5-嘧啶羧酸,1,4-二氢-6-甲基-2-(甲硫基)-4-(3-硝基苯基)-,2-[甲基(苯基甲基)氨基]乙基酯 | 125734-93-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 5-嘧啶羧酸,1,4-二氢-6-甲基-2-(甲硫基)-4-(3-硝基苯基)-,2-[甲基(苯基甲基)氨基]乙基酯
• 英文名称: 2-[Benzyl(methyl)amino]ethyl 6-methyl-2-methylsulfanyl-4-(3-nitrophenyl)-1,4-dihydropyrimidine-5-carboxylate
• 英文别名: 2-[benzyl(methyl)amino]ethyl 6-methyl-2-methylsulfanyl-4-(3-nitrophenyl)-1,4-dihydropyrimidine-5-carboxylate
• CAS: 125734-93-2
• 化学式: C₂₃H₂₆N₄O₄S
• 分子量: 454.55
• InChiKey: ZJYQKNJYKBJZMV-UHFFFAOYSA-N

物化性质

• 沸点：
  586.1±60.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid, 2-[methyl(phenylmethyl)amino]ethyl ester 、 2-甲基-2-疏基硫酸脲 在 sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-嘧啶羧酸,1,4-二氢-6-甲基-2-(甲硫基)-4-(3-硝基苯基)-,2-[甲基(苯基甲基)氨基]乙基酯
  参考文献：
  名称：

  Dihydropyrimidine calcium channel blockers: 2-heterosubstituted 4-aryl-1,4-dihydro-6-methyl-5-pyrimidinecarboxylic acid esters as potent mimics of dihydropyridines

  摘要：

  2-Heterosubstituted-4-aryl-1,4-dihydro-6-methyl-5-pyrimidinecar box ylic acid esters 8, which lack the potential CS symmetry of dihydropyridine calcium channel blockers, were prepared and evaluated for biological activity. Biological assays using potassium-depolarized rabbit aorta and radioligand binding techniques showed that some of these compounds are potent mimics of dihydropyridine calcium channel blockers. The combination of a branched ester (e.g. isopropyl, sec-butyl) and an alkylthio group (e.g. SMe) was found to be optimal for biological activity. When compared directly with similarly substituted 2-heteroalkyldihydropyridines 9, dihydropyrimidines 8 were found to be 30-fold less active. The solid-state structure of dihydropyrimidine analogue 8g shows that these compounds can adopt a molecular conformation which is similar to the reported conformation of dihydropyridine calcium channel blockers.

  DOI：

  10.1021/jm00167a035