Compounds, compositions and methods for treating or preventing viral infections and associated diseases

A method of treating infection caused by at least one virus of the hepacivirus genus of Flaviviridae and disease associated with said infection in a patient in need of said treatment, said method comprising administering to said patient a therapeutically effective amount of a compound, or a precursor of said compound, having the formula:

• 19
• wherein
• R1 represents hydrogen or a radical selected from those consisting of R3COOH, wherein R3 is a branched or straight chain aliphatic moiety of 1-10 carbon atoms, or an unsubstituted, or substituted phenyl (C6H5) group;
• X represents a moiety selected from the group consisting of —S—, —O— or —N(Ra)—, Ra being hydrogen or alkyl of 1-5 carbon atoms;
• R2 represents a radical selected from those consisting of an unsubstituted or substituted hetero-cyclic group, an unsubstituted or substituted bicyclic ring moiety, an unsubstituted or substituted phenyl group, an unsubstituted or substituted biphenyl (C6H5—C6H4) group or an unsubstituted or substituted cinnamenyl (C6H5CH═CH—) group, said heterocyclic group being selected from those consisting of furan, thiophene, oxadiazole, pyridine, pyrimidine, pyrazole, triazole, pyridazine, 1,3-oxathiolane, thiazole, thiadiazole, imidazole, pyrrole and triazine, said bicyclic ring moiety being selected from those consisting of benzofuran, isobenzofuran, benzothiophene, isobenzothiophene, benzoxazole, benzopyrrole, indolenine, 2-isobenzazole, benzpyrazole, quinoline, isoquinoline, 1,2-benzodiazine, 1,3-benzodiazine, 1,2,3-benzotriazole, benzothiazole, benzimidazole, 1,2,3-benzotriazine and 1,2,4-benzotriazine, the heterocyclic group and bicyclic ring moiety substituents being at least one selected from those consisting of alkyl of 1-5 carbon atoms, halogen, alkoxy, hydroxy, nitro or an unsubstituted or substituted phenyl group;
• the phenyl group substituents, the biphenyl group substituents and the cinnamenyl group substituents being at least one selected from those consisting of halogen, nitro, carboxy, hydroxy, alkyl of 1-5 carbon atoms, trifluoromethyl, alkoxy, acyloxy, cyano, carbalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, amino, alkylamino, dialkylamino, sulfonamido or carboxamido;
• Y represents O or S;
• Z represents O, S or N(Rb), Rb being hydrogen or alkyl of 1-5 carbon atoms;
• or R1 and Rb may be joined to form a benzimidazole moiety;
• and the isomers and pharmaceutically acceptable salts of said compound.

A pharmaceutical composition for treating or preventing viral infections, said composition comprising an anti-viral agent in an amount effective to attenuate viral infectivity, and a pharmaceutically acceptable carrier medium, said anti-viral agent comprising a compound of the formula:

