1-Phenyl-2-aethynylimidazol | 32545-00-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-Phenyl-2-aethynylimidazol
• 英文别名: 1-Phenyl-2-ethinyl-imidazol；2-ethynyl-1-phenyl-1H-imidazole；1-Phenyl-2-ethynylimidazole；2-ethynyl-1-phenylimidazole
• CAS: 32545-00-9
• 化学式: C₁₁H₈N₂
• 分子量: 168.198
• InChiKey: ZQSYUZPSFVIOFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-氯-6,7-二乙氧基喹唑啉 、 1-Phenyl-2-aethynylimidazol 在 Pd-catalyst copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 6,7-diethoxy-4-(2-(1-phenyl-1H-imidazol-2-yl)ethynyl)quinazoline
  参考文献：
  名称：

  Synthesis and inhibitory activity of 4-alkynyl and 4-alkenylquinazolines: Identification of new scaffolds for potent EGFR tyrosine kinase inhibitors

  摘要：

  The present study identified several 4-alkynyl and 4-alkenylquinazolines that serve as novel and potent EGFR tyrosine kinase inhibitors. The IC50 values of these compounds are in the nanomolar range. In addition, the 4-(4-phenylbut-1-yl/en-yl)quinazolines provided scaffolds for potent enzyme inhibition. Chiral discrimination was observed to occur in one of the 4-alkynylquinazoline derivatives with the (R)-isomer being more than 150 times as potent as the (S)-isomer. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.020
• 作为产物：
  描述：

  四溴化碳 、 1-苯基-1H-咪唑-2-甲醛 在 三苯基膦 、 正丁基锂 作用下， 以 二氯甲烷 、 四氢呋喃 为溶剂， 生成 1-Phenyl-2-aethynylimidazol
  参考文献：
  名称：

  Synthesis and inhibitory activity of 4-alkynyl and 4-alkenylquinazolines: Identification of new scaffolds for potent EGFR tyrosine kinase inhibitors

  摘要：

  The present study identified several 4-alkynyl and 4-alkenylquinazolines that serve as novel and potent EGFR tyrosine kinase inhibitors. The IC50 values of these compounds are in the nanomolar range. In addition, the 4-(4-phenylbut-1-yl/en-yl)quinazolines provided scaffolds for potent enzyme inhibition. Chiral discrimination was observed to occur in one of the 4-alkynylquinazoline derivatives with the (R)-isomer being more than 150 times as potent as the (S)-isomer. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.020

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ag: MVol.B5, 1.1.4.8, page 19 - 20
  作者：

  DOI：——

  日期：——
• Simonov, A. M.; Popov, I. I., 1973, vol. 7, p. 132 - 133
  作者：Simonov, A. M.、Popov, I. I.

  DOI：——

  日期：——