7-Chlor-4-(2-indol-3-yl-ethylamino)-chinolin | 31510-34-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 7-Chlor-4-(2-indol-3-yl-ethylamino)-chinolin
• 英文别名: N-(2-(1H-indol-3-yl)ethyl)-7-chloroquinolin-4-amine；(7-chloro-quinolin-4-yl)-(2-indol-3-yl-ethyl)-amine；7-chloro-N-[2-(1H-indol-3-yl)ethyl]quinolin-4-amine
• CAS: 31510-34-6
• 化学式: C₁₉H₁₆ClN₃
• 分子量: 321.809
• InChiKey: QIEDTOQNFZHTDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4,7-二氯喹啉 、 色胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以59%的产率得到7-Chlor-4-(2-indol-3-yl-ethylamino)-chinolin
  参考文献：
  名称：

  Synthesis, Cytotoxicity and Antileishmanial Activity of Some N-(2-(indol-3-yl)ethyl)-7-chloroquinolin-4-amines

  摘要：

  We report herein the condensation of 4,7‐dichloroquinoline(1)with tryptamine(2)and D‐tryptophan methyl ester(3). Hydrolysis of the methyl ester adduct(5)yielded the free acid(6). The compounds were evaluatedin vitrofor activity against four different species ofLeishmaniapromastigote forms and for cytotoxic activity against Kb and Vero cells. Compound(5)showed good activity against theLeishmaniaspecies tested, while all three compounds displayed moderate activity in both Kb and Vero cells.

  DOI：

  10.1111/j.1747-0285.2010.00962.x

文献信息

• Substituted quinolines and cinnolines
  申请人：Dow AgroSciences LLC

  公开号：EP0326331B1

  公开（公告）日：2002-04-17
• Synthesis, Cytotoxicity and Antileishmanial Activity of Some N-(2-(indol-3-yl)ethyl)-7-chloroquinolin-4-amines
  作者：Elaine S. Coimbra、Rafael Carvalhaes、Richard M. Grazul、Patricia A. Machado、Marcos V. N. De Souza、Adilson D. Da Silva

  DOI：10.1111/j.1747-0285.2010.00962.x

  日期：——

  We report herein the condensation of 4,7‐dichloroquinoline(1)with tryptamine(2)and D‐tryptophan methyl ester(3). Hydrolysis of the methyl ester adduct(5)yielded the free acid(6). The compounds were evaluatedin vitrofor activity against four different species ofLeishmaniapromastigote forms and for cytotoxic activity against Kb and Vero cells. Compound(5)showed good activity against theLeishmaniaspecies tested, while all three compounds displayed moderate activity in both Kb and Vero cells.