• 20
• wherein
• R represents hydrogen or alkyl;
• and m is an integer from 0-4;
• R3 represents an unsubstituted or substituted, branched or straight chain, saturated or unsaturated hydrocarbon moiety having 1-10 carbon atoms in the main chain, said hydrocarbon moiety substituents being at least one selected from those consisting of a branched or straight chain, saturated or unsaturated aliphatic group, having 1-6 carbon atoms, an unsubstituted or substituted heterocyclic radical or an unsubstituted or substituted phenyl (C6H5) radical, said heterocyclic radical being selected from those consisting of furan, thiophene, oxazole, oxadiazole, pyridine, pyrimidine, pyrazole, triazole, pyridazine, 1,3-oxathiolane, thiazole, thiadiazole, imidazole, tetrazole, pyrrole and triazine;
• X represents a moiety selected from the group consisting of —S—, —O—, or —N(Ra)—, Ra being hydrogen or alkyl;
• R2 represents a radical selected from those consisting of an unsubstituted or substituted phenylalkyl radical, an unsubstituted or substituted phenylalkenyl radical, an unsubstituted or substituted phenylalkynyl radical, an unsubstituted or substituted biphenylalkyl radical, an unsubstituted or substituted polycyclic radical, an unsubstituted or substituted alycyclic radical having 5-8 carbon atoms or a radical of the formula (R2a—)n(L—)pR2b—, wherein R2a and R2b may be the same or different and represent an unsubstituted or substituted heterocyclic radical or an unsubstituted or substituted phenyl radical, R2a also represents an unsubstituted or substituted polycyclic radical and L represents a divalent linking moiety selected from the group consisting of a valence bond, —(CH2)q—, —HC═CH—, —C═C—, —C(═O)—, —O—, —S—, —S(═O)—, —S(═O)2—, NR2c, R2c being hydrogen or alkyl, n and p are each 0 or 1, and q is an integer from 1 to 3;
• said heterocyclic radicals being selected from the group consisting of furan, thiophene, oxazole, oxadiazole, isoxazole, pyridine, pyrimidine, pyrazole, triazole, pyridazine, 1,3-oxathiolane, thiazole, isothiazole, thiadiazole, imidazole, pyrrole, tetrazole and triazine;
• said polycyclic radicals being selected from the group consisting of benzofuran, isobenzofuran, benzothiophene, isobenzothiophene, benzoxazole, indole, 2-isoindole, benzopyrazole, quinoline, isoquinoline, 1,2-benzodiazine, 1,3-benzodiazine, 1,2,3-benzotriazole, benzothiazole, benzimidazole, 1,2,3-benzotriazine, 1,2,4-benzotriazine, naphthalene, anthracene and fluorene;
• the heterocyclic radical substituents, said polycyclic radical substituents and said alicyclic radical substituents being at least one selected from the group consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, perhaloalkyl, monoalkyl, dihaloalkyl, alkoxy, acyl, acyloxy, acyloxyalkyl, phenylalkoxy, hydroxy, hydroxyalkyl, thio, alkylthio, nitro, carboxy, carbalkoxy;
• the phenyl radical substituents, the phenylalkyl radical substituents, the phenylalkenyl radical substituents, the phenylalkynyl radical substituents and the biphenylalkyl radical substituents being at least one selected from the group consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, nitro, carboxy, hydroxy, hydroxyalkyl, perhaloalkyl, monohaloalkyl, dihaloalkyl, alkoxy, phenylalkoxy, acyl, acyloxy, acyloxyalkyl, cyano, carbalkoxy, thio, alkylthio, alkylsulfinyl, alkylsulfonyl, amino, alkylamino, dialkylamino, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, sulfonamido, carboxamido, alkanoylamino;
• Y represents O or S;
• Z represents O, S or N(Rb), Rb being hydrogen or alkyl;
• or R3 and Rb may be jointed to form an imidazole or benzimidazole moiety;
• and the isomers and pharmaceutically acceptable salts of said compound.

A pharmaceutical composition for treating or preventing viral infections, said composition comprising an anti-viral agent in an amount effective to attenuate viral infectivity, and a pharmaceutically acceptable carrier medium, said anti-viral agent comprising a compound of the formula:

