tert-butyl ((2-(acridine-4-carboxamido)ethyl)-(methyl)amino)(methylamino)methylenecarbamate | 1046066-71-0

• 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: tert-butyl ((2-(acridine-4-carboxamido)ethyl)-(methyl)amino)(methylamino)methylenecarbamate
• CAS: 1046066-71-0
• 化学式: C₂₄H₂₉N₅O₃
• 分子量: 435.526
• InChiKey: ZXXLPESQJOBFDQ-UHFFFAOYSA-N

物化性质

• 密度：
  1.19±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  95.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  N-[2-(甲基氨基)乙基]吖啶-4-甲酰胺 、 N-BOC-N'-甲基硫脲 在 三乙胺 、 mercury dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以70%的产率得到tert-butyl ((2-(acridine-4-carboxamido)ethyl)-(methyl)amino)(methylamino)methylenecarbamate
  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