3-Formylrifamycin SV
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13292-22-33-Formylrifamycin SV

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Catalogue No.:VL2760003
CAS No.:13292-22-3
Mol. Formula:C38H47NO13
Mol. Weight:725.78 g/mol

Additional information on CAS 13292-22-3

Parent drug

Rifampicin

IUPAC Name

1,2-Dihydro-5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-8-carboxaldehyde 21-Acetate

Synonyms

3-Formyl Rifamycin

Pharmacopeial Synonyms

N/A

Smiles

C[C@H]1/C=C/C=C(\C(=O)NC2=C(C(=C3C(=C2O)C(=C(C4=C3C(=O)[C@](O4)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)C=O)/C

InChI

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

Description

Rifamycin 3-Formyl, also designated 3-Formylrifampicin SV and 3-Formyl Rifamycin, is an ansamycin-related rifamycin impurity associated with oxidative and formylative transformation of the rifampicin chromophore. The compound, CAS 13292-22-3, has molecular formula C38H47NO13 and molecular weight 725.78 g/mol. Its structural liability arises from alteration of the ansa macrocycle and aromatic quinone system, which may influence stability and impurity profiling during storage or processing. Characterization typically requires LC-MS/MS with high-resolution mass spectrometry, complemented by HPLC-DAD and, where needed, NMR for structural confirmation. It is considered within process-related and degradation impurity assessment frameworks.

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