NOUVEAUX DERIVES DE LA TRIAZOLO-QUINAZOLINE, LEUR PREPARATION ET MEDICAMENTS CONTENANT CES

1411767 Triazoloquinazolines SANDOZ Ltd 13 Dec 1972 [17 Dec 1971] 57419/72 Heading C2C Triazoloquinazolines of the general formula wherein one of P and Q is a nitrogen atom and the other is a group in which R 2 is hydrogen atom or a C 1-4 alkyl group, either (a) n is 0, 1, 2 or 3 and R is F, Cl or Br or a C 1-3 alkyl, C 1-3 alkoxy, nitro or trifluoromethyl group, provided that (i) when n is 2 or 3, the radicals R are the same or different, (ii) when n is 2 or 3, each R is other than a nitro or trifluoromethyl group and (iii) when n is 3, each R is a C 1-3 alkoxy group, or (b) n is 2 and the radicals R are located on adjacent carbon atoms and together form a methylenedioxy group and either (c) R 1 is a -OR 3 group in which R 3 is a C 1-6 alkyl, allyl, methylallyl or propargyl group, a -ZNR 4 R 5 group in which Z is a straight or branched chain C 1-4 alkylene group and each of R 4 and R 5 is a C 1-3 alkyl group, or a group of the formula wherein m is 0, 1, 2 or 3 and p is 2, 3, 4 or 5, or (d) R 1 is a -NR 6 R 7 group in which either (e) R 6 is a hydrogen atom and R 7 is a hydrogen atom, a C 1-5 alkyl, C 1-4 alkoxy-C 1-4 alkyl, allyl, methylallyl, propargyl or C 3-6 cycloalkyl group or a -ZNR 4 R 5 group, or (f) R 6 and R 7 , together with the N atom to which they are attached, form a di-C 1-3 alkylamino, diallylamino, di(methylallyl)amino or dipropargyl group or a group of the formula in which X is a direct bond, -CH 2 -, -O- or =NR 8 , in which R 8 is a hydrogen atom or a C 1-3 alkyl group, and x and y are 0 or 1, provided that X is a direct bond when x or y is 0, provided that when Q is a N atom and P is a =CH- group, then R 1 is a -OR 3 group or a -NR 6 1R 7 1 group, in which either R 6 1 is a hydrogen atom and R 7 1 is a C 1-4 alkoxy-C 1-4 alkyl or C 3-6 cycloalkyl group, or R 6 1 and R 7 1, together with the N atom to which they are attached, form a group of the formula VI in which one or both of x and y is 0, and acid addition salts thereof are prepared (A) by reacting a halotriazoloquinazoline of the general formula with a compound of the general formula HNR 6 11R 7 11 to give a triazoloquinazoline of the general formula P11, Q11, R 6 11 and R 7 11 being the same as P,Q, R 6 and R 7 except that when Q11 is N and P11 is =CH-, then R 6 11 and R 7 11 are as R 6 1 and R 7 1 and Y being Cl or Br; (B) by reacting a halotriazoloquinazoline of the general formula with a compound of the general formula MOR 3 11 to give a triazoloquinazoline of the general form