ethyl 4-(3-(4-nitrophenyl)-1-phenyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydro-6-methyl-2-thioxopyrimidine-5-carboxylate | 1255792-89-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 4-(3-(4-nitrophenyl)-1-phenyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydro-6-methyl-2-thioxopyrimidine-5-carboxylate
• 英文别名: Ethyl 4-methyl-6-[3-(4-nitrophenyl)-1-phenyl-pyrazol-4-yl]-2-sulfanyl-1,6-dihydropyrimidine-5-carboxylate；ethyl 6-methyl-4-[3-(4-nitrophenyl)-1-phenylpyrazol-4-yl]-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 1255792-89-2
• 化学式: C₂₃H₂₁N₅O₄S
• 分子量: 463.517
• InChiKey: IABOVDKJCPGFCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  146
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 4-(3-(4-nitrophenyl)-1-phenyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydro-6-methyl-2-thioxopyrimidine-5-carboxylate 、 硫酸二甲酯 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以70%的产率得到ethyl 4-methyl-2-(methylthio)-6-(3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl)-1,6-dihydropyrimidine-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
• 作为产物：
  描述：

  3-(4-硝基苯基)-1-苯基-1H-吡唑-4-甲醛 、 乙酰乙酸乙酯 、 硫脲 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以66%的产率得到ethyl 4-(3-(4-nitrophenyl)-1-phenyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydro-6-methyl-2-thioxopyrimidine-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

文献信息

• Novel dihydropyrimidines as a potential new class of antitubercular agents
  作者：Amit R. Trivedi、Vimal R. Bhuva、Bipin H. Dholariya、Dipti K. Dodiya、Vipul B. Kataria、Viresh H. Shah

  DOI：10.1016/j.bmcl.2010.08.046

  日期：2010.10

  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.