH, 1-6C alkoxy-carbonyl, or 1-3C alkylenedioxy or alkylidenedioxy. 23 Cpds. e.g. pivaloyloxymethyl (or (5-methyl-2-oxo -1,3-dioxolen-4-yl)methyl) 4-(1-hydroxy-1-methylethyl) -2-(ethyl, propyl or butyl)-1-(4-(2-tetrazol -5-yl)phenyl)phenyl)methylimidazole -5-carboxylate. |
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AbstractList | N-Phenylbenzyl imidazole derivs. of formula (I) and their pharmaceutically acceptable salts and esters are new. In (I), R1 = 1-6C alkyl or 3-6C alkenyl; R2 and R3 = H, 1-6C alkyl, 3-6C alkenyl, 3-10C cycloalkyl (opt. polycyclic), aryl(1-6C)alkyl, aryl or aryl fused to 3-10C cycloalkyl; R4 = H, 1-6C alkyl, 1-6C alkanoyl (opt. substd. by one or more halo or 1-6C alkoxy if other than formyl), 3-6C alkenoyl, arylcarbonyl, 1-6C alkoxycarbonyl, tetrahydropyranyl, tetrahydrothiopyranyl, tetrahydrothienyl or tetrahydrofuryl (these 4 opt. substd. by one or more halo or 1-6C alkoxy), SiRaRbRc, 1-6C alkoxymethyl, 1-6C alkoxy(1-6C)alkoxymethyl, halo(1-6C)alkoxymethyl, 1-6C alkyl substd. by at least one aryl, or 1-6C alkanoyl-oxymethoxycarbonyl; Ra, Rb and Rc = 1-6C alkyl or aryl, but not all aryl; R5 = COOH or CONR8R9; R8 and R9 = H, 1-6C alkyl (opt. substd. by at least one (a)) or together are 2-6C alkylene opt. substd. by at least one COOH or alkoxycarbonyl; R6 = H, 1-6C alkyl or alkoxy, or halo; R7 = COOH or tetrazol-5-yl; (a) = aryl, 5-6 membered heterocyclic with 1-4 N, O and/or S, halo, OH, 1-6C alkoxy, COOH, 1-6C alkoxycarbonyl, NH2 or acylamino (acyl = 1-6C alkanoyl or arylcarbonyl); aryl = 6-14C aromatic carbocyclic gp. opt. substd. by at least one of NO2, CN, halo, 6-10C carbocyclic aryl (unsubstd.), 1-6C alkyl or alkoxy, COOH, 1-6C alkoxy-carbonyl, or 1-3C alkylenedioxy or alkylidenedioxy. 23 Cpds. e.g. pivaloyloxymethyl (or (5-methyl-2-oxo -1,3-dioxolen-4-yl)methyl) 4-(1-hydroxy-1-methylethyl) -2-(ethyl, propyl or butyl)-1-(4-(2-tetrazol -5-yl)phenyl)phenyl)methylimidazole -5-carboxylate. |
Author | SHIMOJI, YASUO KOIKE, HIROYUKI KANAZAKI, TAKURO YANAGISAWA, HIROAKI AMEMIYA, YOSHIYA SADA, TOSHIO FUJIMOTO, KOICHI |
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DocumentTitleAlternate | 1-Biphenylimidazolderivate, Verfahren zu deren Herstellung und deren therapeutische Anwendung Dérivés de 1-biphénylimidazole, leur préparation et leur utilisation thérapeutique |
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Snippet | N-Phenylbenzyl imidazole derivs. of formula (I) and their pharmaceutically acceptable salts and esters are new. In (I), R1 = 1-6C alkyl or 3-6C alkenyl; R2 and... |
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Title | 1-Biphenylmethylimidazole derivatives, their preparation and their therapeutic use |
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