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16783-99-625-Desacetyl Rifampicin

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Catalogue No.:	VL2760004
CAS No.:	16783-99-6
Mol. Formula:	C41H56N4O11
Mol. Weight:	780.9 g/mol

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Additional information on CAS 16783-99-6

Parent drug

Rifampicin

IUPAC Name

25-O-Deacetyl-3-[(E)-[(4-methyl-1-piperazinyl)imino]methyl]rifamycin

Smiles

CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](O)[C@@H]1C)\C)c(\C=N\N5CCN(C)CC5)c(O)c4c3C2=O

InChI

InChI=1S/C41H56N4O11/c1-20-11-10-12-21(2)40(53)43-31-26(19-42-45-16-14-44(8)15-17-45)36(50)28-29(37(31)51)35(49)25(6)38-30(28)39(52)41(7,56-38)55-18-13-27(54-9)22(3)33(47)24(5)34(48)23(4)32(20)46/h10-13,18-20,22-24,27,32-34,46-51H,14-17H2,1-9H3,(H,43,53)/b11-10+,18-13+,21-12-,42-19+/t20-,22+,23+,24-,27-,32-,33+,34+,41-/m0/s1

Synonyms

N/A

Description

25-Desacetyl rifampicin (CAS 16783-99-6) is a rifamycin-derived process and degradation impurity arising from hydrolytic deacetylation at the 25-acetyl ester of rifampicin. With molecular formula C41H56N4O11 and molecular weight 780.9 g/mol, it retains the ansa-macrolide chromophore and characteristic conjugated quinone-like system that influence UV absorbance and chromatographic behavior. Structural elucidation and quantitative assessment typically require LC-MS/MS or high-resolution LC-MS, supplemented by photodiode-array detection and, where needed, NMR confirmation. Its presence is monitored in impurity profiling because rifampicin degradation is strongly pH and moisture dependent and may affect assay specificity and stability interpretation.