6-bromo-8-chloroimidazo[1,2-a]pyrazine-2-carbonitrile | 238422-36-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-bromo-8-chloroimidazo[1,2-a]pyrazine-2-carbonitrile
• CAS: 238422-36-1
• 化学式: C₇H₂BrClN₄
• 分子量: 257.477
• InChiKey: JTEXAMYDBSCUHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.02
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.98
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6-bromo-8-chloroimidazo[1,2-a]pyrazine-2-carbonitrile 在 ammonium hydroxide 作用下， 反应 5.0h， 以75%的产率得到8-Amino-6-bromoimidazo[1,2-a]pyrazine-2-carbonitrile
  参考文献：
  名称：

  New imidazo[1,2-a]pyrazine derivatives with bronchodilatory and cyclic nucleotide phosphodiesterase inhibitory activities

  摘要：

  lNew imidazo[1,2-a]pyrazine derivatives have been synthesized either by direct cyclization from pyrazines or by electrophilic substitutions: The presence nf electron donating groups On position 8 greatly enhances the reactivity of the heterocycle towards such reactions on position 3 of the heterocycle. The activities of these derivatives in trachealis muscle relaxation and in inhihiting cyclic nucleotide phosphodiesterase(PDE) isoenzyme types III and IV have been assessed All compounds demonstrated higher relaxant potency than theophylline. All the derivatives were moderately potent in inhibiting the type IV isoenzyme of PDE but only those with a cyano group on position 2 were potent in inhibiting the type III isoenzyme. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00019-x
• 作为产物：
  描述：

  6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxamide 在 三氯氧磷 作用下， 反应 1.0h， 以87%的产率得到6-bromo-8-chloroimidazo[1,2-a]pyrazine-2-carbonitrile
  参考文献：
  名称：

  New imidazo[1,2-a]pyrazine derivatives with bronchodilatory and cyclic nucleotide phosphodiesterase inhibitory activities

  摘要：

  lNew imidazo[1,2-a]pyrazine derivatives have been synthesized either by direct cyclization from pyrazines or by electrophilic substitutions: The presence nf electron donating groups On position 8 greatly enhances the reactivity of the heterocycle towards such reactions on position 3 of the heterocycle. The activities of these derivatives in trachealis muscle relaxation and in inhihiting cyclic nucleotide phosphodiesterase(PDE) isoenzyme types III and IV have been assessed All compounds demonstrated higher relaxant potency than theophylline. All the derivatives were moderately potent in inhibiting the type IV isoenzyme of PDE but only those with a cyano group on position 2 were potent in inhibiting the type III isoenzyme. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00019-x