N-(4-(6-phenylpyrimidin-4-yl)phenyl)acetamide | 1351665-24-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-(4-(6-phenylpyrimidin-4-yl)phenyl)acetamide
• CAS: 1351665-24-1
• 化学式: C₁₈H₁₅N₃O
• 分子量: 289.337
• InChiKey: HQWOQZFZWGOOCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.88
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(4-(6-phenylpyrimidin-4-yl)phenyl)acetamide 在 吡啶 、 盐酸 作用下， 以 二氯甲烷 为溶剂， 生成 2-chloro-N-[4-(6-phenylpyrimidin-4-yl)phenyl]benzamide
  参考文献：
  名称：

  Discovery of amide replacements that improve activity and metabolic stability of a bis-amide smoothened antagonist hit

  摘要：

  A bis-amide antagonist of Smoothened, a seven-transmembrane receptor in the Hedgehog signaling pathway, was discovered via high throughput screening. In vitro and in vivo experiments demonstrated that the bis-amide was susceptible to N-acyl transferase mediated amide scission. Several bioisosteric replacements of the labile amide that maintained in vitro potency were identified and shown to be metabolically stable in vitro and in vivo. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.052
• 作为产物：
  描述：

  4-乙酰基氨基苯硼酸频哪醇酯 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 水 、 乙腈 为溶剂， 生成 N-(4-(6-phenylpyrimidin-4-yl)phenyl)acetamide
  参考文献：
  名称：

  Discovery of amide replacements that improve activity and metabolic stability of a bis-amide smoothened antagonist hit

  摘要：

  A bis-amide antagonist of Smoothened, a seven-transmembrane receptor in the Hedgehog signaling pathway, was discovered via high throughput screening. In vitro and in vivo experiments demonstrated that the bis-amide was susceptible to N-acyl transferase mediated amide scission. Several bioisosteric replacements of the labile amide that maintained in vitro potency were identified and shown to be metabolically stable in vitro and in vivo. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.052