4H-1-benzopyran-4-one derivative or its salt, process for producing the same and pharmaceutical composition comprising the same as active ingredient

A 4H-1-benzopyran-4-one derivative represented by the following formula or a pharmaceutically acceptable salt thereof:

• ##STR1191## wherein R.sup.1 represents an unsubstituted or halogen-substituted lower alkyl, lower alkenyl or aryl group;
• R.sup.2 represents a hydrogen atom or an alkyl or alkanoyl group;
• R.sup.3 represents a hydrogen or halogen atom, a cyano, azido, carboxyl, hydroxyl, formyl or alkoxycarbonyl group or a substituted or unsubstituted alkyl, alkoxy, phenoxy, cycloalkyl, carbamoyl, amino or phenyl group;
• R.sup.4 represents a hydrogen or halogen atom, a nitro, cyano, carboxyl, alkanoyl, hydroxyl or alkoxycarbonyl group, a substituted or unsubstituted alkyl, alkoxy, alkylthio, phenylthio, lower alkynyl, lower alkenyl, sulfamoyl, alkylsulfinyl, alkylsulfonyl, amidino, phenyl or heterocyclic group or a group of the formula ##STR1192## (R.sup.6 is a hydrogen atom, a hydroxyl, cyano or alkoxycarbonyl group or a substituted or unsubstituted alkyl, cycloalkyl, phenyl, amino, alkanoyl, benzoyl, carbamoyl, alkylsulfonyl, imino-methyl or amidino group and R.sup.7 is a hydrogen atom or a substituted or unsubstituted alkyl, alkoxy, phenyl, cycloalkyl or heterocyclic group, or R.sup.6 and R.sup.7, when taken together with the nitrogen atom to which the two are bonded, form a substituted or unsubstituted azetidin-1-yl, pyrrolidin-1-yl, piperidin-1-yl or pyrrol-1-yl group);
• R.sup.5 represents a substituted or unsubstituted phenyl, thienyl, furyl or pyridyl group;
• Z represents an oxygen or sulfur atom or an imino group and the broken line means a single or double bond;
• the alkyl, alkoxy, cycloalkyl, phenoxy, amino, carbamoyl and phenyl groups for R.sup.3, the alkyl, alkoxy, alkylthio, phenylthio, amidino, lower alkenyl, lower alkynyl, sulfamoyl, alkylsulfinyl, alkylsulfonyl, phenyl and heterocyclic groups for R.sup.4, the alkyl, cycloalkyl, phenyl, amino, alkanoyl, benzoyl, carbamoyl, alkylsulfonyl, iminomethyl and amidino groups for R.sup.6, the alkyl, alkoxy, cycloalkyl, phenyl and heterocyclic groups for R.sup.7, the azetidin-1-yl, pyrrolidin-1-yl, piperidin-1-yl or pyrrol-1-yl group which R.sup.6 and R.sup.7 form with the nitrogen atom to which the two are bonded and the phenyl, thienyl, furyl and pyridyl groups for R.sup.5 may each be substituted by at least one substituent selected from the group consisting of halogen atoms and alkoxy, alkylthio, phenoxy, carboxyl, alkanoyl, alkoxycarbonyl, carbamoyl, sulfamoyl, cyano, alkylsulfonyl, hydroxyl, mercapto, alkanoylamino, alkylamino, dialkylamino, alkyl, cycloalkyl, oxo, nitro, haloalkyl, amino, phenyl, alkoxy-carbonylamino, hydroxyimino and heterocylic groups;
• and the term "heterocyclic group" mentioned for R.sup.4, R.sup.7 and above substituent represents thienyl, furyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, imidazolyl, benzimidazolyl, benzthiazolyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, 1,3,4-oxadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, tetrazolyl, pyridyl, quinolyl, isoquinolyl, pyrimidinyl, piperazinyl, pyrazinyl, pyridazinyl, 1,2,3,4-tetrahydroquinoyl, 1,2,4-triazinyl, imidazo[1,2-b][1,2,4]triazinyl, pyrrolidinyl, morpholinyl or quinuclidinyl group.