Chemistry of loteprednol etabonate and related steroids. II. Reactions at ring C and NMR structural studies of the resulting compounds.
Several derivatives of lotoprednol etabonate (1), a soft corticosteroid antiinflammatory drug, are formed during the synthesis and sterilization process. Some of these contaminants of 1 result from side reactions taking place on the steroid ring C including oxidation, dehydration, chlorination and chlorohydroxylation. The products have been identified, synthesized, and fully characterized by 1H and 13C NMR spectroscopy.
Rachwal
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S
Pharmos Corporation, Alachua, Florida 32615, USA.
Druzgala
P
P
Liu
Z Z
ZZ
Vlasak
J
J
Brewster
M E
ME
Pop
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E
D000730:Androstadienes / Q000737:chemistry*; D000893:Anti-Inflammatory Agents / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D000069559:Loteprednol Etabonate; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013256:Steroids / Q000737:chemistry*
D000730:Androstadienes; D000893:Anti-Inflammatory Agents; D013256:Steroids; D000069559:Loteprednol Etabonate