3-(methoxycarbonyl)-3-vinyl-6-chloro-2-hexanone | 75806-17-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 3-(methoxycarbonyl)-3-vinyl-6-chloro-2-hexanone
• 英文别名: Methyl 2-acetyl-5-chloro-2-ethenylpentanoate
• CAS: 75806-17-6
• 化学式: C₁₀H₁₅ClO₃
• 分子量: 218.68
• InChiKey: CEZXNJLZPGCKRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(methoxycarbonyl)-3-vinyl-6-chloro-2-hexanone 在 三(2-氯乙基)胺 、 硫酸 、 一水合肼 、 sodium iodide 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.25h， 生成 2,5-Diamino-2-vinyl-pentanoic acid methyl ester
  参考文献：
  名称：

  .alpha.-Ethynyl and .alpha.-vinyl analogs of ornithine as enzyme-activated inhibitors of mammalian ornithine decarboxylase

  摘要：

  alpha-Ethynyl- and alpha-vinylornithine were designed and synthesized as potential enzyme-activated inhibitors of mammalian ornithine decarboxylase. These two new inhibitors produce both immediate and time-dependent inhibition of rat liver ornithine decarboxylase in vitro. The inhibitions exhibition saturation kinetics. The apparent dissociation constants (KI) are 10 and 810 microM, and the times of half-inactivation at infinite concentration of inhibitor (t1/2) are 8.5 and 27 min, respectively, for alpha-ethynyl- and alpha-vinylornithine. In rats, alpha-ethynylornithine causes a rapid dose-dependent decrease of ornithine decarboxylase activity in prostate and, to a lesser extent, in thymus and testis.

  DOI：

  10.1021/jm00133a005
• 作为产物：
  描述：

  6-chloro-3-(methoxycarbonyl)-2-hexene 、 乙酰氯 在 六甲基磷酰三胺 、 lithium diisopropyl amide 作用下， 生成 3-(methoxycarbonyl)-3-vinyl-6-chloro-2-hexanone
  参考文献：
  名称：

  .alpha.-Ethynyl and .alpha.-vinyl analogs of ornithine as enzyme-activated inhibitors of mammalian ornithine decarboxylase

  摘要：

  alpha-Ethynyl- and alpha-vinylornithine were designed and synthesized as potential enzyme-activated inhibitors of mammalian ornithine decarboxylase. These two new inhibitors produce both immediate and time-dependent inhibition of rat liver ornithine decarboxylase in vitro. The inhibitions exhibition saturation kinetics. The apparent dissociation constants (KI) are 10 and 810 microM, and the times of half-inactivation at infinite concentration of inhibitor (t1/2) are 8.5 and 27 min, respectively, for alpha-ethynyl- and alpha-vinylornithine. In rats, alpha-ethynylornithine causes a rapid dose-dependent decrease of ornithine decarboxylase activity in prostate and, to a lesser extent, in thymus and testis.

  DOI：

  10.1021/jm00133a005