1-arylheteroarylalkyl substituted-1h-1,2,4-triazole...

C - Chemistry – Metallurgy – 07 – D

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C07D 401/14 (2006.01) A61K 31/44 (2006.01) C07D 401/06 (2006.01) C07D 401/10 (2006.01) C07D 521/00 (2006.01)

Patent

CA 2104795

A class of 1-arylheteroarylalkyl substituted-1H-1,2,4-triazole compounds is described for use in treatment of circulatory disorders such as hypertension. Compounds of particular interest are angiotensin II antagonists of the formula (I) wherein A is selected from (1, 2, 3, 4, 5 and 6), wherein m is one; wherein R1 is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec- butyl, isobutyl, tert-butyl, 4-methylbutyl, n-pentyl, neopentyl, phenyl, benzyl, phenethyl, 2-ethylbutyl, 1,1-difluorobutyl, N- methylamido, N-methyl-N-tertbutylamido, 2-methylphenyl, 2-isopropylphenyl, 2- methoxyphenyl, 2-chlorophenyl, 2,6-diflu- orophenyl, cyclohexyl, cyclohexylmethyl, 2-butenyl, 3-butenyl, 2-butynyl, 3- butynyl and 2-hydroxybutyl; wherein R2 is selected from ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, 4- methylbutyl, ethylbutyl, n-pentyl, 1-oxo-2-phenyle- thyl, 1-oxo-2-cyclohexylethyl, 1,1-difluoro-2-phenylethyl, 1,1-difluoro-2- cyclohexylethyl, 2-cyclohexylethyl, 1,1-difluoro- 3-cyclohexylpropyl, 1,1-dimethoxybutyl, 1,1-difluoroethyl, 1,1-difluoropropyl, 1,1-difluorobutyl, 1,1-difluoropentyl, phenyl, benzyl, 2-phenylethyl, 1,1-difluoro-3-phenylpropyl, cyclohexylmethyl, cyclohexanoyl, N-methylamido, N-methyl-N-tertbut- ylamido, 2-methylphenyl, 2-isopropylphenyl, 2-methoxyphenyl, 2-chlorophenyl, 2,6-difluorophenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-butynyl, 2-butynyl, 3-butynyl, propylthio and buthylthio; wherein R5 is an acidic group selected from CO2H and tetrazole radicals; or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

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