ethyl 4-(1,3-diphenyl-1H-pyrazol-4-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate n

• 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-(1,3-diphenyl-1H-pyrazol-4-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate n
• 英文别名: ethyl1,2,3,4-tetrahydro-6-methyl-2-oxo-4-(1,3-diphenyl-1H-pyrazol-4-yl)pyrimidine-5-carboxylate；ethyl 4-(1,3-diphenyl-1H-pyrazol-4-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate；ethyl 4-(1,3-diphenylpyrazol-4-yl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
• 化学式: C₂₃H₂₂N₄O₃
• 分子量: 402.453
• InChiKey: ILTRTMJZTCJZLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  30
• 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：
  85.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 ethyl 4-(1,3-diphenyl-1H-pyrazol-4-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate n 以64 %的产率得到ethyl 1-acetyl-4-(1,3-diphenyl-1H-pyrazol-4-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Challenging the Biginelli scaffold to surpass the first line antitubercular drugs: Mycobacterium tuberculosis thymidine monophosphate kinase (TMPK mt ) inhibition activity and molecular modelling studies

  摘要：

  DOI：

  10.1080/14756366.2024.2386668
• 作为产物：
  描述：

  N-(1-phenylethylidene)phenylhydrazine 在 对甲苯磺酸 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 ethyl 4-(1,3-diphenyl-1H-pyrazol-4-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate n
  参考文献：
  名称：

  Synthesis and in vitro anticancer and antitubercular activity of diarylpyrazole ligated dihydropyrimidines possessing lipophilic carbamoyl group

  摘要：

  A series of dihydropyrimidine derivatives were synthesized by utilizing Biginelli reaction and evaluated for their in vitro anticancer activity against MCF-7 human breast cancer (HBC) cell line using sulforhodamine B (SRB) assay and antitubercular activity against Mycobacterium tuberculosis (MTB) H(37)Rv using Microplate Alamar Blue Assay (MABA). Compounds 13p, 13t were exhibited 70.6% and 63.7% of HBC cell growth inhibition at 10 mu M concentration. Interestingly compound 13p was also found to be the most potent in the series against MTB H(37)Rv with MIC value of 0.125 mu g/mL. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.02.101

文献信息

• Synthesis of novel 4-pyrazolyl-2-oxo-1,2,3,4-tetrahydropyrimidines promoted by phosphotungstic acid
  作者：Ganesabaskaran Sivaprasad、Paramasivan T. Peramal

  DOI：10.1002/jhet.5570420518

  日期：2005.7

  Phosphotungstic acid, a keggin's type heteropoly acid catatalysed Biginelli reaction was carried out using pyrazole aldehyde, ethyl acetoacetate and urea to synthesis novel 4-pyrazolyl -2-oxo-1,2,3,4-tetrahydropy- rimidines.

  使用吡唑醛，乙酰乙酸乙酯和尿素进行磷钨酸（一种Keggin型杂多酸催化的Biginelli反应），合成了新颖的4-吡唑基-2-氧代-1,2,3,4-四氢嘧啶-嘧啶。
• 4-Functionally Substituted 3-Heterylpyrazoles: XIII. 3-Aryl(heteryl)-4-(4-pyrazolyl)-1,2,3,4-tetrahydropyrimidin-2-ones(thiones)
  作者：M. K. Bratenko、V. A. Chornous、M. V. Vovk

  DOI：10.1007/s11178-005-0127-9

  日期：2005.1

  Cyclocondesation of 3-aryl(heteryl)pyrazole-4-carbaldehydes with ethyl acetoacetate and urea (thiourea) in the presence of FeCl3 · 6H2O afforded 3-aryl(heteryl)-4-(4-pyrazolyl)-1,2,3,4-tetrahydropyrimidin-2-ones(thiones).

  3-芳基(杂基)吡唑-4-甲醛与乙酰乙酸乙酯和脲(硫脲)在FeCl3·6H2O存在下环缩合得到3-芳基(杂基)-4-(4-吡唑基)-1,2,3， 4-四氢嘧啶-2-酮（硫酮）。
• Sarasija; Ashok; Sudershan, Indian Journal of Heterocyclic Chemistry, 2015, vol. 24, # 3, p. 349 - 352
  作者：Sarasija、Ashok、Sudershan、Shivaraj

  DOI：——

  日期：——