2-benzylmercapto-5-(2-hydroxyphenyl)-1,3,4-oxadiazole | 158361-94-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-benzylmercapto-5-(2-hydroxyphenyl)-1,3,4-oxadiazole
• 英文别名: 2-Benzylmercapto-5-(2-hydroxyphenyl)-1,3,4-oxa-diazole；2-(5-benzylsulfanyl-1,3,4-oxadiazol-2-yl)phenol
• CAS: 158361-94-5
• 化学式: C₁₅H₁₂N₂O₂S
• 分子量: 284.338
• InChiKey: JPNCMTJIRHKDSV-UHFFFAOYSA-N

物化性质

• 沸点：
  475.7±55.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  84.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-benzylmercapto-5-(2-hydroxyphenyl)-1,3,4-oxadiazole 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 2-(5-Benzylsulfinyl-1,3,4-oxadiazol-2-yl)phenol
  参考文献：
  名称：

  Novel inhibitors of cell adhesion molecule expression

  摘要：

  2-Alkylsulfinyl-1,3,4-oxadiazoles have been identified as novel inhibitors of cell adhesion molecule expression on endothelial cells. These compounds have been shown to inhibit the up-regulation of ELAM-1 and VCAM-1 on activated human umbilical vein endothelial cells (HUVECs) as measured by ELISA. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00504-5
• 作为产物：
  描述：

  水杨酰肼 、 alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 、 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 生成 2-benzylmercapto-5-(2-hydroxyphenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Novel inhibitors of cell adhesion molecule expression

  摘要：

  2-Alkylsulfinyl-1,3,4-oxadiazoles have been identified as novel inhibitors of cell adhesion molecule expression on endothelial cells. These compounds have been shown to inhibit the up-regulation of ELAM-1 and VCAM-1 on activated human umbilical vein endothelial cells (HUVECs) as measured by ELISA. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00504-5

文献信息

• A novel one-pot synthesis of 2-alkylthio-1,3,4-oxadiazoles in water
  作者：F. Aryanasab、H. Maleki、M. R. Saidi

  DOI：10.1007/bf03249086

  日期：2011.6

  A facile and one-pot protocol for the synthesis of 2-alkylthio-1,3,4-oxadiazoles is reported. This green method relies on the reaction of acid hydrazides with CS2 and an alkyl halide. The reaction is carried out under mild and environmentally friendly procedure in water with high to excellent yields. Thirteen different valuable alkylthio-1,3,4-oxadiazoles are synthesized from cheap and easily available CS2 with this method. This is the first report for the synthesis of 1,3,4-oxadiazoles in water.
• Novel inhibitors of cell adhesion molecule expression
  作者：Dharmpal S. Dodd、Zhongqi Shen、Takao Nishi、Norma Graber、Dawson Bealls、Miranda Fong、Tracy Ebert

  DOI：10.1016/s0960-894x(96)00504-5

  日期：1996.11

  2-Alkylsulfinyl-1,3,4-oxadiazoles have been identified as novel inhibitors of cell adhesion molecule expression on endothelial cells. These compounds have been shown to inhibit the up-regulation of ELAM-1 and VCAM-1 on activated human umbilical vein endothelial cells (HUVECs) as measured by ELISA. Copyright (C) 1996 Elsevier Science Ltd