8-((Z)-2-Chloro-2-phenyl-vinyl)-2-methyl-6-phenylethynyl-7H-imidazo[1,2-a]pyrazin-3-one | 201812-54-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 8-((Z)-2-Chloro-2-phenyl-vinyl)-2-methyl-6-phenylethynyl-7H-imidazo[1,2-a]pyrazin-3-one
• 英文别名: 8-[(Z)-2-chloro-2-phenylethenyl]-2-methyl-6-(2-phenylethynyl)-7H-imidazo[1,2-a]pyrazin-3-one
• CAS: 201812-54-6
• 化学式: C₂₃H₁₆ClN₃O
• 分子量: 385.853
• InChiKey: WQAUWMQEPOHKMR-ZHZULCJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  50.68
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  8-((Z)-2-Chloro-2-phenyl-vinyl)-2-methyl-6-phenylethynyl-7H-imidazo[1,2-a]pyrazin-3-one 在 吡啶 、 氢氧化钾 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 生成 N-(3,5-Bis-phenylethynyl-pyrazin-2-yl)-acetamide
  参考文献：
  名称：

  Bimodal chemiluminescence of 8-chlorostyryl-6-phenylethynylimidazopyrazinone: Large bathochromic shift caused by a styryl group at 8-position

  摘要：

  3,7-Dihydro-8-chlorostyryl-6-phenylethynyl-2-imidazo[1,2-a]pyrazin-3-one (5a) prepared from 2-amino-3,5-diphenylethynylpyrazine by condensation with methylglyoxal showed bimodal luminescence in DMSO, i.e., orange-colored luminescence under acidic to neutral conditions and yellow-colored luminescence under basic conditions. The large bathochromic shift of chemiluminescence caused by a styryl group at the 8 position was established by synthesizing 3,7-dihydro-8-styryl-6-phenylethynyl-2-imidazo[1,2-a]pyrazin-3-one (5b). (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10547-0
• 作为产物：
  描述：

  苯乙炔 、 alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 copper(l) iodide 、 四(三苯基膦)钯 、 乙醇 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 8-((Z)-2-Chloro-2-phenyl-vinyl)-2-methyl-6-phenylethynyl-7H-imidazo[1,2-a]pyrazin-3-one
  参考文献：
  名称：

  Bimodal chemiluminescence of 8-chlorostyryl-6-phenylethynylimidazopyrazinone: Large bathochromic shift caused by a styryl group at 8-position

  摘要：

  3,7-Dihydro-8-chlorostyryl-6-phenylethynyl-2-imidazo[1,2-a]pyrazin-3-one (5a) prepared from 2-amino-3,5-diphenylethynylpyrazine by condensation with methylglyoxal showed bimodal luminescence in DMSO, i.e., orange-colored luminescence under acidic to neutral conditions and yellow-colored luminescence under basic conditions. The large bathochromic shift of chemiluminescence caused by a styryl group at the 8 position was established by synthesizing 3,7-dihydro-8-styryl-6-phenylethynyl-2-imidazo[1,2-a]pyrazin-3-one (5b). (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10547-0