• 21
• wherein
• R3 represents an unsubstituted or substituted, branched or straight chain, saturated or unsaturated aliphatic moiety having 1-10 carbon atoms in the main chain, said aliphatic moiety substituents being selected from those consisting of at least one branched or straight chain, saturated or unsaturated aliphatic group, having 1-6 carbon atoms, unsubstituted or substituted mono-heterocyclic group or unsubstituted or substituted phenyl (C6H5) group, said heterocyclic group being selected from those consisting of furan, thiophene, oxazole, oxadiazole, pyridine, pyrimidine, pyrazole, triazole, pyridazine, 1,3-oxathiolane, thiazole, thiadiazole, imidazole, tetrazole, pyrrole and triazine;
• X represents a moiety selected from the group consisting of —S—, —O— or —N(Ra)—, Ra being hydrogen or alkyl;
• R2 represents a radical selected from those consisting of an unsubstituted or substituted mono- or bi-heterocyclic group, an unsubstituted or substituted polycyclic ring moiety, an unsubstituted or substituted alicyclic group having 5-8 carbon atoms, an unsubstituted or substituted phenyl group, an unsubstituted or substituted biphenyl (C6H5—C6H4—) group, an unsubstituted or substituted phenyl ether group (C6H5—O—C6H4—) or an unsubstituted or substituted cinnamyl (C6H5CH═CH—) group, said mono-heterocyclic group being selected from those consisting of furan, thiophene, oxazole, oxadiazole, pyridine, pyrimidine, pyrazole, triazole, pyridazine, 1,3-oxathiolane, thiazole, thiadiazole, imidazole, tetrazole, pyrrole and triazine, said bi-heterocyclic group comprising two heterocyclic groups which are selected from said mono-heterocyclic group members, and which may be the same or different, said polycyclic ring moiety being selected from those consisting of benzofuran, isobenzofuran, benzothiophene, isobenzothiophene, benzoxazole, benzopyrrole, indolenine, 2-isobenzazole, benzpyrazole, quinoline, isoquinoline, 1,2-benzodiazine, 1,3-benzodiazine, 1,2,3-benzotriazole, benzothiazole, benzimidazole, 1,2,3-benzotriazine and 1,2,4-benzotriazine, naphthalene, anthracene and fluorene;
• the mono- or bi-heterocyclic group substituents, the alicyclic group substituents and the polycyclic ring moiety substituents being at least one selected from those consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, trifluoromethyl, alkoxy, hydroxy, thio, nitro, an unsubstituted or substituted phenyl group, an unsubstituted or substituted phenylalkenyl group or an unsubstituted or substituted phenylalkynyl group;
• the phenyl group substituents, the biphenyl group substituents, the phenyl ether group substituents, the phenylalkenyl group substituents, the phenylalkynyl group substituents and the cinnamenyl group substituents being at least one selected from those consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, nitro, carboxy, hydroxy, trifluoromethyl, difluoromethyl, alkoxy, phenoxy, acyloxy, cyano, carbalkoxy, thio, alkylthio, alkylsulfinyl, alkylsulfonyl, amino, alkylamino, dialkylamino, sulfonamido, carboxamido, alkanoylamino, 1-pyrrolidyl, 1-piperidinyl or 4-morpholinyl;
• Y represents O or S;
• Z represents O, S or N(Rb), Rb being hydrogen or alkyl;
• or R1 and Rb may be joined to form an imidazole or benzimidazole moiety;
• and the isomers and pharmaceutically acceptable salts of said compound.

A pharmaceutical composition for treating or preventing viral infections, said composition comprising an anti-viral agent, in an amount effective to attenuate viral infectivity, and a pharmaceutically acceptable carrier medium, said anti-viral agent comprising a compound of the formula:

