6-溴-8-甲基氨基咪唑并[1,2-a]吡嗪-2-甲腈 | 142744-39-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡嗪类
• 中文名称: 6-溴-8-甲基氨基咪唑并[1,2-a]吡嗪-2-甲腈
• 中文别名: 1,4-二氧杂螺[4.4]壬烷-2-甲醇,2-丙基-,(S)-(9CI)
• 英文名称: 6-bromo-8-(methylamino)imidazo[1,2-a]pyrazine-2-carbonitrile
• 英文别名: SCA 40；6-bromo-8-methylaminoimidazo[1,2-a]pyrazine-2-carbonitrile；SCA40；6-Bromo-8-methylaminoimidazo(1,2-a)pyrazine-2-carbonitrile
• CAS: 142744-39-6
• 化学式: C₈H₆BrN₅
• 分子量: 252.073
• InChiKey: HPWOVCCSRKCACI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 6-溴-8-甲基氨基咪唑并[1,2-a]吡嗪-2-甲腈 在 sodium acetate 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 2.0h， 以35%的产率得到
  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：

  SC 8 、 甲胺 以 水 为溶剂， 反应 12.0h， 以80%的产率得到6-溴-8-甲基氨基咪唑并[1,2-a]吡嗪-2-甲腈
  参考文献：
  名称：

  Synthesis and antibronchospastic activity of 8-alkoxy- and 8-(alkylamino)imidazo[1,2-a]pyrazines

  摘要：

  Theophylline still occupies a dominant place in asthma therapy. Unfortunatly its adverse central nervous system (CNS) stimulant effects can dramatically limit its use, and adjustments in the dosage are often needed. We have synthesized a new series of imidazo[1,2-a]pyrazine derivatives which are much more potent bronchodilators than theophylline in vivo and do not exhibit the CNS stimulatory profile. In vitro studies on isolated rat uterus and guinea pig trachea confirm the high potentialities of these derivatives. 6-Bromo-8-(methylamino)imidazo[1,2-a]pyrazine-3-carbonitrile (23) is identified as the most potent compound of the series. As in the case of theophylline, phosphodiesterase inhibition appears unlikely to be the unique mechanism of action of this series of heterocycles.

  DOI：

  10.1021/jm00096a008

文献信息

• Compositions of a cyclooxygenase-2 selective inhibitor and a potassium ion channel modulator for the treatment of central nervous system damage
  申请人：Stephenson T. Diane

  公开号：US20050009733A1

  公开（公告）日：2005-01-13

  The present invention provides compositions and methods for the treatment of central nervous system damage in a subject. More particularly, the invention provides a combination therapy for the treatment of a central nervous system ischemic condition or a central nervous system traumatic injury comprising the administration to a subject of a potassium ion channel modulator in combination with a cyclooxygenase-2 selective inhibitor.

  本发明提供了治疗受试者中枢神经系统损伤的组合物和方法。更具体地说，本发明提供了一种用于治疗中枢神经系统缺血性疾病或中枢神经系统创伤性损伤的组合疗法，包括向受试者施用钾离子通道调节剂与环氧合酶-2 选择性抑制剂。
• 4-ARYL-3-HYDROXYQUINOLIN-2-ONE DERIVATIVES AS ION CHANNEL MODULATORS
  申请人：Bristol-Myers Squibb Company

  公开号：EP0942723B1

  公开（公告）日：2004-01-21
• 3-Substituted oxindole derivatives as potassium channel modulators
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0747354B1

  公开（公告）日：2000-08-16
• DIPHENYL HETEROCYCLES AS POTASSIUM CHANNEL MODULATORS
  申请人：Bristol-Myers Squibb Company

  公开号：EP0915856A1

  公开（公告）日：1999-05-19
• EP0915856A4
  申请人：——

  公开号：EP0915856A4

  公开（公告）日：2006-04-12