2-chloro-N-[4-(4-phenyl-1,3-oxazol-2-yl)phenyl]benzamide | 1029765-77-2

• 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: 2-chloro-N-[4-(4-phenyl-1,3-oxazol-2-yl)phenyl]benzamide
• CAS: 1029765-77-2
• 化学式: C₂₂H₁₅ClN₂O₂
• 分子量: 374.826
• InChiKey: LUKYCZAFFFGYFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(2-氯苯酰胺)苯甲酸 在 碘 、 1-羟基苯并三唑 、 戴斯-马丁氧化剂 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-chloro-N-[4-(4-phenyl-1,3-oxazol-2-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

文献信息

• Discovery of amide replacements that improve activity and metabolic stability of a bis-amide smoothened antagonist hit
  作者：Matthew L. Brown、Wade Aaron、Richard J. Austin、Angela Chong、Tom Huang、Ben Jiang、Jacob A. Kaizerman、Gary Lee、Brian S. Lucas、Dustin L. McMinn、Jessica Orf、Minqing Rong、Maria M. Toteva、Guifen Xu、Qiuping Ye、Wendy Zhong、Michael R. DeGraffenreid、Dineli Wickramasinghe、Jay P. Powers、Randall Hungate、Michael G. Johnson

  DOI：10.1016/j.bmcl.2011.07.052

  日期：2011.9

  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.