VUF 9056 | 155497-34-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: VUF 9056
• 英文别名: 2-(2-aminoethylthio)methyl-3,5-dicarboethoxy-6-methyl-4-(phenyl)-1,4-dihydropyridine；Diethyl 2-(2-aminoethylsulfanylmethyl)-6-methyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 155497-34-0
• 化学式: C₂₁H₂₈N₂O₄S
• 分子量: 404.53
• InChiKey: VWMQRMZCHRSFPK-UHFFFAOYSA-N

物化性质

• 沸点：
  540.3±50.0 °C(predicted)
• 密度：
  1.171±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  VUF 9056 在 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 5.75h， 生成 N-<2-<(3,5-diethoxycarbonyl-1,4-dihydro-6-methyl-4-phenylpyridin-2-yl)methylthio>ethyl>-S-ethylisothiourea HBr
  参考文献：
  名称：

  Synthesis and in vitro pharmacology of a series of hybrid molecules possessing 1,4-dihydropyridine calcium-channel blocking activity and histamine H2-agonistic properties

  摘要：

  The synthesis and in vitro pharmacology of a series of new cardiovascular hybrid molecules, which could be useful for the treatment of certain types of hypertension and at the same time for the treatment of cardiac ischemic disease, are discussed. Two types of 1,4-dihydropyridine Ca2+-channel blockers have been studied. In general, hybrid molecules possessing a diethyl 2-(omega aminoalkylthio)methyl-2 ,6-dimethyl-4-[(substituted)phenyl]-1,4-dihydropyridine-3,5-dicarboxylic structural moiety and a histamine H-2-agonistic structural moiety are more potent L-type calcium-channel blockers and histamine H-2-agonists than hybrid molecules containing a diethyl 3-[2-(omega-aminoalkoxy)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic structural moiety.

  DOI：

  10.1016/0223-5234(94)90150-3
• 作为产物：
  描述：

  3-氨基巴豆酸乙酯 在 sodium hydroxide 、 溶剂黄146 、 苄胺 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 反应 48.25h， 生成 VUF 9056
  参考文献：
  名称：

  Synthesis and in vitro pharmacology of new 1,4-dihydropyridines. 1. 2-(ω-Aminoalkylthiomethyl)-1,4-dihydropyridines as potent calcium channel blockers

  摘要：

  The synthesis and in vitro calcium channel blocking activities and binding of 2-(omega-aminoalkylthiomethyl)-4-(substituted)phenyl-1,4-dihydropyridines, by determination of the displacement of [H-3]nitrendipine from the calcium channel binding sites on rat cortex have been discussed. It has been shown that increasing the alkyl chain length on the 2-position of the 1,4-dihydropyridine ring from ethyl to pentyl does not affect the calcium channel blocking activity of 3-nitrophenyl substituted dihydropyridines, measured on K+-depolarisation induced contractile responses in rat aorta strips. It did not seem to be important whether the 1,4-dihydropyridines bore 2 identical or different ester moieties on the 3- and 5-position of the 1,4-dihydropyridine ring.

  DOI：

  10.1016/0223-5234(93)90038-g