2-(2-Isothiocyanato-benzyl)-1H-pyrrole | 861431-38-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(2-Isothiocyanato-benzyl)-1H-pyrrole
• CAS: 861431-38-1
• 化学式: C₁₂H₁₀N₂S
• 分子量: 214.291
• InChiKey: WUKTXVRCRPTPJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  28.15
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(2-Isothiocyanato-benzyl)-1H-pyrrole 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以92%的产率得到4,9-Dihydro-9,10a-diaza-benzo[f]azulene-10-thione
  参考文献：
  名称：

  Action of a novel pyrrolo[1,2-c][1.3]benzodiazepine on the viability of Jurkat and neuronal/glial cells

  摘要：

  We have designed and synthesized several structural isomers of anthramycin (heterocycles 2, 3, 5, 6, and 8) and found that, in particular, pyrrolobenzodiazepine 8 induces DNA cleavage and formation of small fragments of DNA. The cytotoxic effects of 8 were manifested with both non-transformed primary neuronal/glial cells and transformed Jurkat cells. The other compounds did not change the viability either of transformed or of non-transformed cells, and induced DNA cleavage to a lesser extent. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.006
• 作为产物：
  描述：

  [1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-3-yl](2-nitrophenyl)methanone 在 palladium on activated charcoal sodium hydroxide 、 sodium tetrahydroborate 、 氢气 、 三乙胺 作用下， 以 甲醇 、 异丙醇 、 甲苯 为溶剂， 反应 37.08h， 生成 2-(2-Isothiocyanato-benzyl)-1H-pyrrole
  参考文献：
  名称：

  Action of a novel pyrrolo[1,2-c][1.3]benzodiazepine on the viability of Jurkat and neuronal/glial cells

  摘要：

  We have designed and synthesized several structural isomers of anthramycin (heterocycles 2, 3, 5, 6, and 8) and found that, in particular, pyrrolobenzodiazepine 8 induces DNA cleavage and formation of small fragments of DNA. The cytotoxic effects of 8 were manifested with both non-transformed primary neuronal/glial cells and transformed Jurkat cells. The other compounds did not change the viability either of transformed or of non-transformed cells, and induced DNA cleavage to a lesser extent. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.006