5-(nitrooxy)pentyl bromide | 146563-41-9

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: 5-(nitrooxy)pentyl bromide
• 英文别名: 5-bromo-1-pentanol nitrate；1-Pentanol, 5-bromo-, 1-nitrate；5-bromopentyl nitrate
• CAS: 146563-41-9
• 化学式: C₅H₁₀BrNO₃
• 分子量: 212.043
• InChiKey: HEZWSJOYLIMOEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  长春乙酯羧酸 、 5-(nitrooxy)pentyl bromide 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 (11aS,11bS)-11a-Ethyl-2,3,4,5,11a,11b-hexahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid 5-nitrooxy-pentyl ester
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of (nitrooxy)alkyl apovincaminate

  摘要：

  A series of (nitrooxy)alkyl apovincaminates has been synthesized and evaluated for their effects on vertebral and femoral blood flow. These derivatives were prepared from apovincaminic acid (4). In cerebral circulation, compound 5 (0.03-1.0 mg/kg iv) caused a dose-dependent increase in cerebral blood flow (CerBF) without affecting the blood pressure. It was more potent than vinpocetine (2). The structures of 2 and 5, determined by X-ray crystallography, showed differences in the electrostatic potential image and in the conformation of the ethyl group at the 16-position.

  DOI：

  10.1021/jm00059a004
• 作为产物：
  描述：

  5-溴-1-戊醇 在 硫酸 、 硝酸 作用下， 反应 1.0h， 以100%的产率得到5-(nitrooxy)pentyl bromide
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of (nitrooxy)alkyl apovincaminate

  摘要：

  A series of (nitrooxy)alkyl apovincaminates has been synthesized and evaluated for their effects on vertebral and femoral blood flow. These derivatives were prepared from apovincaminic acid (4). In cerebral circulation, compound 5 (0.03-1.0 mg/kg iv) caused a dose-dependent increase in cerebral blood flow (CerBF) without affecting the blood pressure. It was more potent than vinpocetine (2). The structures of 2 and 5, determined by X-ray crystallography, showed differences in the electrostatic potential image and in the conformation of the ethyl group at the 16-position.

  DOI：

  10.1021/jm00059a004