4-bromo-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)picolinamide | 1309921-15-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-bromo-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)picolinamide
• CAS: 1309921-15-0
• 化学式: C₂₁H₁₄BrClN₄O
• 分子量: 453.725
• InChiKey: WYNGCFWRODFVHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.81
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-bromo-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)picolinamide 、 3,5-二氟苯硼酸 在 四(三苯基膦)钯 、 potassium fluoride dihydrate 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 以78%的产率得到4-(3,5-difluorophenyl)-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)picolin-amide
  参考文献：
  名称：

  Design and synthesis of substituted N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamides as positive allosteric modulators of the metabotropic glutamate receptor subtype 5

  摘要：

  Based on SAR in the alkyne class of mGlu5 receptor negative allosteric modulators and a set of amide-based positive allosteric modulators, optimized substitution of the aryl 'b' ring was used to create substituted N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamides. Results from an mGlu5 receptor functional assay, using calcium fluorescence, revealed varying efficacies and potencies that provide evidence that subtle changes in compounds within a close structural class can have marked effects on functional activity including switches in modes of efficacy (i.e., negative to positive allosteric modulation). Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.12.110
• 作为产物：
  描述：

  苯甲腈 在 盐酸 、 potassium tert-butylate 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 苯 为溶剂， 生成 4-bromo-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)picolinamide
  参考文献：
  名称：

  Design and synthesis of substituted N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamides as positive allosteric modulators of the metabotropic glutamate receptor subtype 5

  摘要：

  Based on SAR in the alkyne class of mGlu5 receptor negative allosteric modulators and a set of amide-based positive allosteric modulators, optimized substitution of the aryl 'b' ring was used to create substituted N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamides. Results from an mGlu5 receptor functional assay, using calcium fluorescence, revealed varying efficacies and potencies that provide evidence that subtle changes in compounds within a close structural class can have marked effects on functional activity including switches in modes of efficacy (i.e., negative to positive allosteric modulation). Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.12.110