3-phenyl-1-(4-tert-butylphenyl)pyrazol-5(4H)-one | 1257976-34-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-phenyl-1-(4-tert-butylphenyl)pyrazol-5(4H)-one
• 英文别名: 2-(4-tert-butylphenyl)-5-phenyl-4H-pyrazol-3-one
• CAS: 1257976-34-3
• 化学式: C₁₉H₂₀N₂O
• 分子量: 292.381
• InChiKey: RULZCPYJDIDQBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-phenyl-1-(4-tert-butylphenyl)pyrazol-5(4H)-one 、 4-chloro-2-(5-formylfuran-2-yl)benzoic acid 在 sodium acetate 、 溶剂黄146 作用下， 反应 3.0h， 以31%的产率得到(Z)-2-(5-((1-(4-(tert-butyl)phenyl)-5-oxo-3-phenyl-1,5-dihydro-4H-pyrazol-4-ylidene)methyl)furan-2-yl)-4-chlorobenzoic acid
  参考文献：
  名称：

  Identification, synthesis and evaluation of SARS-CoV and MERS-CoV 3C-like protease inhibitors

  摘要：

  Severe acute respiratory syndrome (SARS) led to a life-threatening form of atypical pneumonia in late 2002. Following that, Middle East Respiratory Syndrome (MERS-CoV) has recently emerged, killing about 36% of patients infected globally, mainly in Saudi Arabia and South Korea. Based on a scaffold we reported for inhibiting neuraminidase (NA), we synthesized the analogues and identified compounds with low micromolar inhibitory activity against 3CL(pro) of SARS-CoV and MERS-CoV. Docking studies show that a carboxylate present at either R-1 or R-4 destabilizes the oxyanion hole in the 3CL(pro). Interestingly, 3f, 3g and 3m could inhibit both NA and 3CL(pro) and serve as a starting point to develop broad-spectrum antiviral agents. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.05.013
• 作为产物：
  描述：

  4-特丁基苯肼盐酸盐 、 苯甲酰乙酸乙酯 在 溶剂黄146 、 三乙胺 作用下， 反应 20.0h， 以78%的产率得到3-phenyl-1-(4-tert-butylphenyl)pyrazol-5(4H)-one
  参考文献：
  名称：

  Synthesis and evaluation of pyrazolone compounds as SARS-coronavirus 3C-like protease inhibitors

  摘要：

  A series of pyrazolone compounds as possible SARS-CoV 3CL protease inhibitors were designed, synthesized, and evaluated by in vitro protease assay using fluorogenic substrate peptide in which several showed potent inhibition against the 3CL protease. Interestingly, one of the inhibitors was also active against 3C protease from coxsackievirus B3. These inhibitors could be potentially developed into anti-coronaviral and anti-picornaviral agents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.09.050