3-nitro-1-(2-pyrrolidin-1-ylethyl)-1H-benzothiopyrano[4,3,2-cd]isoindole | 1309943-20-1

• 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: 3-nitro-1-(2-pyrrolidin-1-ylethyl)-1H-benzothiopyrano[4,3,2-cd]isoindole
• 英文别名: 12-Nitro-15-(2-pyrrolidin-1-ylethyl)-8-thia-15-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1(16),2,4,6,9,11,13-heptaene
• CAS: 1309943-20-1
• 化学式: C₂₀H₁₉N₃O₂S
• 分子量: 365.456
• InChiKey: BITVANSWSIOJTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  79.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-氯-2-硝基甲苯 在 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 、 二甲基亚砜 为溶剂， 反应 8.17h， 生成 3-nitro-1-(2-pyrrolidin-1-ylethyl)-1H-benzothiopyrano[4,3,2-cd]isoindole
  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.