1-[4-{2-(1-Piperidinyl)ethoxy}phenylcarbonyl]-3,5-bis(phenylmethylene)-4-piperidone hydrochloride hemihydrate | 933775-73-6

• 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: 1-[4-{2-(1-Piperidinyl)ethoxy}phenylcarbonyl]-3,5-bis(phenylmethylene)-4-piperidone hydrochloride hemihydrate
• 英文别名: 3,5-Dibenzylidene-1-[4-(2-piperidin-1-ylethoxy)benzoyl]piperidin-4-one;hydrochloride
• CAS: 933775-73-6
• 化学式: C₃₃H₃₄N₂O₃*ClH
• 分子量: 543.105
• InChiKey: CUJHVZBYFKJUBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.17
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,5-Dibenzylidene-1-[4-(2-piperidin-1-ylethoxy)benzoyl]piperidin-4-one 在 盐酸 作用下， 以 异丙醇 为溶剂， 生成 1-[4-{2-(1-Piperidinyl)ethoxy}phenylcarbonyl]-3,5-bis(phenylmethylene)-4-piperidone hydrochloride hemihydrate
  参考文献：
  名称：

  1-[4-(2-Aminoethoxy)phenylcarbonyl]-3,5-bis-(benzylidene)-4-oxopiperidines: A novel series of highly potent revertants of P-glycoprotein associated multidrug resistance

  摘要：

  The 1-[4-(2-aminoethoxy) phenylcarbonyl]-3,5-bis-(benzylidene)-4-oxopiperidines 5-8 are a novel cluster of highly potent P-glycoprotein dependent multidrug resistance (MDR) revertants. Using a concentration of 4 mu g/mL, these compounds possess 11-43 times the potency of verapamil in reversing MDR in murine L-5178 lymphoma cells transfected with the human MDR1 gene. Structure-activity relationships reveal that the attachment of the N-aroyl group to various 3,5-bis(benzylidene)-4-piperidones is essential for MDR reversal to occur. In terms of potencies, the 1-piperidinyl group is the preferred terminal amine while the 4-methyl and 4-chloro substituents are the optimal groups for placement in the benzylidene aryl rings. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.034