Acyl amidine and acyl, guanidine substituted biphenyl derivatives

A compound of the formula ##STR20## pharmaceutically acceptable salts thereof;

• where R.sub.1 is hydrogen, --COOH, --NHSO.sub.2 CF.sub.3, ##STR21## R.sub.2 is H, alkyl of 1 to 10 carbon atoms, alkenyl of 3 to 10 carbon atoms, or the same groups substituted with F;
• phenylalkenyl wherein the aliphatic portion is 2 to 6 carbon atoms;
• --(CH.sub.2).sub.m -imidazol-1-yl;
• --(CH.sub.2).sub.m -1,2,3-triazolyl optionally substituted with one or two groups selected from CO.sub.2 R.sub.7 or alkyl of 1 to 4 carbon atoms;
• --(CH.sub.2).sub.m -tetrazolyl;
• --(CH.sub.2).sub.n OR.sub.6 ;
• ##STR22## R.sub.3 is alkyl of 2 to 10 carbon atoms, alkenyl or alkynyl of 3 to 10 carbon atoms or the same groups substituted with F or CO.sub.2 R.sub.7 ;
• cycloalkyl of 3 to 8 carbon atoms, cycloalkylalkyl of 4 to 10 carbon atoms;
• cycloalkylalkenyl or cycloalkylalkynyl of 5 to 10 carbon atoms;
• --(CH.sub.2).sub.s Z(CH.sub.2).sub.m R' (wherein R' is H, C.sub.1-6 alkyl, C.sub.3-6 cycloalkyl, C.sub.2-4 alkenyl or C.sub.2-4 alkynyl) optionally substituted with F or CO.sub.2 R.sub.7 ;
• benzyl or benzyl substituted on the phenyl ring with 1 or 2 halogens, alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms or nitro;
• R.sub.6 is H, alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl or benzyl;
• R.sub.7 to H, alkyl or perfluoroalkyl of 1 to 8 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl or benzyl;
• R.sub.8 is H, alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl, benzyl, acyl of 1 to 4 carbon atoms, phenacyl;
• R.sub.9 is H, alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, (CH.sub.2).sub.p C.sub.6 H.sub.5, OR.sub.11 or NR.sub.12 R.sub.13 ;
• R.sub.10 is alkyl of 1 to 6 carbon atoms or perfluoroalkyl of 1 to 6 carbon atoms, 1-adamantyl, 1-naphthyl, 1-(1-naphthyl)ethyl, or (CH.sub.2).sub.p C.sub.6 H.sub.5 ;
• R.sub.11 is H, alkyl of 1 to 6 carbon atoms, cyclalkyl of 3 to 6 carbon atoms, phenyl or benzyl;
• R.sub.12 and R.sub.13 independently are H, alkyl of 1 to 4 carbon atoms, phenyl, benzyl, .alpha.-methylbenzyl, or taken together form a ring of the formula ##STR23## Q is NR.sub.14, O or CH.sub.2 ;
• R.sub.14 and R.sub.15 are independently H, alkyl, aryl, aralkyl or cycloalkyl;
• R.sub.16 is C.sub.1-6 alkyl, --NR.sub.17 R.sub.18 or ##STR24## R.sub.17 and R.sub.18 are independently H, C.sub.1-6 alkyl, benzyl or taken together are 3 to 6 carbon atoms forming a 4- to 7-membered ring with the nitrogen atom to which they are attached;
• R.sub.19 is H, C.sub.1-5 alkyl, phenyl;
• R.sub.20 is --CN, --NO.sub.2 or --CO.sub.2 R.sub.7 ;
• Y=O or S;
• Z=O, NR.sub.6 or S;
• m is 1-5;
• n is 1-10;
• p is 0-3;
• s is 0-5;
• and
• t is 0 or 1.