N-[[14-[2-(diethylamino)ethyl]-8-thia-14,15-diazatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),2,4,6,9,11,13(16)-heptaen-10-yl]methyl]formamide | 179632-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: N-[[14-[2-(diethylamino)ethyl]-8-thia-14,15-diazatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),2,4,6,9,11,13(16)-heptaen-10-yl]methyl]formamide
• CAS: 179632-34-9
• 化学式: C₂₁H₂₄N₄OS
• 分子量: 380.514
• InChiKey: QKMNSESLTVGRBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  75.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[[14-[2-(diethylamino)ethyl]-8-thia-14,15-diazatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),2,4,6,9,11,13(16)-heptaen-10-yl]methyl]formamide 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以62%的产率得到(2-(Diethylamino)ethyl]-2H-[1]-benzothiopyrano[4,3,2-cd]indazole-5-methanamine
  参考文献：
  名称：

  Synthesis and Antitumor Activity of 4-Aminomethylthioxanthenone and 5-Aminomethylbenzothiopyranoindazole Derivatives

  摘要：

  Two new series of antitumor agents, 4-aminomethylthioxanthenones (6-50) and 5-aminomethylbenzothiopyranoindazoles (51-61), are described and compared. Nearly all members of both series display excellent in vivo activity versus murine pancreatic adenocarcinoma 03 (Panc03) although there is little to distinguish the two series from each other. In both series there is no discernible relationship between structure and in vivo efficacy. Selected analogues were evaluated in vitro; all were observed to have moderate to strong DNA binding via intercalation. However, varying degrees of in vitro P388 cytotoxicity and topoisomerase II inhibition were seen. In general, those molecules which exhibited strong topoisomerase II inhibition were significantly more cytotoxic than those which did not. In both series, those derivatives (48-50, 60, and 61) having a phenolic hydroxy substitution exhibited the most potent P388 cytotoxicity and topoisomerase II inhibition.

  DOI：

  10.1021/jm9708083
• 作为产物：
  描述：

  N-[2-(diethylamino)ethyl]hydrazine 在 三氯化铝 、 3-Cl-C₁₃H₇SO 作用下， 以 吡啶 、 甲酸 、 二氯甲烷 为溶剂， 生成 N-[[14-[2-(diethylamino)ethyl]-8-thia-14,15-diazatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),2,4,6,9,11,13(16)-heptaen-10-yl]methyl]formamide
  参考文献：
  名称：

  Cyclic variations of SR 233377 (WIN 33377) and effects on antitumor activity

  摘要：

  Novel derivatives of SR 233377 (1, WIN 33377) where a pyrazolo ring fusion has been incorporated at the 1- and 9-positions of the thioxanthone ring displayed outstanding in vivo efficacy against the murine solid tumor Pane 03 (T/C values of 0% with log cell kill greater than or equal to 2.0). No relationship between structure and Pane 03 activity was observed because all analogues studied were highly active. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00230-2