2-(2-(3,4-dihydroxyphenyl)-2-oxoethyl)isoquinolin-2-ium chloride | 98173-07-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-(3,4-dihydroxyphenyl)-2-oxoethyl)isoquinolin-2-ium chloride
• 英文别名: 2-(3,4-dihydroxy-phenacyl)-isoquinolinium; chloride；2-(3,4-Dihydroxy-phenacyl)-isochinolinium; Chlorid；1-(3,4-Dihydroxyphenyl)-2-isoquinolin-2-ium-2-ylethanone;chloride
• CAS: 98173-07-0
• 化学式: C₁₇H₁₄NO₃*Cl
• 分子量: 315.756
• InChiKey: NVLHQHKCGMMHFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.57
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  61.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异喹啉 、 3,4-二羟基-2'-氯苯乙酮 以 丙酮 为溶剂， 以95 %的产率得到2-(2-(3,4-dihydroxyphenyl)-2-oxoethyl)isoquinolin-2-ium chloride
  参考文献：
  名称：

  10.33224/rrch.2024.69.1-2.08

  摘要：

  This manuscript presents the synthesis, structural characterization, and antitumor evaluation of new monoquaternary salts derived from various N-heterocycles. For quinoline and quinoxaline, respectively, unexpected H-bonded mixtures of the reactants have been obtained. To assess their potential antitumor activity, the comprehensive panel of NCI's 60 human cancer cell lines was employed. Remarkably, mixtures 3g and 3h displayed significant inhibitory activity against leukemia, melanoma, and colon cancer cell lines. Furthermore, mixtures 3g and 3h displayed good cytotoxicity on MCF7 breast cancer cells, but not on normal fibroblasts, at 2.5x10-5 M, showing promise for therapeutic applications.

  DOI：

  10.33224/rrch.2024.69.1-2.08

文献信息

• Nencki, Chemische Berichte, 1894, vol. 27, p. 1977
  作者：Nencki

  DOI：——

  日期：——
• 10.33224/rrch.2024.69.1-2.08
  作者：Sardaru, Monica-Cornelia、Al Matarneh, Cristina-Maria、Simionescu, Natalia、Mangalagiu, Ionel I.、Pinteala, Mariana、Danac, Ramona

  DOI：10.33224/rrch.2024.69.1-2.08

  日期：——

  This manuscript presents the synthesis, structural characterization, and antitumor evaluation of new monoquaternary salts derived from various N-heterocycles. For quinoline and quinoxaline, respectively, unexpected H-bonded mixtures of the reactants have been obtained. To assess their potential antitumor activity, the comprehensive panel of NCI's 60 human cancer cell lines was employed. Remarkably, mixtures 3g and 3h displayed significant inhibitory activity against leukemia, melanoma, and colon cancer cell lines. Furthermore, mixtures 3g and 3h displayed good cytotoxicity on MCF7 breast cancer cells, but not on normal fibroblasts, at 2.5x10-5 M, showing promise for therapeutic applications.