1-(4-chlorophenyl)-5-((4-fluorophenyl)thio)-3-methyl-1H-pyrazole-4-carbaldehyde | 1084328-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-chlorophenyl)-5-((4-fluorophenyl)thio)-3-methyl-1H-pyrazole-4-carbaldehyde
• CAS: 1084328-18-6
• 化学式: C₁₇H₁₂ClFN₂OS
• 分子量: 346.812
• InChiKey: CKGMBRLQPBCHDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.94
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  34.89
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)-5-((4-fluorophenyl)thio)-3-methyl-1H-pyrazole-4-carbaldehyde 在 盐酸羟胺 作用下， 生成 N-[[1-(4-chlorophenyl)-5-(4-fluorophenyl)sulfanyl-3-methylpyrazol-4-yl]methylidene]hydroxylamine
  参考文献：
  名称：

  含肟酯基的新型吡唑衍生物的合成及抗病毒活性。

  摘要：

  通过用酰氯处理，由起始原料1-取代苯基-3-甲基-5-取代苯硫基-4-吡唑醛肟3合成14个标题化合物，即1-取代-5-取代苯硫基-4-吡唑并肟肟酯衍生物4a-4n。通过物理常数表征合成的化合物，并通过IR，1 H NMR，13 C NMR和元素分析进一步证实标题化合物的结构。生物测定结果表明标题化合物具有弱到良好的抗TMV生物活性，其中4l具有对TMV CP的高亲和力，显着增强了烟叶的抗病性。

  DOI：

  10.1016/j.bmc.2008.09.070
• 作为产物：
  描述：

  对氟苯硫酚 、 5-chloro-1-(4-chlorophenyl)-3-methyl-1H-pyrazole-4-carbaldehyde 生成 1-(4-chlorophenyl)-5-((4-fluorophenyl)thio)-3-methyl-1H-pyrazole-4-carbaldehyde
  参考文献：
  名称：

  Synthesis and Antiviral Activities of Pyrazole Derivatives Containing an Oxime Moiety

  摘要：

  Target compounds 4a-n were obtained by the reaction of 1-substituted phenyl-3-methyl-5-substituted phenylthio-4-pyrazolaidoximes (3) with chloromethylated heterocyclic compounds (CICH2-R-3) under reflux conditions in ethanol. Subsequently, the oxidation of 4a-e with KMnO4 in HOAc at room temperature afforded eight new compounds, 5a-h. The synthesized compounds were characterized by physical constants, and the structures of the title compounds were confirmed by IR, H-1 NMR, C-13 NMR, and elemental analysis. The bioassay revealed that the compounds possessed antiviral activities. It was found that title compounds 4a and 4g had the same inactivation effects against TMV (EC50 = 58.7 and 65.3 mu g/mL) as the commercial product Ningnanmycin (EC50 = 52.7 mu g/mL). To the best of our knowledge, this is the first report on the antiviral activity of pyrazole derivatives containing an oxime moiety.

  DOI：

  10.1021/jf802489e