• 22
• wherein
• R represents hydrogen or alkyl;
• and m is an integer from 0-4;
• R1 represents hydrogen or a substituent selected from the group consisting of —OH, —COOR4, —CONR5R6, —SO2NR7R8, R4, R5, R6, R7 and R8 being independently selected from the group of hydrogen or alkyl, or R1 represents a mono-heterocylic radical selected from the group of furan, thiophene, pyridine, pyrimidine, pyridazine, 1,3-oxathiolane, tetrazole, oxadiazole, oxazole, isoxazole, triazole, imidazoline, imidazole, thiazole, thiadiazole, pyrrole, piperidine, morpholine, triazine and pyrazole;
• W and W′ may be the same or different and represent hydrogen or a substituent selected from the group consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, nitro, hydroxy, perfluoroalkyl, difluoromethyl, alkoxy, phenoxy, phenylalkoxy, acyl, acyloxy, acyloxyalkyl, cyano, carbalkoxy, thio, alkylthio, alkylsulfinyl, alkylsulfonyl, amino, alkylamino, dialkylamino, sulfonamido, carboxamido and alkanoylamino;
• t is an integer from 0 to 8;
• X represents a moiety selected from the group consisting of —S—, —O— or —N(Ra)—, Ra being hydrogen or alkyl;
• R2 represents a radical selected from those consisting of an unsubstituted or substituted phenylalkyl radical, an unsubstituted or substituted phenylalkenyl radical, an unsubstituted or substituted phenylalkynyl radical, an unsubstituted or substituted biphenylalkyl radical, an unsubstituted or substituted polycyclic radical, an unsubstituted or substituted alycyclic radical having 5-8 carbon atoms or a radical of the formula (R2a—)n(L—)pR2b—, wherein R2a and R2b may be the same or different and represent an unsubstituted or substituted heterocyclic radical or an unsubstituted or substituted phenyl radical, R2a also represents an unsubstituted or substituted polycyclic radical and L represents a divalent linking moiety selected from the group consisting of a valence bond, —(CH2)q—, —HC═CH—, —C═C—, —C(═O)—, —O—, —S—, —S(═O)—, —S(═O)2—, NR2c, R2c being hydrogen or alkyl, n and p are each 0 or 1, and q is an integer from 1 to 3;
• said heterocyclic radicals being selected from the group consisting of furan, thiophene, oxazole, oxadiazole, isoxazole, pyridine, pyrimidine, pyrazole, triazole, pyridazine, 1,3-oxathiolane, thiazole, isothiazole, thiadiazole, imidazole, pyrrole, tetrazole and triazine;
• said polycyclic radicals being selected from the group consisting of benzofuran, isobenzofuran, benzothiophene, isobenzothiophene, benzoxazole, indole, 2-isoindole, benzopyrazole, quinoline, isoquinoline, 1,2-benzodiazine, 1,3-benzodiazine, 1,2,3-benzotriazole, benzothiazole, benzimidazole, 1,2,3-benzotriazine, 1,2,4-benzotriazine, naphthalene, anthracene and fluorene;
• the heterocyclic radical substituents, said polycyclic radical substituents and said alicyclic radical substituents being at least one selected from the group consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, perhaloalkyl, monoalkyl, dihaloalkyl, alkoxy, acyl, acyloxy, acyloxyalkyl, phenylalkoxy, hydroxy, hydroxyalkyl, thio, alkylthio, nitro, carboxy, carbalkoxy;
• the phenyl radical substituents, the phenylalkyl radical substituents, the phenylalkenyl radical substituents, the phenylalkynyl radical substituents and the biphenylalkyl radical substituents being at least one selected from the group consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, nitro, carboxy, hydroxy, hydroxyalkyl, perhaloalkyl, monohaloalkyl, dihaloalkyl, alkoxy, phenylalkoxy, acyl, acyloxy, acyloxyalkyl, cyano, carbalkoxy, thio, alkylthio, alkylsulfinyl, alkylsulfonyl, amino, alkylamino, dialkylamino, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, sulfonamido, carboxamido, alkanoylamino.
• Y represents O or S;
• Z represents O, S or N(Rb), Rb being hydrogen or alkyl;
• or R1 and Rb may be joined to form an imidazole or benzimidazole moiety;
• and the isomers and pharmaceutically acceptable salts of said compound.

A pharmaceutical composition for treating or preventing viral infections, said composition comprising an anti-viral agent in an amount effective to attenuate viral infectivity, and a pharmaceutically acceptable carrier medium, said anti-viral agent comprising a compound of the formula:

