N-<6-<(2-aminoethyl)amino>hexyl>-9-aminoacridine-4-carboxamide trihydrochloride | 142038-92-4

• 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: N-<6-<(2-aminoethyl)amino>hexyl>-9-aminoacridine-4-carboxamide trihydrochloride
• 英文别名: 9-amino-N-[6-(2-aminoethylamino)hexyl]acridine-4-carboxamide;hydrochloride
• CAS: 142038-92-4
• 化学式: C₂₂H₂₉N₅O*3ClH
• 分子量: 488.888
• InChiKey: SHKQSDVNGRYDSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  106
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  9-chloroacridine-4-carbonyl chloride 在 盐酸 、 氨 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 苯 为溶剂， 反应 2.67h， 生成 N-<6-<(2-aminoethyl)amino>hexyl>-9-aminoacridine-4-carboxamide trihydrochloride
  参考文献：
  名称：

  DNA-directed alkylating agents. 5. Acridinecarboxamide derivatives of (1,2-diaminoethane)dichloroplatinum(II)

  摘要：

  A series of acridine-2- and -4-carboxamide-linked analogues of PtenCl2 has been prepared and evaluated for biological activity against several tumor cell lines in vitro and in vivo. The platinum complexes were generally more cytotoxic than the corresponding ligands against wild-type P388 leukemia cells in vitro, with acridine-4-carboxamide complexes being the more effective. In contrast to cisplatin and PtenCl2, the complexes were equally active in vitro against both wild-type and cisplatin-resistant P388 lines. The 4-carboxamide complexes showed high levels of in vivo activity (ILS >100%) against wild-type P388 using a single-dose protocol, and one compound was also significantly active in vivo in a cisplatin-resistant line, against which cisplatin and PtenCl2 are inactive.

  DOI：

  10.1021/jm00094a008

文献信息

• DNA-directed alkylating agents. 5. Acridinecarboxamide derivatives of (1,2-diaminoethane)dichloroplatinum(II)
  作者：Ho H. Lee、Brian D. Palmer、Bruce C. Baguley、Michael Chin、W. David McFadyen、Geoffrey Wickham、Deborah Thorsbourne-Palmer、Laurence P. G. Wakelin、William A. Denny

  DOI：10.1021/jm00094a008

  日期：1992.8

  A series of acridine-2- and -4-carboxamide-linked analogues of PtenCl2 has been prepared and evaluated for biological activity against several tumor cell lines in vitro and in vivo. The platinum complexes were generally more cytotoxic than the corresponding ligands against wild-type P388 leukemia cells in vitro, with acridine-4-carboxamide complexes being the more effective. In contrast to cisplatin and PtenCl2, the complexes were equally active in vitro against both wild-type and cisplatin-resistant P388 lines. The 4-carboxamide complexes showed high levels of in vivo activity (ILS >100%) against wild-type P388 using a single-dose protocol, and one compound was also significantly active in vivo in a cisplatin-resistant line, against which cisplatin and PtenCl2 are inactive.