Synthesis of aryl-substituted or aryl-fused N-hydroxyethyl and N-hydroxymethypyrazole derivatives as potential ligands for the estrogen receptor
作者:Maryam Allahyari-Devin、Behnam Abedi、Latifeh Navidpour、Abbas Shafiee
DOI:10.1007/s13738-012-0126-z
日期:2013.2
N-hydroxyethylpyrazole (12a–f) and N-hydroxymethylpyrazole derivatives (15a–f) were designed for their estrogenic activities, having a 11.0 ± 0.5 Å distance between their two hydroxyl groups, aliphatic–OH and phenolic–OH similar to 17β-estradiol (E2) as an endogenous hormone. To synthesize the title compounds, the key intermediate 1,3-dicarbonyl derivatives (2 and 8), were treated with hydrazine hydrate to produce
针对它们的雌激素活性,设计了一系列新的N-羟乙基吡唑(12a - f)和N-羟甲基吡唑衍生物(15a - f),两个羟基之间的距离为11.0±0.5Å,类似脂肪族-OH和酚类-OH 17β-雌二醇(E2)作为内源激素。为了合成标题化合物,将关键中间体1,3-二羰基衍生物(2和8)用水合肼处理,生成吡唑环5和9。后者的进一步羟烷基化产生标题吡唑。通过二维NOE NMR光谱确定产物中羟乙基或羟甲基取代基的位置。