((2-(acridine-4-carboxamido)ethyl)(methyl)amino)-(methylamino)methaniminium chloride | 1046066-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ((2-(acridine-4-carboxamido)ethyl)(methyl)amino)-(methylamino)methaniminium chloride
• 英文别名: N-[2-[methyl-(N'-methylcarbamimidoyl)amino]ethyl]acridine-4-carboxamide;hydrochloride
• CAS: 1046066-79-8
• 化学式: C₁₉H₂₁N₅O*ClH
• 分子量: 371.87
• InChiKey: WZYKSSJEQBRNMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.63
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  tert-butyl ((2-(acridine-4-carboxamido)ethyl)-(methyl)amino)(methylamino)methylenecarbamate 在 盐酸 作用下， 以 水 为溶剂， 以59%的产率得到((2-(acridine-4-carboxamido)ethyl)(methyl)amino)-(methylamino)methaniminium chloride
  参考文献：
  名称：

  Effect of linkage geometry on biological activity in thiourea- and guanidine-substituted acridines and platinum–acridines

  摘要：

  Novel thiourea- and guanidine-modified acridine-4-carboxamides (4, 7) and a corresponding platinum intercalator conjugate (4') have been synthesized and evaluated as cytotoxic agents in human promyelocytic leukemia, HL-60, and a non-small cell lung cancer, NCI-H460. Modi. cation of thiourea sulfur in derivative 4 with a DNA platinating moiety, giving 4', resulted in a pronounced cytotoxic enhancement, and the conjugate proved to be the most active of the newly synthesized compounds in NCI-H460 cells. Conjugate 4' represents a new chemotype with potential applications in the treatment of chemoresistant tumors. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.043

文献信息

• Effect of linkage geometry on biological activity in thiourea- and guanidine-substituted acridines and platinum–acridines
  作者：Zhidong Ma、Gilda Saluta、Gregory L. Kucera、Ulrich Bierbach

  DOI：10.1016/j.bmcl.2008.05.043

  日期：2008.7

  Novel thiourea- and guanidine-modified acridine-4-carboxamides (4, 7) and a corresponding platinum intercalator conjugate (4') have been synthesized and evaluated as cytotoxic agents in human promyelocytic leukemia, HL-60, and a non-small cell lung cancer, NCI-H460. Modi. cation of thiourea sulfur in derivative 4 with a DNA platinating moiety, giving 4', resulted in a pronounced cytotoxic enhancement, and the conjugate proved to be the most active of the newly synthesized compounds in NCI-H460 cells. Conjugate 4' represents a new chemotype with potential applications in the treatment of chemoresistant tumors. (c) 2008 Elsevier Ltd. All rights reserved.