Angiotensin II receptor blocking 2,3,6 substituted quinazolinones

A quinazolinone compound having the formula:

• ##STR85## wherein:
• ##STR86## X is lower alkyl of 3 to 5 carbon atoms;
• R.sup.6 is:
• ##STR87## A is --(CH.sub.2).sub.n --;
• n is 1, 2, 3, or 4;
• W is --CH.sub.2 -- or ##STR88## or A and W are each ##STR89## and are connected by a --(CH.sub.2).sub.s -- bridge, wherein S=1, 2 or 3;
• Q is --O--, --CH.sub.2 -- or ##STR90## D is --(CH.sub.2).sub.m --;
• m is 3 or 4;
• R.sup.1 is H, lower alkyl of 1 to 4 carbon atoms (optionally substituted with --OR.sup.5, --CO.sub.2 R.sup.5, --CN, phenyl, substituted phenyl (substituted selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br)), pyridinyl, thienyl, furyl, --CHO, --CO.sub.2 R.sup.5, --CN, ##STR91## R.sup.2 is H, lower alkyl of 1 to 4 carbon atoms, (optionally substituted with --OR.sup.5, --CO.sub.2 R.sup.5, --CN, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br)), pyridinyl, thienyl, furyl, --CHO, --CO.sub.2 R.sup.5, --CN, ##STR92## R.sup.3 is H, lower alkyl of 1 to 4 carbon atoms, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br), pyridinyl, thienyl, furyl, --OR.sup.5, --N(R.sup.5 )(R.sup.7), --CO.sub.2 OR.sup.5, --CN, --CHO, ##STR93## R.sup.5 is H, lower alkyl of 1 to 4 carbon atoms;
• R.sup.11 is H, lower alkyl of 1 to 4 carbon atoms, cycloalkyl of 5 or 6 carbon atoms, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br), pyridinyl, thienyl, furyl, benzyl, substituted benzyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br), --CO.sub.2 R.sup.5, --SO.sub.2 R.sup.10, ##STR94## R.sup.7 is H, lower alkyl of 1 to 4 carbon atoms;
• R.sup.8 is H, --CO.sub.2 R.sup.5, --SO.sub.2 R.sup.10, ##STR95## R.sup.10 is lower alkyl of 1 to 4 carbon atoms, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br).

A quinazolinone compound having the formula ##STR97## wherein:

• X is straight or branched alkyl of 3 to 5 carbon atoms;
• R.sup.6 is:
• ##STR98## A is --(CH.sub.2).sub.n --;
• n is 1, 2, 3, or 4;
• W is --CH.sub.2 -- or ##STR99## or A and W are each ##STR100## and are connected by a --(CH.sub.2).sub.s -- bridge, wherein S=1, 2 or 3;
• Q is --O--, --CH.sub.2 -- or ##STR101## R.sup.1 is H, lower alkyl of 1 to 4 carbon atoms (optionally substituted with --OR.sup.5, --CO.sub.2 R.sup.5, --CN, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br)), pyridinyl, thienyl, furyl, --CHO, --CO.sub.2 R.sup.5, --CN, ##STR102## R.sup.2 is H, lower alkyl of 1 to 4 carbon atoms, (optionally substituted with --OR.sup.5, --CO.sub.2 R.sup.5, --CN, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br)), pyridinyl, thienyl, furyl, --CHO, --CO.sub.2 R.sup.5, --CN, ##STR103## R.sup.3 is H, straight chain lower alkyl of 1 to 4 carbon atoms, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br), pyridinyl, thienyl, furyl, --OR.sup.5, --N(R.sup.5)(R.sup.7), --CO.sub.2 R.sup.5, --CH.sub.2 OR.sup.5, --CN, --CHO, ##STR104## R.sup.5 is H, lower alkyl of 1 to 4 carbon atoms;
• R.sup.11 is H, lower alkyl of 1 to 4 carbon atoms, cycloalkyl of 5 or 6 carbon atoms, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br), pyridinyl, thienyl, furyl, benzyl, substituted benzyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br), --CO.sub.2 R.sup.5, --SO.sub.2 R.sup.10, ##STR105## R.sup.7 is H, lower alkyl of 1 to 4 carbon atoms;
• R.sup.8 is H, --CO.sub.2 R.sup.5, --SO.sub.2 R.sup.10, ##STR106## R.sup.10 is lower alkyl of 1 to 4 carbon atoms, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br).

A quinazolinone compound having the formula:

• ##STR108## wherein:
• R.sup.18 is --CN or ##STR109## X is straight or branched alkyl of 3 to 5 carbon atoms;
• R.sup.6B is:
• ##STR110## A is --(CH.sub.2).sub.n --;
• n is 1, 2, 3 or 4;
• W is --CH.sub.2 -- or ##STR111## or A and W are each ##STR112## and are connected by a --(CH.sub.2).sub.s -- bridge, where s=1, 2 or 3;
• Q is --O--, --CH.sub.2 -- or ##STR113## R.sup.1 is H, lower alkyl of 1 to 4 carbon atoms (optionally substituted with --OR.sup.5, --CO.sub.2 R.sup.5, --CN, phenyl, substituted phenyl (substituted selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br), pyridinyl, thienyl, furyl, --CHO, --CO.sub.2 R.sup.5, --CN, ##STR114## R.sup.2 is H, lower alkyl of 1 to 4 carbon atoms, (optionally substituted with --OR.sup.5, --CO.sub.2 R.sup.5, --CN, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br)), pyridinyl, thienyl, furyl, --CHO, --CO.sub.2 R.sup.5, --CN or ##STR115## R.sup.3 is H, lower alkyl of 1 to 4 carbon atoms, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br), pyridinyl, thienyl, furyl, --OR.sup.5, --N(R.sup.5)(R.sup.7), --CO.sub.2 R.sup.5, --CH.sub.2 OR.sup.5, --CN, --CHO, ##STR116## R.sup.5 is H, lower alkyl of 1 to 4 carbon atoms;
• R.sup.7 is H, lower alkyl of 1 to 4 carbon atoms;
• R.sup.8 is H, --CO.sub.2 R.sup.5, --SO.sub.2 R.sup.10, ##STR117## R.sup.10 is lower alkyl of 1 to 4 carbon atoms phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl or Br).

A quinazolinone compound having the formula ##STR118## X is straight or branched alkyl of 3 to 5 carbon atoms;

• R.sup.66 is:
• ##STR119## R.sup.1 is H, lower alkyl of 1 to 4 carbon atoms (optionally substituted with --OR.sup.5, --CO.sub.2 R.sup.5, --CN, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl, or Br), pyridinyl, thienyl, furyl, --CHO, --CO.sub.2 R.sup.5, --CN ##STR120## R.sup.5 is H, lower alkyl of 1 to 4 carbon atoms;
• R.sup.7 is H, lower alkyl of 1 to 4 carbon atoms;
• R.sup.11 is H, lower alkyl of 1 to 4 carbon atoms, cyclo alkyl of 5 or 6 carbon atoms, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl or Br), pyridinyl, thienyl, furyl, benzyl, substituted benzyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoromethyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl or Br), --CO.sub.2 R.sup.5, --SO.sub.2 R.sup.10, ##STR121## R.sup.10 is lower alkyl of 1 to 4 carbon atoms, phenyl, substituted phenyl (substitution selected from mono-lower alkyl of 1 to 3 carbon atoms, trifluoro methyl, nitro, O-alkyl of 1 to 3 carbon atoms, F, Cl or Br).