1-<2-<4-acetyl-2-(1-methylethyl)phenoxy>ethyl>pyrrolidine | 159388-63-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-<2-<4-acetyl-2-(1-methylethyl)phenoxy>ethyl>pyrrolidine
• 英文别名: 1-[3-Propan-2-yl-4-(2-pyrrolidin-1-ylethoxy)phenyl]ethanone
• CAS: 159388-63-3
• 化学式: C₁₇H₂₅NO₂
• 分子量: 275.391
• InChiKey: TWEDBXQDBDSZRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-<2-<4-acetyl-2-(1-methylethyl)phenoxy>ethyl>pyrrolidine 在 sodium hydroxide 、 三氟乙酸 、 3-氯苯甲酸 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 72.0h， 生成 1-<2-<4-hydroxy-2-(1-methylethyl)phenoxy>ethyl>pyrrolidine
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of new indole derivatives structurally related to thymoxamine

  摘要：

  The synthesis and pharmacological evaluation of a series of pyrrolidine analogues of thymoxamine allowed access to the basic SAR for the aromatic substitution pattern. The results confirm the relevance of the simultaneous presence of the hydroxy and methyl groups on the benzene ring and prompted us to prepare the corresponding indole congener. The principle of the phenol-indol bioisosterism was confirmed by the results obtained. The introduction of the N-(2 methoxyphenyl)piperazine moiety instead of pyrrolidine changed the receptor affinity profile and introduced a good uroselectivity.

  DOI：

  10.1016/0223-5234(94)90147-3
• 作为产物：
  描述：

  1- [4-羟基-3-(丙-2-基)苯基]乙-1-酮 、 N-(2-氯乙基)吡咯烷盐酸盐 在 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以66%的产率得到1-<2-<4-acetyl-2-(1-methylethyl)phenoxy>ethyl>pyrrolidine
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of new indole derivatives structurally related to thymoxamine

  摘要：

  The synthesis and pharmacological evaluation of a series of pyrrolidine analogues of thymoxamine allowed access to the basic SAR for the aromatic substitution pattern. The results confirm the relevance of the simultaneous presence of the hydroxy and methyl groups on the benzene ring and prompted us to prepare the corresponding indole congener. The principle of the phenol-indol bioisosterism was confirmed by the results obtained. The introduction of the N-(2 methoxyphenyl)piperazine moiety instead of pyrrolidine changed the receptor affinity profile and introduced a good uroselectivity.

  DOI：

  10.1016/0223-5234(94)90147-3