5-(3'-ethyl-4'-methoxy-biphenyl-4-yl)-3,3-dimethyl-3H-furan-2-one | 947547-99-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(3'-ethyl-4'-methoxy-biphenyl-4-yl)-3,3-dimethyl-3H-furan-2-one
• CAS: 947547-99-1
• 化学式: C₂₁H₂₂O₃
• 分子量: 322.404
• InChiKey: VNBVKHGDUXHCPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-氨甲基吡啶 、 5-(3'-ethyl-4'-methoxy-biphenyl-4-yl)-3,3-dimethyl-3H-furan-2-one 以 二氯甲烷 为溶剂， 反应 22.0h， 以54%的产率得到4-(3'-ethyl-4'-methoxybiphenyl-4-yl)-2,2-dimethyl-4-oxo-N-pyridin-3-ylmethylbutyramide
  参考文献：
  名称：

  Novel inhibitors of 17β-hydroxysteroid dehydrogenase type 1: Templates for design

  摘要：

  The 17 beta-hydroxysteroid dehydrogenases (17 beta-HSDs) catalyze the interconversion between the oxidized and reduced forms of androgens and estrogens at the 17 position. The 17 beta-HSD type 1 enzyme (17 beta-HSD1) catalyzes the reduction of estrone (E1) to estradiol and is expressed in malignant breast cells. Inhibitors of this enzyme thus have potential as treatments for hormone dependent breast cancer. Syntheses and biological evaluation of novel non-steroidal inhibitors designed to mimic the E1 template are reported using information from potent steroidal inhibitors. Of the templates investigated biphenyl ethanone was promising and led to inhibitors with IC50 values in the low micromolar range. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.059
• 作为产物：
  描述：

  4-(3'-ethyl-4'-methoxy-biphenyl-4-yl)-2,2-dimethyl-4-oxo-butyric acid 在 三乙胺 、 乙酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以56%的产率得到5-(3'-ethyl-4'-methoxy-biphenyl-4-yl)-3,3-dimethyl-3H-furan-2-one
  参考文献：
  名称：

  Novel inhibitors of 17β-hydroxysteroid dehydrogenase type 1: Templates for design

  摘要：

  The 17 beta-hydroxysteroid dehydrogenases (17 beta-HSDs) catalyze the interconversion between the oxidized and reduced forms of androgens and estrogens at the 17 position. The 17 beta-HSD type 1 enzyme (17 beta-HSD1) catalyzes the reduction of estrone (E1) to estradiol and is expressed in malignant breast cells. Inhibitors of this enzyme thus have potential as treatments for hormone dependent breast cancer. Syntheses and biological evaluation of novel non-steroidal inhibitors designed to mimic the E1 template are reported using information from potent steroidal inhibitors. Of the templates investigated biphenyl ethanone was promising and led to inhibitors with IC50 values in the low micromolar range. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.059