2-chloromethyl-3,5-dicarboethoxy-6-methyl-4-(2,3-dichlorophenyl)-6-methyl-1,4-dihydropyridine | 155497-48-6

• 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: 2-chloromethyl-3,5-dicarboethoxy-6-methyl-4-(2,3-dichlorophenyl)-6-methyl-1,4-dihydropyridine
• 英文别名: diethyl 2-(chloromethyl)-4-(2,3-dichlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 155497-48-6
• 化学式: C₁₉H₂₀Cl₃NO₄
• 分子量: 432.731
• InChiKey: NQADJCTZABQMIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-chloromethyl-3,5-dicarboethoxy-6-methyl-4-(2,3-dichlorophenyl)-6-methyl-1,4-dihydropyridine 在 sodium hydroxide 、 sodium hydrogensulfide 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 2-(3-aminopropylthio)methyl-3,5-dicarboethoxy-4-(2,3-dichlorophenyl)-6-methyl-1,4-dihydropyridine
  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
• 作为产物：
  描述：

  4-氯乙酰乙酸乙酯 、 3-氨基巴豆酸乙酯 、 2,3-二氯苯甲醛 在 溶剂黄146 、 苄胺 作用下， 生成 2-chloromethyl-3,5-dicarboethoxy-6-methyl-4-(2,3-dichlorophenyl)-6-methyl-1,4-dihydropyridine
  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