3-(2-azidoacetyl)benzoic acid | 1222344-20-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-azidoacetyl)benzoic acid
• CAS: 1222344-20-8
• 化学式: C₉H₇N₃O₃
• 分子量: 205.173
• InChiKey: HYRXSIMXUYQKRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.88
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  103.13
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-(2-azidoacetyl)benzoic acid 、 4-异硫氰酸基-苯酚 在 resin-bound triphenylphosphine 作用下， 以 1,4-二氧六环 为溶剂， 生成 3-(2-(4-Hydroxyphenylamino)oxazol-5-yl)benzoic acid
  参考文献：
  名称：

  2-Anilino-4-aryl-1,3-thiazole inhibitors of valosin-containing protein (VCP or p97)

  摘要：

  Valosin-containing protein (VCP; also known as p97) is a member of the AAA ATPase family with a central role in the ubiquitin-degradation of misfolded proteins. VCP also exhibits antiapoptotic function and metastasis via activation of nuclear factor kappa-B signaling pathway. We have discovered that 2-anilino-4-aryl-1,3-thiazoles are potent drug-like inhibitors of this enzyme. The identified compounds show low nanomolar VCP potency, demonstrate SAR trends, and show activity in a mechanism based cellular assay. This series of compounds represents the first steps towards a novel, small molecule VCP inhibitor as a cancer therapeutic. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.058