DRL527 | 1248544-65-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: DRL527
• 英文别名: (E)-3-(2-(4-hydroxyphenyl)-3-(4-(2-(piperidin-1-yl)ethoxy)phenylcarbonyl)benzo[b]thiophen-6-yl)prop-2-enoic acid；3-(2-(4-Hydroxyphenyl)-3-(4-(2-(piperidin-1-yl)ethoxy)benzoyl)benzo[b]thiophen-6-yl)acrylic acid；(E)-3-[2-(4-hydroxyphenyl)-3-[4-(2-piperidin-1-ylethoxy)benzoyl]-1-benzothiophen-6-yl]prop-2-enoic acid
• CAS: 1248544-65-1
• 化学式: C₃₁H₂₉NO₅S
• 分子量: 527.641
• InChiKey: IBSQBBOGPJGCFE-PJQLUOCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E)-4-(6-(3-methoxy-3-oxoprop-1-enyl)-3-(4-(2-(piperidin-1-yl)ethoxy)phenylcarbonyl)benzo[b]thiophen-2-yl)phenyl benzoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 以37%的产率得到DRL527
  参考文献：
  名称：

  A mutant selective anti-estrogen is a pure antagonist on EREs and AP-1 response elements

  摘要：

  Estrogen receptors (ERs) regulate gene transcription through classic estrogen response elements (EREs) as well as AP-1 responsive genes. The common SERMs Raloxifene, Tamoxifen, and ICI164384 function as ER antagonists on EREs but as ER beta agonists/partial agonists on AP-1 responsive genes. While developing a mutant selective analog of Raloxifene, that is an antagonist of ER alpha(E353A), we discovered an antagonist of wild-type ER alpha and ER beta that is also an antagonist of ER beta/AP-1 response. The analog, DRL527, represses basal AP-1 gene expression and antagonizes Raloxifene stimulated AP-1 expression. Therefore DRL527 has a unique, previously unreported, ERE/AP-1 activity profile. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.151