N,N-diethyl-N'-{1-[2-(diethylamino)ethyl]-1H-benzothiopyrano[4,3,2-cd]isoindol-3-yl}-1,2-ethanediamine 6,6-dioxide | 1309943-17-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N,N-diethyl-N'-{1-[2-(diethylamino)ethyl]-1H-benzothiopyrano[4,3,2-cd]isoindol-3-yl}-1,2-ethanediamine 6,6-dioxide
• 英文别名: N-[15-[2-(diethylamino)ethyl]-8,8-dioxo-8lambda6-thia-15-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1(16),2,4,6,9,11,13-heptaen-12-yl]-N',N'-diethylethane-1,2-diamine；N-[15-[2-(diethylamino)ethyl]-8,8-dioxo-8λ6-thia-15-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1(16),2,4,6,9,11,13-heptaen-12-yl]-N',N'-diethylethane-1,2-diamine
• CAS: 1309943-17-6
• 化学式: C₂₆H₃₆N₄O₂S
• 分子量: 468.663
• InChiKey: QJLOSXLEUNEDRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-氯-2-硝基甲苯 在 chromium(VI) oxide 、 N-溴代丁二酰亚胺(NBS) 、 四磷十氧化物 、 potassium hydroxide 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 甲烷磺酸 、 乙醇 、 硫酸 、 溶剂黄146 、 二甲基亚砜 为溶剂， 反应 34.17h， 生成 N,N-diethyl-N'-{1-[2-(diethylamino)ethyl]-1H-benzothiopyrano[4,3,2-cd]isoindol-3-yl}-1,2-ethanediamine 6,6-dioxide
  参考文献：
  名称：

  Design, synthesis and antiproliferative activity of novel aminosubstituted benzothiopyranoisoindoles

  摘要：

  The synthesis of a number of new benzothiopyrano[4,3,2-cd] isoindole aminoderivatives designed as structural analogues of the key metabolite of the anticancer agent Ledacrine ( nitracrine) and their in vitro cytotoxic activity evaluation against HCT-116, MES-SA, and MES-SA/Dx cancer cell lines is reported. The majority of the derivatives possessed noticeable cytotoxicity in a low mu M range indicating an interesting structure-activity relationship. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.021

文献信息

• Design, synthesis and antiproliferative activity of novel aminosubstituted benzothiopyranoisoindoles
  作者：Antonios Christodoulou、Ioannis K. Kostakis、Vassilios Kourafalos、Nicole Pouli、Panagiotis Marakos、Ioannis P. Trougakos、Ourania E. Tsitsilonis

  DOI：10.1016/j.bmcl.2011.03.021

  日期：2011.5

  The synthesis of a number of new benzothiopyrano[4,3,2-cd] isoindole aminoderivatives designed as structural analogues of the key metabolite of the anticancer agent Ledacrine ( nitracrine) and their in vitro cytotoxic activity evaluation against HCT-116, MES-SA, and MES-SA/Dx cancer cell lines is reported. The majority of the derivatives possessed noticeable cytotoxicity in a low mu M range indicating an interesting structure-activity relationship. (C) 2011 Elsevier Ltd. All rights reserved.