• 23
• wherein
• R1 represents hydrogen or a substituent selected from the group consisting of —OH, —COOR3, —CONR4R5, —SO2NR6R7, R3, R4, R5, R6 and R7 being independently selected from the group of hydrogen, alkyl, or R1 represents a heterocylic ring selected from the group of tetrazole, oxadiazole, oxazole, triazole, imidazoline, imidazole, thiazole, thiadiazole, pyrrole, piperidine, morpholine and pyrazole;
• W and W′ may be the same or different and represent hydrogen or a substituent selected from the group consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, nitro, hydroxy, perfluoroalkyl, difluoromethyl, alkoxy, phenoxy, acyloxy, cyano, carbalkoxy, thio, alkylthio, alkylsulfinyl, alkylsulfonyl, amino, alkylamino, dialkylamino, sulfonamide, carboxamide and alkanoylamino.
• t is an integer from 0 to 8;
• X represents a moiety selected from the group consisting of —S—, —O— or —N(Ra)—, Ra being hydrogen or alkyl;
• R2 represents a radical selected from those consisting of an unsubstituted or substituted mono- or bi-heterocyclic group, an unsubstituted or substituted polycyclic ring moiety, an unsubstituted or substituted alicyclic group having 5-8 carbon atoms, an unsubstituted or substituted phenyl group, an unsubstituted or substituted biphenyl (C6H5—C6H4—) group, an unsubstituted or substituted phenyl ether group (C6H5—O—C6H4—), an unsubstituted or substituted cinnamyl (C6H5CH═CH—) group, or an unsubstituted or substituted cinnamylphenyl group, said mono-heterocyclic group being selected from those consisting of furan, thiophene, oxazole, oxadiazole, pyridine, pyrimidine, pyrazole, triazole, pyridazine, 1,3-oxathiolane, thiazole, thiadiazole, imidazole, tetrazole, pyrrole and triazine, said bi-heterocyclic group comprising two heterocyclic groups, said two heterocyclic groups being selected from said mono-heterocyclic groups and being the same or different, said polycyclic ring moiety being selected from those consisting of benzofuran, isobenzofuran, benzothiophene, isobenzothiophene, benzoxazole, benzopyrrole, indolenine, 2-isobenzazole, benzpyrazole, quinoline, isoquinoline, 1,2-benzodiazine, 1,3-benzodiazine, 1,2,3-benzotriazole, benzothiazole, benzimidazole, 1,2,3-benzotriazine, 1,2,4-benzotriazine, naphthalene, anthracene and fluorene;
• the mono-heterocyclic group substituents, the bi-heterocyclic group substituents, the alicyclic group substituents and the polycyclic ring moiety substituents being at least one selected from those consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, trifluoromethyl, alkoxy, hydroxy, thio, nitro, carboxy, carbalkoxy, an unsubstituted or substituted phenyl group, an unsubstituted or substituted phenylalkyl group, an unsubstituted or substituted phenylalkenyl group or an unsubstituted or substituted phenylalkynyl group;
• the phenyl group substituents, the biphenyl group substituents, the phenyl ether group substituents, the phenylalkyl group substituents, the phenylalkenyl group substituents, the phenylalkynyl group substituents, the cinnamyl group substituents and the cinnamylphenyl group substituents being at least one selected from those consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, nitro, carboxy, hydroxy, trifluoromethyl, difluoromethyl, alkoxy, phenoxy, acyloxy, cyano, carbalkoxy, thio, alkylthio, alkylsulfinyl, alkylsulfonyl, amino, alkylamino, dialkylamino, sulfonamido, carboxamido, alkanoylamino, 1-pyrrolidyl, 1-piperidinyl or 4-morpholinyl;
• Y represents O or S;
• Z represents O, S or N(Rb), Rb being hydrogen or alkyl;
• or R1 and Rb may be joined to form an imidazole or benzimidazole moiety;
• and the isomers and pharmaceutically acceptable salts of said compound.

A compound having the formula:

