6-甲基-4-(邻硝基苯基)-2-S-甲基-1,4-二氢嘧啶-5-羧酸乙酯 | 106720-57-4

• 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: 6-甲基-4-(邻硝基苯基)-2-S-甲基-1,4-二氢嘧啶-5-羧酸乙酯
• 中文别名: 5-嘧啶羧酸,1,4-二氢-6-甲基-2-(甲硫基)-4-(2-硝基苯基)-,乙基酯
• 英文名称: 6-methyl-4-(o-nitrophenyl)-2-S-methyl-1,4-dihydropyrimidin-5-carboxylic acid ethyl ester
• 英文别名: Ethyl 6-methyl-2-methylsulfanyl-4-(2-nitrophenyl)-1,4-dihydropyrimidine-5-carboxylate
• CAS: 106720-57-4
• 化学式: C₁₅H₁₇N₃O₄S
• 分子量: 335.384
• InChiKey: ITJORTXBVCGALI-UHFFFAOYSA-N

物化性质

• 熔点：
  205-206 °C(Solv: methanol (67-56-1))
• 沸点：
  466.2±55.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  6

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	ethyl 6-methyl-4-(2-nitrophenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate	112080-22-5	C14H15N3O4S	321.357

反应信息

• 作为产物：
  描述：

  邻硝基苯甲醛 在 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 3.0h， 生成 6-甲基-4-(邻硝基苯基)-2-S-甲基-1,4-二氢嘧啶-5-羧酸乙酯
  参考文献：
  名称：

  Rana, Kulbhushan; Kaur, Balbir; Kumar, Baldev, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 7, p. 1553 - 1557

  摘要：

  DOI：

文献信息

• Kumar, Baldev; Kaur, Balbir; Kaur, Jatinder, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 7, p. 1526 - 1530
  作者：Kumar, Baldev、Kaur, Balbir、Kaur, Jatinder、Parmar, Anupama、Anand、Kumar, Harish

  DOI：——

  日期：——
• Dihydropyrimidine calcium channel blockers: 2-heterosubstituted 4-aryl-1,4-dihydro-6-methyl-5-pyrimidinecarboxylic acid esters as potent mimics of dihydropyridines
  作者：Karnail S. Atwal、George C. Rovnyak、Joseph Schwartz、Suzanne Moreland、Anders Hedberg、Jack Z. Gougoutas、Mary F. Malley、David M. Floyd

  DOI：10.1021/jm00167a035

  日期：1990.5

  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.
• Rana, Kulbhushan; Kaur, Balbir; Kumar, Baldev, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 7, p. 1553 - 1557
  作者：Rana, Kulbhushan、Kaur, Balbir、Kumar, Baldev

  DOI：——

  日期：——