tert-butyl 4-(4-chloro-6-{[2-(4-chlorophenoxy)ethyl]thio}-1,3,5-triazin-2-yl)piperazine-1-carboxylate | 478626-95-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 4-(4-chloro-6-{[2-(4-chlorophenoxy)ethyl]thio}-1,3,5-triazin-2-yl)piperazine-1-carboxylate
• 英文别名: Tert-butyl 4-[4-chloro-6-[2-(4-chlorophenoxy)ethylsulfanyl]-1,3,5-triazin-2-yl]piperazine-1-carboxylate
• CAS: 478626-95-8
• 化学式: C₂₀H₂₅Cl₂N₅O₃S
• 分子量: 486.422
• InChiKey: HJLINHALUUKVRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(4-chloro-6-{[2-(4-chlorophenoxy)ethyl]thio}-1,3,5-triazin-2-yl)piperazine-1-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 乙醚 为溶剂， 反应 18.0h， 生成 4-{2-[(4-{[2-(4-chlorophenoxy)ethyl]thio}-6-piperazin-1-yl-1,3,5-triazin-2-yl)amino]ethyl}phenol hydrochloride
  参考文献：
  名称：

  A New Series of Estrogen Receptor Modulators That Display Selectivity for Estrogen Receptor β

  摘要：

  A series of 1,3,5-triazine-based estrogen receptor (ER) modulators that are modestly selective for the ERbeta subtype are reported. Compound 1, which displayed modest potency and selectivity for ERbeta vs ERalpha, was identified via high-throughput screening utilizing an ERbeta SPA-based binding assay. Subsequent analogue preparation resulted in the identification of compounds such as 21 and 43 that display 25- to 30-fold selectivity for ERbeta with potencies in the 10-30 nM range. These compounds profile as full antagonists at ERbeta and weak partial agonists at ERalpha in a cell-based reporter gene assay. In addition, the X-ray crystal structure of compound 15 complexed with the ligand binding domain of ERbeta has been solved and was utilized in the design of more conformationally restrained analogues such as 31 in an attempt to increase selectivity for the ERbeta subtype.

  DOI：

  10.1021/jm020291h
• 作为产物：
  描述：

  1-(2-溴乙氧基)-4-氯苯 在 sodium hydroxide 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 tert-butyl 4-(4-chloro-6-{[2-(4-chlorophenoxy)ethyl]thio}-1,3,5-triazin-2-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  A New Series of Estrogen Receptor Modulators That Display Selectivity for Estrogen Receptor β

  摘要：

  A series of 1,3,5-triazine-based estrogen receptor (ER) modulators that are modestly selective for the ERbeta subtype are reported. Compound 1, which displayed modest potency and selectivity for ERbeta vs ERalpha, was identified via high-throughput screening utilizing an ERbeta SPA-based binding assay. Subsequent analogue preparation resulted in the identification of compounds such as 21 and 43 that display 25- to 30-fold selectivity for ERbeta with potencies in the 10-30 nM range. These compounds profile as full antagonists at ERbeta and weak partial agonists at ERalpha in a cell-based reporter gene assay. In addition, the X-ray crystal structure of compound 15 complexed with the ligand binding domain of ERbeta has been solved and was utilized in the design of more conformationally restrained analogues such as 31 in an attempt to increase selectivity for the ERbeta subtype.

  DOI：

  10.1021/jm020291h