• 24
• wherein
• R3 represents an unsubstituted or substituted, branched or straight chain, saturated or unsaturated hydrocarbon moiety having 1-10 carbon atoms in the main chain, said hydrocarbon moiety substituents being at least one selected from those consisting of branched or straight chain, saturated or unsaturated aliphatic group, having 1-6 carbon atoms, unsubstituted or substituted mono-heterocyclic group or unsubstituted or substituted phenyl (C6H5) group, said mono-heterocyclic group being selected from those consisting of furan, thiophene, oxazole, oxadiazole, pyridine, pyrimidine, pyrazole, triazole, pyridazine, 1,3-oxathiolane, thiazole, thiadiazole, imidazole, tetrazole, pyrrole and triazine;
• X represents a moiety selected from the group consisting of —S—, —O— or —N(Ra)—, Ra being hydrogen or alkyl;
• R2 represents a radical selected from those consisting of an unsubstituted or substituted mono- or bi-heterocyclic radical, an unsubstituted or substituted polycyclic radical, an unsubstituted or substituted polycyclic-heterocyclic radical, an unsubstituted or substituted alicyclic radical having 5-8 carbon atoms, an unsubstituted or substituted phenyl radical, an unsubstituted or substituted biphenyl (C6H5—C6H4—) radical, an unsubstituted or substituted phenyl ether (C6H5—O—C6H4—) radical or an unsubstituted or substituted 2-phenylethenyl (C6H5CH═CH—) radical, said mono-heterocyclic group being selected from those consisting of furan, thiophene, oxazole, oxadiazole, pyridine, pyrimidine, pyrazole, triazole, pyridazine, 1,3-oxathiolane, thiazole, thiadiazole, imidazole, tetrazole, pyrrole and triazine, said bi-heterocyclic group comprising two heterocyclic moieties which are selected from said mono-heterocyclic radical group members, and which may be the same or different, said polycyclic ring moiety being selected from those consisting of benzofuran, isobenzofuran, benzothiophene, isobenzothiophene, benzoxazole, indole, 2-isoindole, benzopyrazole, quinoline, isoquinoline, 1,2-benzodiazine, 1,3-benzodiazine, 1,2,3-benzotriazole, benzothiazole, benzimidazole, 1,2,3-benzotriazine and 1,2,4-benzotriazine, naphthalene, anthracene and fluorene and said polycyclic-heterocyclic radical comprising a polycyclic moiety selected from said polycyclic radical group members and a heterocyclic moiety which is selected from said mono-heterocyclic radical group members;
• the mono-heterocyclic radical substituents, the bi-heterocyclic radical substituents, the alicyclic radical substituents, the polycyclic radical substituents and the polycyclic-heterocyclic radical substituents being at least one selected from those consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, trifluoromethyl, alkoxy, hydroxy, thio, nitro, carbalkoxy, an unsubstituted or substituted phenyl radical, an unsubstituted or substituted phenylalkenyl radical or an unsubstituted or substituted phenylalkynyl radical;
• the phenyl radical substituents, the biphenyl radical substituents, the phenyl ether radical substituents, the phenylalkenyl radical substituents, the phenylalkynyl radical substituents and the 2-phenylethenyl radical substituents being at least one selected from those consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, nitro, carboxy, hydroxy, trifluoromethyl, difluoromethyl, alkoxy, phenoxy, acyloxy, cyano, carbalkoxy, thio, alkylthio, alkylsulfinyl, alkylsulfonyl, amino, alkylamino, dialkylamino, sulfonamido, carboxamido, alkanoylamino, 1-pyrrolidyl, 1-piperidinyl or 4-morpholinyl;
• Y represents O or S;
• Z represents O, S or N(Rb), Rb being hydrogen or alkyl;
• or R1 and Rb may be joined to form an imidazole or benzimidazole moiety;
• and the isomers and pharmaceutically acceptable salts of said compound.

A compound having the formula:

