120976-36-5

Upstream product

• 67-56-1 methanol 
• 101894-60-4 4'-bromowarfarin 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 3815-31-4 4-(4-bromophenyl)but-3-en-2-one 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 120976-38-7 4'-deuterowarfarin 
• 120976-37-6 4'-deuterocyclocoumarol 

Relevant academic research and scientific papers

Microbial models of mammalian metabolism: Conversion of warfarin to 4'-hydroxywarfarin using Cunninghamella bainieri

Warfarin, an anticoagulant and 'metabolic probe' for cytochrome P-450 isozyme multiplicity, is metabolized to 4'-hydroxywarfarin, a principle mammalian metabolite, using the fungus Cunninghamella bainieri (UI-3065). The metabolite was isolated from cell suspension cultures and characterized by analytical (TLC, HPLC, GC-MS) and spectral (HRMS, EI-MS, PMR) comparisons with authentic 4'-hydroxywarfarin. The mechanism of aromatic hydroxylation was examined in C. bainieri using 4'-deuterowarfarin. The absence of a primary isotope effect (K(H)/K(D) = 1.13), migration and retention of deuterium in the phenolic product [80% migration and retention (M&R)], and inhibition of the hydroxylation by carbon monoxide (93% inhibition in a 50:50 CO:O2 atmosphere) are consistent with a cytochrome P-450-mediated hydroxylation involving the classic NIH shift (arene oxide) pathway.