(E)-1-(1-benzyl-5-methyl-1H-1,2,3-triazol-4-yl)-3-(4-methylphenyl)prop-2-en-1-on | 1403580-73-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-1-(1-benzyl-5-methyl-1H-1,2,3-triazol-4-yl)-3-(4-methylphenyl)prop-2-en-1-on
• CAS: 1403580-73-3
• 化学式: C₂₀H₁₉N₃O
• 分子量: 317.39
• InChiKey: BGNWATTZGFOCRN-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  47.78
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-1-(1-benzyl-5-methyl-1H-1,2,3-triazol-4-yl)-3-(4-methylphenyl)prop-2-en-1-on 、 溶剂黄146 在 一水合肼 作用下， 反应 3.0h， 以96%的产率得到1-(3-(1-benzyl-5-methyl-1H-1,2,3-triazol-4-yl)-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone
  参考文献：
  名称：

  An efficient and facile synthesis of novel 1,2,3-triazolyl-N-acylpyrazoline hybrids

  摘要：

  An efficient and facile synthesis of a library of hitherto novel 1,2,3-triazolyl-N-acetyl/N-propionylpyrazoline hybrids (16 examples) in excellent yields (90%-96%) has been accomplished from easily accessible 1,2,3-triazolyl chalcone precursors. (C) 2013 Alagusundaram Ponnuswamy. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.10.015
• 作为产物：
  描述：

  乙酰丙酮 在 potassium carbonate 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.58h， 生成 (E)-1-(1-benzyl-5-methyl-1H-1,2,3-triazol-4-yl)-3-(4-methylphenyl)prop-2-en-1-on
  参考文献：
  名称：

  A facile synthesis of 1,2,3-triazolyl indole hybrids via SbCl3-catalysed Michael addition of indoles to 1,2,3-triazolyl chalcones

  摘要：

  通过在室温下研磨反应物，我们在极短的反应时间内高效、简便、环保地合成了 1,2,3-三唑基查尔酮杂化物（3a-u）。随后，在 SbCl3 催化下，吲哚与查耳酮的迈克尔加成反应以极好的收率得到了 1,2,3-三唑基吲哚杂环（5a-l）。

  DOI：

  10.1007/s12039-012-0281-x

文献信息

• Synthesis, crystal structure elucidation, <scp>DFT</scp> analysis, drug‐likeness and <scp>ADMET</scp> evaluation and molecular docking studies of triazole derivatives: Binary inhibition of spike protein and <scp>ACE2</scp> receptor protein of <scp>COVID</scp> ‐19
  作者：Saminathan Murugavel、Perumal Vasudevan、RaviKumar Chandrasekaran、Vellingiri Archana、Alagusundaram Ponnuswany

  DOI：10.1002/jccs.202200140

  日期：2022.6

  incidence of terrible acute respiratory syndrome coronavirus 2 (SARS CoV-2) has presently experienced some noteworthy mutations since its discovery in 2019 in Wuhan, China. The present research work focuses on the synthesis of three triazole derivatives (BMTPP, BMTTP, and BMTIP) and their inhibition activities against SARS-Cov-2 spike and ACE2 receptor proteins. The crystal structure for BMTTP was determined

  自 2019 年在中国武汉发现以来，最近发生的可怕的急性呼吸综合征冠状病毒 2（SARS CoV-2）目前已经经历了一些值得注意的突变。目前的研究工作重点是三种三唑衍生物（BMTPP、BMTTP和BMTIP）的合成及其对SARS-Cov-2刺突蛋白和ACE2受体蛋白的抑制活性。通过 SCXRD 方法确定了 BMTTP 的晶体结构，并通过 DFT 计算获得了三种三唑衍生物的优化几何参数。 HOMO-LUMO、全局反应描述符 [GRD] 和分子静电势 (MEP) 研究表明，所有三种化合物都具有生物学特性。使用 MOlinspiration 和 pre-ADMET 在线服务器检查合成化合物的药物相似性。此外，为了探索三种合成化合物与 SARS-Cov-2 刺突蛋白/ACE2 受体的结合性质，进行了分子对接研究。我们从分子对接模拟研究中获得的结果表明，合成的三唑衍生物可以很好地用作治疗 COVID-19
• An eco-friendly water mediated synthesis of 1,2,3-triazolyl-2-aminopyrimidine hybrids as highly potent anti-bacterial agents
  作者：Sangaraiah Nagarajan、Poovan Shanmugavelan、Murugan Sathishkumar、Ramasamy Selvi、Alagusundaram Ponnuswamy、Hariharan Harikrishnan、Vellasamy Shanmugaiah

  DOI：10.1016/j.cclet.2013.12.017

  日期：2014.3

  An elegant and efficient synthesis of novel 1,2,3-triazole fused 2-aminopyrimidine hybrids has been accomplished for the first time in the green solvent viz. water. The hybrid molecules exhibit significant anti-bacterial activity when screened against three human pathogens viz. Staphylococcus aureus, Pseudomonas aeruginosa and Klebsiella pneumoniae. In comparison to the commercially marketed drug tetracycline, some of them are equally potent and a few are more potent. (C) 2013 Alagusundaram Ponnuswamy and Vellasamy Shanmugaiah. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Facile water promoted synthesis of 1,2,3-triazolyl dihydropyrimidine-2-thione hybrids – Highly potent antibacterial agents
  作者：Nagarajan Sangaraiah、Sathishkumar Murugan、Shanmugavelan Poovan、Ranganathan Raja、Ponnuswamy Alagusundaram、Venkatesan Ramakrishnan、Shanmugaiah Vellasamy

  DOI：10.1016/j.ejmech.2012.10.029

  日期：2012.12

  An elegant and efficient synthesis of hitherto novel 1,2,3-triazolyl dihydropyrimidine-2-thione hybrids has been accomplished for the first time in a green solvent viz. water. The hybrid molecules exhibit significant antibacterial activity when screened against four human pathogens viz. Streptococcus pneumonia, Staphylococcus aureus, Pseudomonas aeruginosa and Salmonella typhi. In comparison to the commercially marketed tetracycline, some of them were equally potent and a few more potent. (C) 2012 Elsevier Masson SAS. All rights reserved.