98102-30-8Relevant articles and documents
Synthesis and evaluation of analogues of 4-androstene-3,17-dione as aromatase inhibitors
Rowlands,Foster,Mann,Pietrzak,Wilkinson,Coombes
, p. 371 - 382 (1987)
Twenty-three synthetic analogues of 4-androstene-3,17-dione (androstenedione) have been evaluated as inhibitors of human placental microsomal aromatase enzyme. Among the most potent of these compounds were the 4-hydroxy, 6α-fluoro, 6β-fluoro, and 4-fluoroandrostenediones and 4-fluoro-19-nor-4-androstene-3,17-dione. 4-Hydroxy-4-androstene-3,17-dione (4HAD) is an irreversible inhibitor of aromatase in vitro, whereas the four fluoro analogues are reversible inhibitors. 4HAD and 4-fluoro-4-androstene-3,17-dione caused significant regression of the nitrosomethylurea-induced mammary tumor in rats, but the other fluoro derivatives were inactive.
Regiospecific synthesis of 4-fluoro-Δ4,3-keto steroids using caesium fluoroxysulfate
Hodson, Harold F.,Madge, David J.,Widdowson, David A.
, p. 2965 - 2968 (2007/10/03)
The regiospecific synthesis of two A-ring fluorinated steroids is described.Treatment of a 4-trimethylstannyl Δ4,3-keto steroid with caesium fluorosulfate gave the corresponding fluorinated steroid in good yield; use of the N-fluorodiazabicycli
Electrophilic Fluorination of Unsaturated Systems with the Recently Developed Acetyl Hypofluorite
Rozen, Shlomo,Lerman, Ori,Kol, Moshe,Hebel, David
, p. 4753 - 4758 (2007/10/02)
Acetyl hypofluorite (AcOF, 1) is a relatively new reagent which is prepared in situ from F2 and is an excellent source for electrophilic fluorine.Unlike the other known fluoroxy reagents, it reacts smoothly and quickly at -78 deg C with many types of olef