6-Methyl-4-(4-oxiranylmethoxy-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester | 874672-92-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-Methyl-4-(4-oxiranylmethoxy-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
• 英文别名: ethyl 6-methyl-4-[4-(oxiran-2-ylmethoxy)phenyl]-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 874672-92-1
• 化学式: C₁₇H₂₀N₂O₅
• 分子量: 332.356
• InChiKey: VIULVYPNRHDFHB-UHFFFAOYSA-N

物化性质

• 沸点：
  484.2±45.0 °C(Predicted)
• 密度：
  1.245±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  89.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  哌啶 、 6-Methyl-4-(4-oxiranylmethoxy-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 以 甲醇 为溶剂， 以79%的产率得到ethyl 4-[4-(2-hydroxy-3-piperidin-1-ylpropoxy)phenyl]-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
  参考文献：
  名称：

  Gupta, Rajive; Sudan, Sangeeta; Kachroo, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996, vol. 35, # 9, p. 985 - 987

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰乙酸乙酯 在 盐酸 、 iron(III) chloride 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 6-Methyl-4-(4-oxiranylmethoxy-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Chemo-enzymatic, regioselective synthesis of dihydropyrimidinone-fused β -amino alcohols and their anti-inflammatory and antioxidant activity evaluation

  摘要：

  DOI：

  10.1080/00397911.2024.2396500

文献信息

• Microwave-assisted synthesis of antimicrobial dihydropyridines and tetrahydropyrimidin-2-ones: Novel compounds against aspergillosis
  作者：Anil K. Chhillar、Pragya Arya、Chandrani Mukherjee、Pankaj Kumar、Yogesh Yadav、Ajendra K. Sharma、Vibha Yadav、Jyotsana Gupta、Rajesh Dabur、Hirday N. Jha、Arthur C. Watterson、Virinder S. Parmar、Ashok K. Prasad、Gainda L. Sharma

  DOI：10.1016/j.bmc.2005.09.014

  日期：2006.2

  Ten 4-aryl-1,4-dihydropyridine and three 4-aryl-1,2,3,4-tetrahydropyrimidin-2-one derivatives have been synthesized and examined for their activity against pathogenic strains of Aspergillus fumigatus and Candida albicans. Although none of the three compounds belonging to pyrimidin-2-one series showed any activity against two pathogens, two of the compounds of the dihydropyridine series, that is, diethyl 4-(methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridin-3,5-dicarboxylate and dimethyl 4-(4-methoxy-phenyl)-2,6-dimethyl-1,4-dihydropyridin-3,5-dicarboxylate, exhibited significant activity against A. fumigatus in disc diffusion, microbroth dilution and percent spore germination inhibition assays. The most active diethyl dihydropyridine derivative exhibited a MIC value of 2.92 mu g/disc in disc diffusion and 15.62 mu g/ml in microbroth dilution assays. The MIC90 value of the most active compound by percent germination inhibition assay Was found to be 15.62 mu g/ml. The diethyl dicarboxylate derivative of dihydropyridine also exhibited appreciable activity against C. albicans. The in vitro toxicity of the most active diethyl dihydropyridine derivative was evaluated using haemolytic assay, in which the Compound was found to be non-toxic to human erythrocytes even at a concentration of 625 mu g/ml. The standard drug amphotericin B exhibited 100% lysis of erythrocytes at a concentration almost 16 times less than the safer concentration of the most active dihydropyridine derivative. (c) 2005 Elsevier Ltd. All rights reserved.
• Gupta, Rajive; Sudan, Sangeeta; Kachroo, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996, vol. 35, # 9, p. 985 - 987
  作者：Gupta, Rajive、Sudan, Sangeeta、Kachroo、Jain

  DOI：——

  日期：——