669090-98-6

Upstream product

• 669090-97-5 [17-(tert-butyl-diphenyl-silanyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl]-methanesulfonic acid 2,2-dimethyl-propyl ester 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 237390-55-5 ((8R,9S,13S,14S)-13-Methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl)-methanesulfonic acid 2,2-dimethyl-propyl ester 

Relevant academic research and scientific papers

The difluoromethylene group as a replacement for the labile oxygen in steroid sulfates: A new approach to steroid sulfatase inhibitors

Several estrone sulfate and estradiol sulfate analogues, in which the sulfate group was replaced with an α,α-difluoromethylenesulfonate group or an α,α-difluoromethylenetetrazole group, were examined as inhibitors of steroid sulfatase (STS). These compounds were 4.5-10.5 times more potent than their non-fluorinated analogues. Moreover, the presence of the fluorines changed the mode of inhibition from mixed to competitive. The inhibitor bearing the α,α-difluoromethylenetetrazole group exhibited an affinity for STS approaching that of the natural STS substrate, estrone sulfate. Possible reasons for the enhanced affinity of the fluorinated compounds compared to their non-fluorinated counterparts are discussed.