6-allyl-7-methoxy-5-methylimidazo<1,2-a>pyrimidine-2-(2-acetylcarbohydrazide) | 133602-86-5

• 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-allyl-7-methoxy-5-methylimidazo<1,2-a>pyrimidine-2-(2-acetylcarbohydrazide)
• 英文别名: N'-acetyl-7-methoxy-5-methyl-6-prop-2-enylimidazo[1,2-a]pyrimidine-2-carbohydrazide
• CAS: 133602-86-5
• 化学式: C₁₄H₁₇N₅O₃
• 分子量: 303.321
• InChiKey: RVTKJUOYRQHAIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  97.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-allyl-7-methoxy-5-methylimidazo<1,2-a>pyrimidine-2-(2-acetylcarbohydrazide) 在 PPA 、 Polyphosphoric acid (PPA) 作用下， 反应 1.0h， 生成 咪唑并[1,2-a]嘧啶,7-甲氧基-5-甲基-2-(5-甲基-1,2,4-噁二唑-3-基)-6-(2-丙烯基)-
  参考文献：
  名称：

  2-(Oxadiazolyl)- and 2-(thiazolyl)imidazo[1,2-a]pyrimidines as agonists and inverse agonists at benzodiazepine receptors

  摘要：

  Oxadiazoles, like the benzoyl group in a series of imidazo[1,2-alpha]pyrimidines, have been found to be metabolically stable alternatives to ester groups in benzodiazepine-receptor ligands. This change has lead to a number of compounds which bind to the receptors and which exhibit potent agonist activity in a food-motivated conflict test thought to predict anxiolytic properties. Compounds 4, 5, and 13 were equipotent with chlordiazepoxide but showed little or no myorelaxant effects. Replacing the oxadiazole group by thiazole gave compounds such as 23 which binds to the benzodiazepine receptor but exhibits the intrinsic activity of a partial inverse agonist in vivo.

  DOI：

  10.1021/jm00111a021
• 作为产物：
  描述：

  5-Allyl-4-methoxy-6-methyl-pyrimidin-2-ylamine 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 32.0h， 生成 6-allyl-7-methoxy-5-methylimidazo<1,2-a>pyrimidine-2-(2-acetylcarbohydrazide)
  参考文献：
  名称：

  2-(Oxadiazolyl)- and 2-(thiazolyl)imidazo[1,2-a]pyrimidines as agonists and inverse agonists at benzodiazepine receptors

  摘要：

  Oxadiazoles, like the benzoyl group in a series of imidazo[1,2-alpha]pyrimidines, have been found to be metabolically stable alternatives to ester groups in benzodiazepine-receptor ligands. This change has lead to a number of compounds which bind to the receptors and which exhibit potent agonist activity in a food-motivated conflict test thought to predict anxiolytic properties. Compounds 4, 5, and 13 were equipotent with chlordiazepoxide but showed little or no myorelaxant effects. Replacing the oxadiazole group by thiazole gave compounds such as 23 which binds to the benzodiazepine receptor but exhibits the intrinsic activity of a partial inverse agonist in vivo.

  DOI：

  10.1021/jm00111a021

文献信息

• TULLY, W. ROGER;GARDNER, COLIN R.;GILLESPIE, ROGER J.;WESTWOOD, ROBERT, J. MED. CHEM., 34,(1991) N, C. 2060-2067
  作者：TULLY, W. ROGER、GARDNER, COLIN R.、GILLESPIE, ROGER J.、WESTWOOD, ROBERT

  DOI：——

  日期：——