EP0463638A1 — Aminophenyl derivatives

USPTO Abstract

An aminophenyl derivative of the general formula: [wherein symbol A represents a single bond or a methylene, ethylene, trimethylene, tetramethylene, vinylene, propenylene, butenylene, butadienylene or ethylene group optionally substituted by one, two or three straight or branched alkyl group(s) of from 1 to 10 carbon atom(s) and/or phenyl group(s), symbol B represents a divalent group of formula: symbol T represents an oxygen atom or a sulphur atom, R 1 represents a group of formula: or (iv) a straight or branched alkyl, alkenyl or alkynyl group of from 1 to 20 carbon atom(s), (wherein R 5 and R 6 independently represent a hydrogen atom or a halogen atom or a straight or branched alkyl, alkenyl or alkynyl group of from 1 to 20 carbon atom(s) wherein one, two, three, four or five of the carbon atom(s) may be replaced by oxygen atom(s), sulphur atom(s), halogen atom(s), nitrogen atom(s), benzene ring-(s), thiophene ring(s), naphthalene ring(s), carbocyclic ring(s) of from 4 to 7 carbon atom(s), carbonyl group(s), carbonyloxy group(s), hydroxy group(s), carboxy group(s), azido group(s) and/or nitro group(s)), R 2 represents a hydrogen atom or a straight or branched alkyl group of from 1 to 6 carbon atom(s), R 3 represents a hydrogen atom, a halogen atom, a hydroxy group, a nitro group, a group of general formula: -COOR 7 (wherein R 7 represents a hydrogen atom or a straight or branched alkyl group of from 1 to 6 carbon atom(s)) or a straight or branched alkyl or branched alkyl, alkoxy or alkylthio group of from 1 to 6 carbon atom-(s), and R 4 represents a group of general formula: (wherein R 8 represents a hydrogen atom or a straight or branched chain alkyl group of from 1 to 6 carbon atoms, s represents an integer of from 1 to 10, and q represents zero or an integer of from 1 to 10), ; or a non-toxic salt thereof, with the proviso that compounds of the following general formula are excluded: [wherein the symbol A' is a single bond or a vinylene or ethylene group optionally substituted by straight or branched chain alkyl group(s) of from 1 to 4 carbon atoms, R 4' is -(CH 2 ) n -COOR $ (wherein R 8 is as defined above and n is an integer of from 1 to 10), R 3' is a hydrogen atom, halogen atom or straight or branched alkyl or alkoxyl group of from 1 to 4 carbon atoms, and R 1' is (i) a group of the general formula: (wherein R 5' and R 6 ' are hydrogen atom(s), hydroxy group(s), halogen atom(s), trifluoromethyl group(s), straight or branched alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy or acyloxy group(s) of from 1 to 4 carbon atom(s) or cycloalkyl group(s) of from 3 to 6 carbon atoms, independently), (ii) a group of the general formula: (wherein R 5' and R 6' are as defined above), or (iii) an unsubstituted naphthyl group] possess an inhibitory on 5a-reductase and are therefore useful for the prevention and/or treatment for diseases induced by 5a-reductase in mammals, especially human beings.