Patent ES-8506422-A1 (ES)
Title: 1-Triazolyl-2-aryl-3-carbamoyl-butan-2-ol derivs.
IPC: C07D249/08
Filed: 1984-05-31
Abstract: Cpds. of formula (I) and their salts are new, where R is phenyl (opt. substd. by 1-3 F, Cl, Br, I, CF3, 1-4C alkyl or 1-4C alkoxy) or 5-chloropyridin-2-yl; R1 is CN, CSNH2 or CONR2R3; either (a) R2 is H or 1-6C alkyl and R3 is H, 1-6C alkyl, benzyl, phenethyl, Ph, CH2CF3, adamantyl, pyridinylmethyl, 3-7C cycloalkyl, carbamoylmethyl, (2-4C)alkenylmethyl, 2-hydroxyethyl, 2-dimethyl-aminoethyl, 2-methylthioethyl, 2-methylsulphinylethyl or 2-methylsulphonylethyl or 2-phenoxyethyl (the benzyl, phenethyl, Ph and PhO gps. are opt. ring substd. by 1 or 2, F, Cl, Br, I, CF3, 1-4C alkyl or 1-4C alkoxy); (b) R2 + R3 form (CH2), (CH2)4, (CH2)5, (CH2)2-O-(CH2)2 or (CH2)2-NR4-(CH2)2; (c) R2 is H or 1-4C alkyl and R3 is 2-4C alkanoyl or PhCO (opt. ring substd. by 1 or 2 F, Cl, Br, I, CF3, 1-4C alkyl or 1-4C alkoxy); or (d) R2 and R3 are (1-4C) alkoxycarbonyl; and R5 and R6 are H or Me). - Intermediates of formula (II) are new. - Cpds. (I( are antifungal agents effective against topical and systemic fungal infections in man and against phytopathogenic fungi. Dose is 0.1-5 mg/kg. orally or parenterally daily.  (0/0) EPAB- EP-106515 B Cpds. of the formula (I) where R is phenyl opt. substd. by 1-3 substits. each independently selected from F, Cl, Br, I, CF3, 1-4C alkyl and 1-4C alkoxy or R is a 5-chloropyrid-2-yl gp. R1 is -CN, -CSNH2 or -CONR2R3 where either (a) R2 is H or 1-6C alkyl andR3 is H, 1-6C alkyl, benzyl, phenethyl, phenyl, -CH2CF3, adamantyl, pyridylmethyl, 3-7C cycloalkyl, carbamoylmethyl (2-4C alkenyl)methyl, 2-hydroxyethyl, 2-(dimethylamino)ethyl, 2-(methylthio)ethyl, 2-(methylsulphinyl)ethyl, 2-(methylsulphonyl) ethyl or 2-phenoxyethyl, the benzyl, phenethyl, phenyl and phenoxy gps. being opt. ring-substd. by 1 or 2 substituents each independently selected from 1-4C alkyl, 1-4C alkoxy, F, Cl, Br, I and CF3, (b) R2 and R3 taken together with the nitrogen atom to which they are attached represent a gp. of the formula (i)-(v), where R4 is H, 1-4C alkyl, 2-4C alkanoyl or (1-4C alkoxy)carbonyl, (c) R2 is H or 1-4C alkyl andR3 is 2-4C alkanoyl or benzoyl, the benzoyl gp. being opt. substd. by 1 or 2 substituents each independently selected from F, Cl, Br, I, CF3, 1-4C alkyl and 1-4C alkoxy, or (d) R2 and R3 are both (1-4C alkoxy)carbonyl, R5 is H or CH3 and R6 is H or CH3 and their pharmaceutically acceptable salts. - (57pp) - EP-106515 B Cpds. of the formula (I) where R is phenyl opt. substd. by 1-3 substits. each independently selected from F, Cl, Br, I, CF3, 1-4C alkyl and 1-4C alkoxy or R is a 5-chloropyrid-2-yl gp. R1 is -CN, -CSNH2 or -CONR2R3 where either (a) R2 is H or 1-6C alkyl andR3 is H, 1-6C alkyl, benzyl, phenethyl, phenyl, -CH2CF3, adamantyl, pyridylmethyl, 3-7C cycloalkyl, carbamoylmethyl (2-4C alkenyl)methyl, 2-hydroxyethyl, 2-(dimethylamino)ethyl, 2-(methylthio)ethyl, 2-(methylsulphinyl)ethyl, 2-(methylsulphonyl) ethyl or 2-phenoxyethyl, the benzyl, phenethyl, phenyl and phenoxy gps. being opt. ring-substd. by 1 or 2 substituents each independently selected from 1-4C alkyl, 1-4C alkoxy, F, Cl, Br, I and CF3, (b) R2 and R3 taken together with the nitrogen atom to which they are attached represent a gp. of the formula (i)-(v), where R4 is H, 1-4C alkyl, 2-4C alkanoyl or (1-4C alkoxy)carbonyl, (c) R2 is H or 1-4C alkyl andR3 is 2-4C alkanoyl or benzoyl, the benzoyl gp. being opt. substd. by 1 or 2 substituents each independently selected from F, Cl, Br, I, CF3, 1-4C alkyl and 1-4C alkoxy, or (d) R2 and R3 are both (1-4C alkoxy)carbonyl, R5 is H or CH3 and R6 is H or CH3 and their pharmaceutically acceptable salts. (57pp) USAB- US4503063 A Triazolyl butyramide derivs. of formula (I) and salts are new. In (I) R is phenyl opt. substituted by 1-3 of F, Cl, Br, I, CF3, 1-4C alkyl and 1-4C alkoxy, or R is a 5-chloropyrid-2-yl group, R1 is -CONR2R3 where either (a) R2 is H or 1-4C alkyl and R3 is 2-4C alkanoyl or benzoyl, the benzoyl gp. being opt. substd. by one or two of F, Cl, Br, I, CF3, 1-4C alkyl and 1-4C alkoxy, or (b) R2 and R3 are both 1-4C alkoxy carbonyl; R4 and R5 are each H or CH3.