Benzopyran derivatives

A benzopyran derivative of the formula:

• ##STR192## wherein R.sup.1a is hydrogen, C1-4 alkyl or C1-4 alkoxy;
• or two R.sup.1a taken together with the 7th- and 8th-carbon to which they are attached form C6 carbocyclic ring;
• R.sup.2a is hydrogen or C1-4 alkyl;
• R.sup.3a is hydrogen, C2-4 acyl or benzoyl;
• na is 1-3;
• Ya is C1-7 alkylene, C2-7 alkenylene or C2-7 alkynylene;
• Ma is
• i) bond or
• ii) a group of the formula:
• --Da--Ba;
• Da is
• i) --O-- or
• ii) --S--;
• Ba is
• i) C1-4 alkylene or
• ii) a group of the formula:
• ##STR193## Za is i) bond,
• ii) --OCO--,
• iii) --CONR.sup.9a --,
• iv) --COO--,
• v) NR.sup.9a CO--,
• vi) --O-- or
• vii) --NH--CO--NH--;
• Wa is a group of the formula:
• --W1a--Aa--W2a--;
• Aa is
• i) bond or
• ii) a group of the formula:
• ##STR194## Ea is i) bond,
• ii) --O-- or
• iii) --S--;
• .circle. Ga is C4-10 carbocyclic or heterocyclic ring;
• or C4-10 carbocyclic or heterocyclic ring substituted by one to three C1-4 alkyl, C1-4 alkoxy, halogen, a group of the formula:
• --COOR.sup.7a, trihalomethyl or acetamido;
• wherein said C4-10 heterocyclic ring is one member selected from the group consisting of furan, thiophene, pyrrole, oxazole, isoxazole, thiazole, isothiazole, imidazole, pyrazole, furazan, pyridine, pyridazine, pyrimidine, pyrazine, indole, isoindole, benzofuran, benzothiophene, indolizine, chromene, quinoline, isoquinoline, quinolizine, purine, indazole, quinazoline, cinnoline, quinoxaline, phthalaline, pteridine rings and partially or fully saturated rings thereof;
• W1a and W2a each, independently, is
• i) bond,
• ii) C1-4 alkylene,
• iii) C2-4 alkenylene or
• iv) C2-4 alkynylene;
• R.sup.4a is hydrogen or C1-4 alkyl;
• R.sup.5a is hydrogen, C1-4 alkyl or amino;
• R.sup.6a is hydrogen, C1-4 alkyl, C1-4 alkoxy, halogen, a group of the formula:
• --COOR.sup.8a, trihalomethyl or acetamido;
• R.sup.7a is hydrogen or C1-4 alkyl;
• R.sup.8a is hydrogen or C1-4 alkyl;
• R.sup.9a is hydrogen, C1-4 alkyl or benzyl;
• with the proviso that:
• i) Da is bonded to Ya and Ba is bonded to Za;
• ii) Ea is bonded to W1a and .circle. Ga is bonded to W2a;
• iii) a double or triple bond in alkenylene or alkynylene is not directly bonded to oxygen;
• iv) when Aa represents ##STR195## W1a does not represent a bond;
• and v) the following compounds are excluded:
• a) wherein R.sup.1a bonded to the 5th-carbon is hydrogen or
• C1-4 alkyl;
• R.sup.1a bonded to the 7th-carbon is hydrogen, C1-4 alkyl or C1-4 alkoxy;
• R.sup.1a bonded to the 8th-carbon is hydrogen or C1-4 alkyl;
• R.sup.2a is methyl;
• R.sup.3a is hydrogen;
• R.sup.4a is hydrogen;
• R.sup.5a is hydrogen;
• --Ya--Ma--Za--Wa-- is C1-3 straight-chain alkylene;
• and
• b) wherein R.sup.1a is hydrogen, C1-4 alkyl or C1-4 alkoxy;
• or two R.sup.1a taken together with 7th- and 8th carbon to which they are bonded form C6 carbocyclic ring;
• R.sup.2a is hydrogen or C1-4 alkyl;
• R.sup.3a is hydrogen, C2-4 acyl or benzoyl;
• na is 1-3;
• Ya is C1-7 alkylene, C2-7 alkenylene or C2-7 alkynylene;
• Ma is
• i) bond or
• ii) a group of the formula:
• --Da--Ba--;
• Da is
• i) --O-- or
• ii) --S--;
• Ba is
• i) C1-4 alkylene;
• Za is
• i) --OCO--,
• ii) --COO--,
• iii) --CONR.sup.9a --
• iv) --NR.sup.9a CO--,
• v) bond,
• vi) --O-- or
• vii) --NH--CO--NH--
• Wa is a group of the formula:
• --W1a--Aa--W2a--;
• Aa is a group of the formula:
• ##STR196## Ea is i) bond,
• ii) --O--, or
• iii) --S--;
• .circle. Ga is C4-10 carbocyclic ring;
• or C4-10 carbocyclic ring substituted by one to three C1-4 alkyl, C1-4 alkoxy, halogen, a group of the formula:
• --COOR.sup.7a, trihalomethyl or acetamido;
• W1a and W2a each, independently, is
• i) bond
• ii) C1-4 alkylene,
• iii) C2-4 alkenylene or
• iv) C2-4 alkynylene;
• R.sup.4a is hydrogen or C1-4 alkyl;
• R.sup.5a is hydrogen, C1-4 alkyl or amino;
• R.sup.7a is hydrogen or C1-4 alkyl;
• R.sup.9a is hydrogen, C1-4 alkyl or benzyl;
• and pharmaceutically acceptable acid addition salts thereof.