8-Morpholin-4-yl-imidazo[1,2-a]pyrazine | 117718-91-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡嗪类
• 英文名称: 8-Morpholin-4-yl-imidazo[1,2-a]pyrazine
• 英文别名: 8-Morpholinoimidazo[1,2-a]pyrazine；4-imidazo[1,2-a]pyrazin-8-ylmorpholine
• CAS: 117718-91-9
• 化学式: C₁₀H₁₂N₄O
• 分子量: 204.231
• InChiKey: SCFVPTCLBYJFKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  42.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-溴-8-吗啉咪唑并[1,2-A]吡嗪 在 palladium on activated charcoal 氢气 作用下， 生成 8-Morpholin-4-yl-imidazo[1,2-a]pyrazine
  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

• 8-alkylaminoimidazo(1,2-a)pyrazines and derivatives, their preparation
  申请人：l'Universite de Montpellier I

  公开号：US05028605A1

  公开（公告）日：1991-07-02

  ##STR1## Novel 8-alkylamino-imidazo(1,2-a)pyrazines of formula (I) show advantages pharmacological activities. They can be used for medical products in human and veterinary therapy in the field of applications of antispasmodics, uterine relaxants, bronchodilators, cardiac analeptics and neurosedatives.

  式(I)的新型8-烷基氨基咪唑并[1,2-a]吡嗪具有优良的药理活性。它们可用于人类和兽医治疗的医疗产品，适用于抗痉挛剂、子宫松弛剂、支气管扩张剂、心脏兴奋剂和神经镇静剂等领域。
• 8-ALKYLAMINOIMIDAZO 1,2-A]PYRAZINES AND DERIVATIVES, THEIR PREPARATION AND THEIR APPLICATION IN THERAPY
  申请人：BYK GULDEN LOMBERG CHEMISCHE FABRIK GMBH

  公开号：EP0348392A1

  公开（公告）日：1990-01-03
• US5028605A
  申请人：——

  公开号：US5028605A

  公开（公告）日：1991-07-02
• [EN] 8-ALKYLAMINOIMIDAZO[1,2-A]PYRAZINES AND DERIVATIVES, THEIR PREPARATION AND THEIR APPLICATION IN THERAPY
  申请人：BYK GULDEN LOMBERG CHEMISCHE FABRIK GMBH

  公开号：WO1988004298A1

  公开（公告）日：1988-06-16

  (EN) Novel 8-alkylamino-imidazo(1,2-a)pyrazines of formula (I) show advantageous pharmacological activities. They can be used for medical products in human and veterinary therapy in the field of applications of antispasmodics, uterine relaxants, bronchodilators, cardiac analeptics and neurosedatives.(FR) De nouvelles 8-alkylaminoimidazo(1,2-a)pyrazines de formule (I) présentent des activités pharmacologiques avantageuses. Elles peuvent s'utiliser pour des produits médicamenteux en thérapeutique humaine et vétérinaire dans le domaine d'application des antispamodiques, relaxateurs utérins, bronchodilatateurs, analeptiques cardiaques et neurosédatifs.
• Synthesis and antibronchospastic activity of 8-alkoxy- and 8-(alkylamino)imidazo[1,2-a]pyrazines
  作者：Pierre A. Bonnet、Alain Michel、Florence Laurent、Claire Sablayrolles、Eliane Rechencq、Jean C. Mani、Maurice Boucard、Jean P. Chapat

  DOI：10.1021/jm00096a008

  日期：1992.9

  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.