• 25
• wherein
• R1 represents hydrogen or a substituent selected from the group consisting of —OH, —COOH, —CONR4R5, —SO2NR6R7, R4, R5, R6 and R7 being independently selected from the group of hydrogen, alkyl, or R1 represents a heterocylic ring selected from the group of furan, thiophene, pyridine, pyrimidine, pyridazine, 1,3-oxathiolane, tetrazole, oxadiazole, oxazole, triazole, imidazoline, imidazole, thiazole, thiadiazole, pyrrole, piperidine, morpholine, triazine and pyrazole;
• W and W′ may be the same or different and represent hydrogen or a substituent selected from the group consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, nitro, hydroxy, perfluoroalkyl, difluoromethyl, alkoxy, phenoxy, acyloxy, cyano, carbalkoxy, thio, alkylthio, alkylsulfinyl, alkylsulfonyl, amino, alkylamino, dialkylamino, sulfonamido, carboxamido and alkanoylamino.
• t is an integer from 0 to 8;
• X represents a moiety selected from the group consisting of —S—, —O— or —N(Ra)—, Ra being hydrogen or alkyl;
• R2 represents a radical selected from those consisting of an unsubstituted or substituted mono- or bi-heterocyclic radical, an unsubstituted or substituted polycyclic radical, an unsubstituted or substititued polycyclic-heterocyclic radical, an unsubstituted or substituted alicyclic radical having 5-8 carbon atoms, an unsubstituted or substituted phenyl radical, an unsubstituted or substituted biphenyl (C6H5—C6H4—) radical, an unsubstituted or substituted phenyl ether (C6H5—O—C6H4—) radical, an unsubstituted or substituted 2-phenylethenyl (C6H5CH═CH—) radical, or an unsubstituted or substituted stilbenyl (C6H5—CH═CH—C6H4—) radical, said mono-heterocyclic radical being selected from those consisting of furan, thiophene, oxazole, oxadiazole, pyridine, pyrimidine, pyrazole, triazole, pyridazine, 1,3-oxathiolane, thiazole, thiadiazole, imidazole, tetrazole, pyrrole and triazine, said bi-heterocyclic group comprising two heterocyclic groups, said two heterocyclic groups being selected from said mono-heterocyclic radical group members and being the same or different, said polycyclic radical being selected from the group consisting of benzofuran, isobenzofuran, benzothiophene, isobenzothiophene, benzoxazole, benzopyrrole, 2-isoindole, benzopyrazole, quinoline, isoquinoline, 1,2-benzodiazine, 1,3-benzodiazine, 1,2,3-benzotriazole, benzothiazole, benzimidazole, 1,2,3-benzotriazine, 1,2,4-benzotriazine, naphthalene, anthracene and fluorene, and said polycyclic-heterocyclic radical comprising a polycyclic moiety selected from said polycyclic radical group members and a heterocyclic moiety selected from said mono-heterocyclic radical group members;
• the mono-heterocyclic radical substituents, the bi-heterocyclic radical substituents, the alicyclic radical substituents, the polycyclic radical substituents and the polycyclic-heterocyclic radical substituents being at least one selected from those consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, trifluoromethyl, alkoxy, hydroxy, thio, nitro, acyl, carboxy, carbalkoxy, an unsubstituted or substituted phenyl radical, an unsubstituted or substituted phenylalkyl radical, an unsubstituted or substituted phenylalkenyl radical or an unsubstituted or substituted phenylalkynyl radical;
• the phenyl radical substituents, the biphenyl radical substituents, the phenyl ether radical substituents, the phenylalkyl radical substituents, the phenylalkenyl radical substituents, the phenylalkynyl radical substituents, the 2-phenylethenyl radical substituents and the stilbenyl radical substituents being at least one selected from those consisting of a straight or branched chain, saturated or unsaturated aliphatic group having 1-6 carbon atoms, halogen, nitro, carboxy, hydroxy, trifluoromethyl, difluoromethyl, alkoxy, phenoxy, phenylalkoxy, acyl, acyloxy, cyano, carbalkoxy, thio, alkylthio, alkylsulfinyl, alkylsulfonyl, amino, alkylamino, dialkylamino, sulfonamido, carboxamido, alkanoylamino, furan, thiophene, pyridine, pyrimidine, pyridazine, 1,3-oxathiolane, tetrazole, oxadiazole, oxazole, triazole, imidazoline, imidazole, thiazole, thiadiazole, pyrrole, piperidine, morpholine and pyrazole;
• Y represents O or S;
• Z represents O, S or N(Rb), Rb being hydrogen or alkyl;
• or R1 and Rb may be joined to form an imidazole or benzimidazole moiety;
• and the isomers and pharmaceutically acceptable salts of said compound.