121505-30-4Relevant academic research and scientific papers
Synthesis of Fluorine-containing Analogues of N-Aminoglutethimide
Sampson, Paul,Hammond, Gerald B.,Plevey, Raymond G.
, p. 175 - 178 (2007/10/02)
Three fluorine-containing analogues of N-aminoglutethimide, a selective inhibitor of the enzyme complex desmolase, have been synthesized.N-Amino-4-fluoro- (3), N-aminopentafluoro- (6), and N-amino-3-trifluoromethyl-glutethimide (8) were all prepared from the corresponding glutethimides via amide hydrazide intermediates, which were thermally cyclised to the target N-aminoglutethimides.That compound (3) was indeed an N-aminoglutethimide was confirmed by an alternative approach, which avoided glutarimide ring cleavage and recyclisation, and instead involved the direct N-amination of the anion derived from 4-fluoroglutethimide (5).Compounds (3), (6), and (8) were all found to be powerful and selective desmolase inhibitors.
