(6-methoxy-1,3-benzothiazol-2-yl)[3-methoxy-4-(tert-butyldimethylsilanyloxy)phenyl]methanol | 1361253-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: (6-methoxy-1,3-benzothiazol-2-yl)[3-methoxy-4-(tert-butyldimethylsilanyloxy)phenyl]methanol
• 英文别名: (6-methoxy-1,3-benzothiazol-2-yl)[3-methoxy-4-(tert-butyl-dimethyl-silanyoxy)phenyl]methanol；[4-[Tert-butyl(dimethyl)silyl]oxy-3-methoxyphenyl]-(6-methoxy-1,3-benzothiazol-2-yl)methanol
• CAS: 1361253-08-8
• 化学式: C₂₂H₂₉NO₄SSi
• 分子量: 431.628
• InChiKey: MQQJSOYXFNCMHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.78
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  89
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (6-methoxy-1,3-benzothiazol-2-yl)[3-methoxy-4-(tert-butyldimethylsilanyloxy)phenyl]methanol 在 四丁基氟化铵 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 为溶剂， 反应 20.17h， 生成 (6-methoxy-1,3-benzothiazol-2-yl)(3-methoxy-4-hydroxyphenyl)methanone
  参考文献：
  名称：

  Optimization of Hydroxybenzothiazoles as Novel Potent and Selective Inhibitors of 17β-HSD1

  摘要：

  17 beta-HSD1 is a novel target for the treatment of estrogen-dependent diseases, as it catalyzes intracellular estradiol formation. Starting from two recently described compounds, highly active and selective inhibitors were developed. Benzoyl 6 and benzamide 17 are the most selective compounds toward 17 beta-HSD2 described so far. They also showed a promising profile regarding activity in T47-D cells, selectivity toward ER alpha and ER beta inhibition of hepatic CYP enzymes, metabolic stability, and inhibition of marmoset 17 beta-HSD1 and 17 beta-HSD2.

  DOI：

  10.1021/jm201711b
• 作为产物：
  描述：

  2-氨基-6-甲氧基苯并噻唑 在 正丁基锂 、 磷酸 、 sodium nitrite 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.33h， 生成 (6-methoxy-1,3-benzothiazol-2-yl)[3-methoxy-4-(tert-butyldimethylsilanyloxy)phenyl]methanol
  参考文献：
  名称：

  Optimization of Hydroxybenzothiazoles as Novel Potent and Selective Inhibitors of 17β-HSD1

  摘要：

  17 beta-HSD1 is a novel target for the treatment of estrogen-dependent diseases, as it catalyzes intracellular estradiol formation. Starting from two recently described compounds, highly active and selective inhibitors were developed. Benzoyl 6 and benzamide 17 are the most selective compounds toward 17 beta-HSD2 described so far. They also showed a promising profile regarding activity in T47-D cells, selectivity toward ER alpha and ER beta inhibition of hepatic CYP enzymes, metabolic stability, and inhibition of marmoset 17 beta-HSD1 and 17 beta-HSD2.

  DOI：

  10.1021/jm201711b

文献信息

• Optimization of Hydroxybenzothiazoles as Novel Potent and Selective Inhibitors of 17β-HSD1
  作者：Alessandro Spadaro、Martin Frotscher、Rolf W. Hartmann

  DOI：10.1021/jm201711b

  日期：2012.3.8

  17 beta-HSD1 is a novel target for the treatment of estrogen-dependent diseases, as it catalyzes intracellular estradiol formation. Starting from two recently described compounds, highly active and selective inhibitors were developed. Benzoyl 6 and benzamide 17 are the most selective compounds toward 17 beta-HSD2 described so far. They also showed a promising profile regarding activity in T47-D cells, selectivity toward ER alpha and ER beta inhibition of hepatic CYP enzymes, metabolic stability, and inhibition of marmoset 17 beta-HSD1 and 17 beta-HSD2.