Tetrahydrothienopyridine derivatives, furo and pyrrolo analogs thereof and their preparation and uses for inhibiting blood platelet aggregation

A compound of formula (I):

• ##STR11## wherein R.sup.1 represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, a halogen atom, a haloalkyl group having from 1 to 4 carbon atoms and at least one halogen atom, a hydroxy group, an alkoxy group having from 1 to 4 carbon atoms, a haloalkoxy group having from 1 to 4 carbon atoms and at least one halogen atom, an alkylthio group having from 1 to 4 carbon atoms, a haloalkylthio group having from 1 to 4 carbon atoms and at least one halogen atom, an amino group, an alkanoyl group having from 1 to 5 carbon atoms, a haloalkanoyl group having from 2 to 5 carbon atoms and at least one halogen atom, a carboxy group, an alkoxycarbonyl group having from 2 to 5 carbon atoms, a carbamoyl group, a cyano group, a nitro group, an alkanesulfonyl group having from 1 to 4 carbon atoms, a haloalkanesulfonyl group having from 1 to 4 carbon atoms and at least one halogen atom, or a sulfamoyl group;
• R.sup.2 represents an alkanoyl group having from 1 to 10 carbon atoms;
• a substituted alkanoyl group which has from 2 to 10 carbon atoms and which is substituted by at least one substituent selected from the group consisting of substituents A, defined below;
• an alkenoyl group having from 3 to 6 carbon atoms;
• a substituted alkenoyl group which has from 3 to 6 carbon atoms and which is substituted by at least one substituent selected from the group consisting of substituents A, defined below;
• a cycloalkylcarbonyl group having from 4 to 8 carbon atoms;
• a substituted cycloalkylcarbonyl group which has from 4 to 8 carbon atoms and which is substituted by at least one substituent selected from the group consisting of substituents A, defined below;
• or a substituted benzoyl group having at least one substituent selected from the group consisting of substituents B, defined below;
• R.sup.3 represents a hydrogen atom;
• a hydroxy group;
• an alkoxy group having from 1 to 4 carbon atoms;
• a substituted alkoxy group which has from 1 to 4 carbon atoms and which is substituted by at least one substituent selected from the group consisting of substituents C, defined below;
• an aralkyloxy group in which the aralkyl part is as defined below;
• an alkanoyloxy group having from 1 to 18 carbon atoms;
• an alkenoyloxy group having from 3 to 6 carbon atoms;
• a cycloalkylcarbonyloxy group having from 4 to 8 carbon atoms;
• an arylcarbonyloxy group in which the aryl part is as defined below;
• an alkoxycarbonyloxy group having from 2 to 5 carbon atoms;
• an aralkyloxycarbonyloxy group in which the aralkyl part is as defined below;
• a phthalidyloxy group;
• a (5-methyl-2-oxo-1,3-dioxolen-4yl)methoxy group;
• a (5-phenyl-2-oxo-1,3-dioxolen-4-yl)methoxy group;
• a group of formula --NR.sup.a R.sup.b :
• wherein R.sup.a and R.sup.b are independently selected from the group consisting of hydrogen atoms, alkyl groups having from 1 to 4 carbon atoms and substituted alkyl groups which have from 1 to 4 carbon atoms and which are substituted by at least one substituent selected from the group consisting of substituents C, defined below;
• an aralkylamino group in which the aralkyl part is as defined below;
• an alkanoylamino group having from 1 to 18 carbon atoms;
• an alkenoylamino group having from 3 to 6 carbon atoms;
• a cycloalkylcarbonylamino group having from 4 to 8 carbon atoms:
• an arylcarbonylamino group in which the aryl part is as defined below;
• an alkoxycarbonylamino group having from 2 to 5 carbon atoms;
• an aralkyloxycarbonylamino group in which the aralkyl part is as defined below;
• a phthalidylamino group;
• a (5-methyl-2-oxo-1,3-dioxolen-4-yl)methylamino group;
• a (5-phenyl-2-oxo-1,3-dioxolen-4-yl)methylamino group, or a nitro group;
• Y is a sulfur atom;
• and
• n is an integer from 1 to 5, and, when n is an integer from 2 to 5, the groups represented by R.sup.1 may be the same as or different from each other;
• said substituents A are selected from the group consisting of halogen atoms, hydroxy groups, alkoxy groups having from 1 to 4 carbon atoms and cyano groups;
• said substituents B are selected from the group consisting of alkyl groups having from 1 to 4 carbon atoms, halogen atoms and alkoxy groups having from 1 to 4 carbon atoms;
• said substituents C are selected from the group consisting of alkoxy groups having from 1 to 4 carbon atoms, alkanoyloxy groups having from 1 to 6 carbon atoms and arylcarbonyloxy groups in which the aryl part is as defined below;
• said aralkyl parts of said aralkyloxy, aralkyloxycarbonyloxy, aralkylamino and aralkyloxycarbonylamino groups are alkyl groups which have from 1 to 4 carbon atoms and which are substituted by at least one aryl groups as defined below;
• said aryl groups and said aryl parts of said arylcarbonyloxy groups and of said arylcarbonylamino groups having from 6 to 10 carbon atoms in a carbocyclic ring which is unsubstituted or is substituted by at least one substituent selected from the group consisting of substituents D, defined below;
• and
• said substituents D are selected from the group consisting of the groups and atoms defined above in relation to R.sup.1, other than said hydrogen atom;
• or a tautomer thereof, or a pharmaceutically acceptable salt of said compound of formula (I) and of said tautomer.