6-(2-N-methylpyrrolyl)fulvene | 871705-89-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 6-(2-N-methylpyrrolyl)fulvene
• 英文别名: 2-(Cyclopenta-2,4-dien-1-ylidenemethyl)-1-methylpyrrole
• CAS: 871705-89-4
• 化学式: C₁₁H₁₁N
• 分子量: 157.215
• InChiKey: BWXIBTYROODDAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  N-甲基吡咯 、 6-(2-N-methylpyrrolyl)fulvene 、 四氯化钛 在 (CH₃)3CLi 作用下， 以 四氢呋喃 为溶剂， 以73.5%的产率得到dichlorobis[di-(2-N-methylpyrrolyl)methylcyclopentadienyl]titanium(IV)
  参考文献：
  名称：

  Diheteroarylmethyl substituted titanocenes: A novel class of possible anti-cancer drugs

  摘要：

  From the reaction of tert-butyl lithium or n-butyl lithium with N-methylpyrrole (1a), furan (1b) or 2-bromo-thiophen (1c), 2-N-methylpyrrolyl lithium (2a), 2-furyl lithium (2b) or 2-thiophenyl lithium (2c), respectively, was obtained. When reacted with 6-(2-N-methylpyrrolyl) fulvene (3a), 6-(2-furyl) fulvene (3b) or 6-(2-thiophenyl) fulvene (3c), the corresponding lithiated intermediates were formed (4a-c). Titanocenes (5a-c) were obtained through transmetallation with titanium tetrachloride. When these titanocenes were tested against pig kidney epithelial (LLC-PK) cells, inhibitory concentrations (IC50) of 32 mu M, 140 mu M, and 240 mu M, respectively, were observed. These values represent improved cytotoxicity against LLC-PK, compared to their ansa-analogues. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2006.05.021