INHIBITORS OF INFLUENZA VIRUS NEURAMINIDASE AND METHODS OF MAKING AND USING THE SAME

摘要

An influenza virus neuraminidase inhibitor, its analogs, its pharmaceutically acceptable salts, derivatives, and mixtures thereof having formula (I), where A is CO2H, CO2CH3, NO2, SO3H or PO3H2, B is CH, N, O or S, R1 and R2 are H, NO2 or (CHm)nX1 where m = 1 or 2, n is an integer from 0 to 4 and X1 is guanidino, OH, NH2, SH, NO2, F, Cl, Br, I, CN, CF3, CO2H, SO3H or PO3H2, R3 and R4 are H, (CHo)pX2, (CHo)pCHX2CH2X2, NH(CHo)pCHX2CH2X2, NHCO(CHo)pCH2X2 or NHCO(CHo)pCHX2CH2X2 where O = 1 or 2, p is an integer from 0 to 4 and X2 is H, guanidino, OH, NH2, SH, NO2, CF3, CO2H, SO3H or PO3H2, R5 = H, OH, NH2, (CHk)lX3, CO(CHk)lX3, SO(CHk)lX3 or SO2(CHk)lX3 where k = 1 or 2, l is an integer from 0 to 4 and X3 is guanidino, OH, NH2, SH, NO2, CF3, CO2H, SO3H or PO3H2, R6 is H, CH(OH)X4, CH(NH2)X4, COX4, SOX4, or SO2X4, where X4 is H, CH3, CH3CH2, CH3CHCH3, CH3CH2CH2 or halogen substituted analogs of X4. The inhibitor in a composition with a pharmaceutically acceptable carrier. A method of inhibiting influenza virus neuraminidase where the inhibitor is administered to a subject in a pharmaceutically acceptable amount along with effective amounts of a pharmaceutically acceptable carrier. Methods of marking a pharmaceutical composition of an acceptable carrier and the inhibitor. Methods of treating and preventing a subject infected with influenza virus (type A or B) using the inhibitor.