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4265029 
Journal Article 
Structure Elucidation of Two Unknown Oxydic Degradation Impurities of Rifaximin 
Liu, C; Hu, CQin; Jin, SH 
2011 
Yes 
Asian Journal of Chemistry
ISSN: 0970-7077
EISSN: 0975-427X 
23 
3252-3256 
Rifaximin is a semi-synthetic rifamycin derivate. Two unknown oxydic degradation impurities (impurity 1 and impurity 2) were prepared from rifaximin based on the degradation mechanism by using manganese dioxide as the oxidant. The structure of the impurities was elucidated by using MS and other modern spectroscopic (NMR and FTIR) techniques and as (2S,20S,21S,22R,23R,24R,25S,26R,27S)-6,21,23-trihydroxy-27-methoxy-2,4,16,20,22,24,26-heptamethyl-11-methylene-1,5,15-trioxo-1,2,5,11-tetrahydro-2,7-(epoxypentadeca[1,11,13]trienoimino)furo[2 '',3 '':7',8']naphtho[1',2':4,5]imidazo[1,2-a]pyridin-25-yl-acetate and (2S,20S,21S, 22R,23R,24R,25R,26R,27R)-5,21,23-trihydroxy-27-methoxy-2,4,16,20,22,24,26-heptamethyl-11-methylene-1,6,15-trioxo-1,2,6,11-tetrahydro-2,7-(epoxypentadeca[1, 11,13]trienoimino)furo[2 '',3 '':7',8']naphtho[1',2':4,5]imidazo[1,2-a]pyridin-25-yl-acetate by IUPAC. 
Rifaximin structure; Impurity; Antibiotic