methyl 4-(3-(4-fluorophenyl)-1-phenyl-1H-pyrazol-4-yl)-6-methyl-2-thio-1,2,3,4-tetrahydropyrimidine-5-carboxylate | 432015-86-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 4-(3-(4-fluorophenyl)-1-phenyl-1H-pyrazol-4-yl)-6-methyl-2-thio-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• 英文别名: methyl 4-[3-(4-fluorophenyl)-1-phenyl-pyrazol-4-yl]-6-methyl-2-thioxo-3,4-dihydro-1H-pyrimidine-5-carboxylate；methyl 4-[3-(4-fluorophenyl)-1-phenylpyrazol-4-yl]-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 432015-86-6
• 化学式: C₂₂H₁₉FN₄O₂S
• 分子量: 422.483
• InChiKey: ABRFANTVSMDMKJ-UHFFFAOYSA-N

物化性质

• 熔点：
  94 °C(Solv: ethanol (64-17-5))
• 沸点：
  560.3±60.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙酰乙酸甲酯 、 硫脲 、 3-(4-氟-苯基)-1-苯基-1H-吡唑-4-甲醛 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以68%的产率得到methyl 4-(3-(4-fluorophenyl)-1-phenyl-1H-pyrazol-4-yl)-6-methyl-2-thio-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Novel dihydropyrimidines as a potential new class of antitubercular agents

  摘要：

  A small library of 30 dihydropyrimidines was synthesized and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H(37)Rv. Two compounds, ethyl 4-[3-(4-fluorophenyl)-1-phenyl- 1H-pyrazol-4-yl]-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5 carboxylate 4a and ethyl 4-[3-(4-nitrophenyl)- 1-phenyl-1H-pyrazol-4-yl]-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 4d were found to be the most active compounds in vitro with MIC of 0.02 mu g/mL against MTB and were more potent than isoniazid. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.046