3-(β-carboline-1-carbonyl)aminopropyl diethyl benzylammonium bromide | 1256607-05-2

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 3-(β-carboline-1-carbonyl)aminopropyl diethyl benzylammonium bromide
• 英文别名: benzyl-diethyl-[3-(9H-pyrido[3,4-b]indole-1-carbonylamino)propyl]azanium;bromide
• CAS: 1256607-05-2
• 化学式: Br*C₂₆H₃₁N₄O
• 分子量: 495.462
• InChiKey: HLADYDDNMRHIQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-[(3-diethylamino)propyl]-β-carboline-1-carboxamide 、 溴甲苯 以 乙酸乙酯 为溶剂， 反应 4.0h， 以83%的产率得到3-(β-carboline-1-carbonyl)aminopropyl diethyl benzylammonium bromide
  参考文献：
  名称：

  Synthesis and cytotoxic evaluation of 1-carboxamide and 1-amino side chain substituted β-carbolines

  摘要：

  The condensation of alkylenediamine with ethyl beta-carboline-1-carboxylate and 1-bromo-beta-carboline gave beta-carboline-1-carboxamides and 1-amino-beta-carbolines, respectively. Some of these beta-carbolines were active against a panel of human tumor cell lines, and 1-amino derivatives were more potent than their 1-carboxamide congeners. In particular, among the 1-amino-beta-carbolines, the N-9-arylated alkyl substituted beta-carbolines exhibited the most interesting cytotoxic activities with IC50 value of lower than 20 mu M. The preliminary structure activity relationships (SARs) analysis suggested that (1) 1-amino substituents were the advisable pharmacophoric group for enhanced cytotoxic activities; (2) the introduction of appropriate arylated alkyl groups into position-9 of beta-carboline facilitated their cytotoxic potencies. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.08.065