Picard, Franck; Barassin, Stephan; Mokhtarian, Armand; Hartmann, Rolf W. published the artcile< Synthesis and Evaluation of 2'-Substituted 4-(4'-Carboxy- or 4'-carboxymethylbenzylidene)-N-acylpiperidines: Highly Potent and in Vivo Active Steroid 5α-Reductase Type 2 Inhibitors>, Application In Synthesis of 128577-47-9, the main research area is acylpiperidine carboxybenzylidene preparation steroid reductase inhibitor.
Sixteen N-acylpiperidines I (R1 = Ph2CH, Ph2CHCH2, dicyclohexylmethyl, 1-adamantyl; R2 = H, F, MeO; R3 = H, HO2C; R4 = H, HO2C, HO2CCH2) and II (R5 = Ph2CH, Ph2N, Me3CO, 1-adamantyl), bearing carboxylic acid moieties, were synthesized and evaluated for inhibition of rat and human steroid 5α-reductase isoenzymes types 1 and 2. In the dicyclohexylacetyl series (R1 = dicyclohexylmethyl), fluorination in the 2-position of the benzene nucleus, exchange of the carboxy group by a carboxymethyl moiety, and combination of both structural modifications led to highly active inhibitors of the human type 2 isoenzyme [IC50 values: I [R2 = F, R3 = H, R4 = HO2C; (III)], 11 nM; I (R2 = R3 = H, R4 = HO2CCH2), 6 nM; I (R2 = F, R3 = H, R4 = HO2CCH2), 7 nM; finasteride, 5 nM]. In vivo all compounds tested markedly reduced the prostate weights in castrated testosterone-treated rats. Oral activity was shown for compound I (R1 = dicyclohexylmethyl, R2 = R3 = H, R4 = HO2C). From the finding that III is active in the rat, although it is a rather poor inhibitor of the rat enzyme and is a strong inhibitor of the human enzyme, it is concluded that it should be highly potent in men.
Journal of Medicinal Chemistry published new progress about Benign prostatic hyperplasia. 128577-47-9 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8BrFO2, Application In Synthesis of 128577-47-9.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary