Benzoheterocyclic compounds

A benzoheterocyclic compound of the following formula:

• ##STR1173## wherein R.sup.1 is a hydrogen atom, a halogen atom, a lower alkyl, an amino having optionally a lower alkyl substituent, or a lower alkoxy,
• R.sup.2 is a hydrogen atom, a halogen atom, a lower alkoxy, a phenyl(lower)alkoxy, hydroxy, a lower alkyl, an amino having optionally a lower alkyl substituent, a carbamoyl-substituted lower alkoxy, an amino-substituted lower alkoxy having optionally a lower alkyl substituent, or a benzoyloxy which has optionally a halogen substituent on the phenyl ring,
• R.sup.3 is a group of the formula:
• ##STR1174## or a group of the formula:
• ##STR1175## R.sup.4 is a hydrogen atom, a benzoyl which has optionally a halogen substituent on the phenyl ring, or a lower alkyl,
• R.sup.5 is a group of the formula:
• ##STR1176## wherein R.sup.16 is a halogen atom;
• a lower alkyl which has optionally a substituent selected from a halogen atom and hydroxy;
• hydroxy;
• a lower alkoxy;
• a lower alkanoyloxy;
• a lower alkylthio;
• a lower alkanoyl;
• carboxy;
• a lower alkoxycarbonyl;
• cyano;
• nitro;
• an amino which has optionally a substituent selected from a lower alkyl and a lower alkanoyl;
• phenyl;
• a cycloalkyl having 3 to 8 carbon atoms;
• a lower alkanoyloxy-substituted lower alkoxy;
• a carboxy-substituted lower alkoxy;
• a halogen-substituted lower alkoxy;
• a carbamoyl-substituted lower alkoxy;
• a hydroxy-substituted lower alkoxy;
• a lower alkoxycarbonyl-substituted lower alkoxy;
• a phthalimido-substituted lower alkoxy;
• an aminocarbonyl-lower alkoxy having a lower alkyl substituent;
• or a group of the formula:
• ##STR1177## wherein A is a lower alkylene, and R.sup.6 and R.sup.7 are the same or different and are each a hydrogen atom, a lower alkyl having optionally a hydroxy substituent, a lower alkanoyl, or benzoyl, or R.sup.6 and R.sup.7 may bind together with the nitrogen atom to which they are bonded to form a 5- or 6-membered saturated heterocyclic group with or without a second nitrogen atom or an oxygen atom wherein said heterocyclic group is selected from the group consisting of pyrrolidinyl, piperidinyl, piperazinyl and morpholino, and wherein the heterocyclic group has optionally a substituent selected from piperidinyl and a lower alkyl;
• and m is an integer of 0 to 3, a phenyl-lower alkoxycarbonyl, a lower alkanoyl, a phenyl-lower alkanoyl, a cycloalkyl-lower alkanoyl wherein said cycloalkyl group has 3 to 8 carbon atoms, a cycloalkyl-carbonyl wherein said cycloalkyl group has 3 to 8 carbon atoms, tricyclo(3.3.1.1)decanylcarbonyl, naphthylcarbonyl, pyridylcarbonyl, furoyl, thenoyl, a phenoxy-lower alkanoyl which phenyl ring has optionally 1 to 3 substituents selected from a lower alkyl, a lower alkoxy and an amino having optionally a lower alkanoyl substituent, a phthalimido-substituted lower alkanoyl, a lower alkoxycarbonyl-lower alkanoyl, a carboxy-lower alkanoyl, a naphthyloxy-lower alkanoyl, a halogen-substituted lower alkanoyl, a group of the formula:
• ##STR1178## wherein R.sup.8 is a hydrogen atom, a lower alkyl, a phenyl-lower alkoxycarbonyl, a carbamoyl-lower alkyl, an amino-lower alkanoyl having optionally a lower alkyl substituent, or a lower alkanoyl, an anilinocarbonyl which has optionally a lower alkyl substituent on the phenyl ring, phenoxycarbonyl, a phenylsulfonyl which has optionally a substituent selected from a halogen atom and a lower alkyl on the phenyl ring, quinolylsulfonyl, or a group of the formula:
• ##STR1179## wherein B is a lower alkylene, n is an integer of 0 or 1, and R.sup.9 and R.sup.10 are the same or different and are each a hydrogen atom, a lower alkyl having optionally a hydroxy substituent, a cycloalkyl having 3 to 8 carbon atoms, a phenyl-lower alkyl, a lower alkanoyl, a lower alkenyl, a phenoxy-lower alkyl, a phenyl which has optionally 1 to 3 substituents selected from an amino-lower alkyl having optionally a lower alkanoyl substituent, a lower alkyl, a lower alkoxy and a halogen atom, a phthalimido-substituted lower alkyl, an amino-lower alkyl having optionally a lower alkanoyl substituent, a lower alkynyl, or an amino-lower alkyl having optionally a lower alkyl substituent, or R.sup.9 and R.sup.10 may bind together with the nitrogen atom to which they are bonded to form a 5- or 6-membered saturated heterocyclic group with or without a second nitrogen atom or an oxygen atom wherein said heterocyclic group is selected from the group consisting of pyrrolidinyl, piperidinyl, piperazinyl and morpholino, and wherein the heterocyclic group has optionally a substituent selected from a lower alkyl, a lower alkoxycarboyl and piperidinyl,
