Compounds, compositions and methods for treating influenza

A compound produced by the process comprising the process step of reacting the starting compound of the formula:

• with FeCl3 in the presence of acetic acid, wherein the reaction mixture is heated and the temperature of the reaction mixture is about 85° C. to about reflux temperature, and wherein R1 in the above formula represents a lower alkyl (C1-C6) substituent which may be straight or branched and R2 in the above formula represents an aryl substituent of the formula:
• V represents a substituent selected from the group consisting of COOR3, CONR4R5, SO2NR6R7 and
• W, X, Y and Z represent the same or different substituents selected from the group consisting of H, alkyl, halogen, CF3, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl COOR′ and CONR″R′″;
• Q and the carbon atoms to which it is attached represent a heterocyclic ring selected from the group consisting of
• wherein the bond between positions a, b of said heterocyclic ring forms a common bond with aromatic ring (Ar);
• R3 and R′ are the same or different and represent H or an alkyl (C1-C6) substituent;
• R4, R5, R6, R7, R″ and R′″ are the same or different and represent H, an alkyl substituent, an aryl substituent, an aralkyl substituent, a heterocyclic substituent, a heterocyclicalkyl substituent, or a carboxyalkyl substituent, said aryl substituent and the aryl moiety of said aralkyl substituent having the formula:
• wherein Q, V, W, X, Y and Z are as previously defined, said heterocyclic substituent or the heterocyclic moiety of said heterocyclicalkyl substituent having the formula
• wherein A is selected from the group consisting of carbon, nitrogen, sulfur or oxygen, and R8, R9, R10, R11 are the same or different and represent H, alkyl, halogen, CF3, alkoxy, alkylthio, OH, alkylamino, dialkylamino, COOH, CONH2 and SO2NH2, and the isomers and pharmaceutically acceptable salts of said compound.