3-Formyl Rifampicin is a structurally modified rifamycin derivative featuring a formyl group at the 3-position of the naphthopyran core, replacing the native hydroxyl moiety. This oxidation product retains the macrocyclic anhydride and enolic side chain characteristic of Rifampicin but exhibits altered electrophilic reactivity due to the aldehyde functionality. The substitution disrupts hydrogen bonding patterns while preserving chromophore conjugation, leading to distinct UV spectral properties. Synthetically, it arises as a side product during oxidative functionalization of Rifampicin precursors. Analytically, it serves as a critical HPLC reference standard for impurity profiling in rifamycin-based pharmaceuticals.
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InChI=1S/C38H47NO13/c1-16-11-10-12-17(2)37(48)39-28-23(15-40)32(45)25-26(33(28)46)31(44)21(6)35-27(25)36(47)38(8,52-35)50-14-13-24(49-9)18(3)34(51-22(7)41)20(5)30(43)19(4)29(16)42/h10-16,18-20,24,29-30,34,42-46H,1-9H3,(H,39,48)/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,24-,29-,30+,34+,38-/m0/s1
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