• R.sup.11 is a hydrogen atom or a lower alkyl,
• R.sup.12 is a cycloalkyl, or a phenyl which has optionally 1 to 3 substituents selected from a lower alkoxy, a lower alkyl and a halogen atom,
• W is a group of the formula:
• --(CH.sub.2).sub.p -- wherein p is an integer of 3 to 5, or a group of the formula:
• --CH.dbd.CH--(CH.sub.2).sub.q -- wherein q is an integer of 1 to 3, the carbon atom of these groups:
• --(CH.sub.2).sub.p -- and --CH.dbd.CH--(CH.sub.2).sub.q -- being replaced by a group of the formula:
• ##STR1180## wherein R.sub.13 is a hydrogen atom, a cycloalkyl having 3 to 8 carbon atoms, or a lower alkyl, and further said --(CH.sub.2).sub.p -- and --CH.dbd.CH--(CH.sub.2).sub.q -- groups having optionally 1 to 3 substituents selected from a lower alkyl having optionally a hydroxy substituent, a lower alkoxycarbonyl, carboxy, hydroxy, oxo, a lower alkanoyloxy having optionally a halogen substituent, an amino-lower alkyl having optionally a substituent selected from a lower alkyl and a lower alkanoyl, a lower alkanoyloxy-substituted lower alkyl, a lower alkyl sulfonyloxy-lower alkyl, an azido-lower alkyl, a group of the formula:
• ##STR1181## an aminocarbonyloxy having optionally a lower alkyl substituent, a lower alkoxy, a lower alkoxycarbonyl-substituted lower alkoxy, a carboxy-substituted lower alkoxy, an aminocarbonyl-lower alkoxy having optionally a lower alkyl substituent, an amino-lower alkoxy having optionally a substituent selected from a lower alkyl and a lower alkanoyl, a phthalimido-substituted lower alkoxy, hydroxyimino, a lower alkanoyloxy-imino, a lower alkylidene, a halogen atom, azido, sulfoxyimino, a group of the formula:
• ##STR1182## wherein R.sup.81 is a hydrogen atom or a lower alkyl, hydrazino, pyrrolyl, an amino-lower alkanoyloxy having optionally a lower alkyl substituent, a group of the formula:
• ##STR1183## wherein A is as defined above, and R.sup.82 and R.sup.83 are the same or different and are each a hydrogen atom, a lower alkyl, a carbamoyl-substituted lower alkyl, a hydroxy-substituted lower alkyl, or a pyridyl-lower alkyl, or R.sup.82 and R.sup.83 may bind together with the nitrogen atom to which they are bonded to form a 5- or 6-membered saturated heterocyclic group with or without a second nitrogen atom, an oxygen atom or a sulfur atom wherein said heterocyclic group is selected from the group consisting of pyrrolidinyl, piperidinyl, piperazinyl, morpholino and thiomorpholino, and wherein the heterocyclic group has optionally a substituent selected from oxo, a lower alkyl, a lower alkanoyl, and carbamoyl, and a group of the formula:
• ##STR1184## wherein n is as defined above, and R.sup.14 and R.sup.15 are the same or different and are each a hydrogen atom, a lower alkyl, a lower alkenyl, a lower alkanoyl, a cycloalkyl, an oxiranyl-substituted lower alkyl, a lower alkyl having 1 to 2 substituents selected from a lower alkoxy, hydroxy and an amino having optionally a lower alkyl substituent, a phenyl-lower alkyl, a pyridyl-lower alkyl, a lower alkylsulfonyl, benzoyl, a lower alkoxycarbonyl, anilinocarbonyl, an aminocarbonyl having optionally a lower alkyl substituent, a cyano-substituted lower alkyl, a lower alkoxycarbonyl-substituted lower alkyl, a carbamoyl-substituted lower alkyl, a carboxy-substituted lower alkyl, a tetrahydropyranyloxy-substituted lower alkyl, a lower alkanoyloxy-substituted lower alkyl, a piperidinyl having optionally a phenyl-lower alkyl substituent on the piperidinyl ring, a halogen-substituted substituted lower alkanoyl, an imidazolyl-substituted lower alkanoyl, an amino-lower alkanoyl having optionally a substituent selected from a lower alkyl and a lower alkoxycarbonyl, an aminocarbonyl-lower alkyl having optionally a lower alkyl substituent, or a phenyl-lower alkoxycarbonyl, or R.sup.14 and R.sup.15 may bind together with the nitrogen atom to which they are bonded to form a 5- or 6-membered saturated heterocyclic group with or without a second nitrogen atom or an oxygen atom wherein said heterocyclic group is selected from the group consisting of pyrrolidinyl, piperidinyl, piperazinyl and morpholino, and wherein the heterocyclic group may optionally have a substituent selected from a lower alkyl, a phenyl-lower alkyl or a lower alkanoyl, and a pharmaceutically acceptable salt thereof.