VA-045 | 128759-76-2

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - Eburnan型生物碱
• 英文名称: VA-045
• 英文别名: 2-(Nitrooxy)ethyl apovincaminate；2-nitrooxyethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
• CAS: 128759-76-2
• 化学式: C₂₂H₂₅N₃O₅
• 分子量: 411.458
• InChiKey: VDHLDQHKSSLLJV-IRLDBZIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  长春乙酯羧酸 在 氯化亚砜 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 4.5h， 生成 VA-045
  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

文献信息

• Synthesis and pharmacological evaluation of (nitrooxy)alkyl apovincaminate
  作者：Yutaka Kawashima、Tomoyuki Ikemoto、Akiyo Horiguchi、Masatoshi Hayashi、Keita Matsumoto、Kimiko Kawarasaki、Ryuzaburo Yamazaki、Shigeru Okuyama、Katsuo Hatayama

  DOI：10.1021/jm00059a004

  日期：1993.4

  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.