Patent ID: 6369237
Filing Date: 2002-04-09
Classification: C07D,C07F

Abstract:
A compound represented by the formula, or a pharmaceutically acceptable salt thereof: whereinB is a nucleoside purine or pyrimidine base, or a heterocyclic analog thereof; X is O, N, S or CH2; R1, independently for each occurrence, is absent or is a hydrogen, or an amino protecting group; R2 is a hydrogen, a nucleotide or oligonucleotide, a phosphoryl, a phosphonate, a phosphoramidate, a carbarnate, a phosphorothioate, a phosphorodithioate, a hydroxyl blocking group, or as valence and stability permit, a halogen, a lower alkyl, a lower alkenyl, a lower alkynyl, a carbonyl, a thiocarbonyl, a ketyl, an aldehyde, an amino, an acylamino, an amido, an amidino, a cyano, a nitro, an azido, a sulfonyl, a sulfoxido, a sulfate, a sulfonate, a sulfamoyl, a sulfonamido, a phosphoryl, a phosphonate, a phosphinate, â€”(CH2)mâ€”R8, â€”(CH2)mâ€”OH, â€”(CH2)mâ€”O-lower alkyl, â€”(CH2)mâ€”O-lower alkenyl, â€”(CH2)mâ€”Oâ€”(CH2)nâ€”R8, â€”(CH2)mâ€”SH, â€”(CH2)mâ€”S-lower alkyl, â€”(CH2)mâ€”S-lower alkenyl, â€”(CH2)mâ€”Sâ€”(CH2)nâ€”R8, or a solid or polymeric support; R3 is a hydrogen, a nucleotide or oligonucleotide, a phosphoryl, a phosphonate, a phosphoramidate, a carbamate, a phosphorothioate, a phosphorodithioate, a hydroxyl blocking group, or as valence and stability permit, a halogen, a lower alkyl, a lower alkenyl, a lower alkynyl, a carbonyl, a thiocarbonyl, a ketyl, an aldehyde, an amino, an acylamino, an amido, an amidino, a cyano, a nitro, an azido, a sulfonyl, a sulfoxido, a sulfate, a sulfonate, a sulfamoyl, a sulfonamido, a phosphoryl, a phosphonate, a phosphinate, â€”(CH2)mâ€”R8, â€”(CH2)mâ€”OH, â€”(CH2)mâ€”O-lower alkyl, â€”(CH2)mâ€”O-lower alkenyl, â€”(CH2)mâ€”Oâ€”(CH2)nâ€”R8, â€”(CH2)mâ€”SH, â€”(CH2)mâ€”S-lower alkyl, â€”(CH2)mâ€”S-lower alkenyl, â€”(CH2)mâ€”Sâ€”(CH2)nâ€”R8, or a solid or polymeric support; R4, R5, R6 and R7 are each, independently, as valence and stability permit, hydrogen, a halogen, a lower alkyl, a lower alkenyl, a lower alkynyl, a carbonyl, a thiocarbonyl, a ketyl, an aldehyde, an amino, an acylamino, an amido, an amidino, a cyano, a nitro, an azido, a sulfonyl, a sulfoxido, a sulfate, a sulfonate, a sulfamoyl, a sulfonamido, a phosphoryl, a phosphonate, a phosphinate, â€”(CH2)mâ€”R8, â€”(CH2)mâ€”OH, â€”(CH2)mâ€”O-lower alkyl, â€”(CH2)mâ€”O-lower alkenyl, â€”(CH2)mâ€”Oâ€”(CH2)nâ€”R8, â€”(CH2)mâ€”SH, â€”(CH2)mâ€”S-lower alkyl, â€”(CH2)mâ€”S-lower alkenyl, â€”(CH2)mâ€”Sâ€”(CH2)nâ€”R8; R8 is, independently for each occurrence, a substituted or unsubstituted aryl, aralkyl, cycloalkyl, cycloalkenyl or heterocycle, a carbonyl, a sulfonyl or a phosphoryl; and p is 1 or 2, and n and m are independently for each occurrence zero or an integer in the range of 1 to 6, which compound inhibits an N-glycosidic activity of a DNA glycosylase.