N1,N1-dimethyl-N3-[3-(4-nitrophenyl)-1,2,4-oxadiazol-5-yl]propane-1,3-diamine | 1261168-16-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N1,N1-dimethyl-N3-[3-(4-nitrophenyl)-1,2,4-oxadiazol-5-yl]propane-1,3-diamine
• 英文别名: N',N'-dimethyl-N-[3-(4-nitrophenyl)-1,2,4-oxadiazol-5-yl]propane-1,3-diamine
• CAS: 1261168-16-4
• 化学式: C₁₃H₁₇N₅O₃
• 分子量: 291.31
• InChiKey: STRDBMOLECXEMI-UHFFFAOYSA-N

物化性质

• 沸点：
  447.2±55.0 °C(Predicted)
• 密度：
  1.274±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N'-hydroxy-4-nitrobenzimidamide 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 在 sodium carbonate 、 氧气 作用下， 以 水 、 甲苯 为溶剂， 反应 4.08h， 以65%的产率得到N-ethyl-3-(4-nitrophenyl)-1,2,4-oxadiazol-5-amine
  参考文献：
  名称：

  Convenient synthesis and biological profile of 5-amino-substituted 1,2,4-oxadiazole derivatives

  摘要：

  We describe herein a convenient straightforward synthesis of 5-amino-substituted 1,2,4-oxadiazoles, upon the reactions of amidoximes with carbodiimides, as well as their further derivatization to acetamides, in good yields. Most of the compounds exhibited in general low interaction with the stable radical 1,1-dipheny1-2-picryl-hydrazyl. Compounds 32 and 39 inhibited significantly soybean lipoxygenase. Selected compounds were screened for their in vivo anti-inflammatory activity using the carrageenin paw edema model and showed significant anti-inflammatory activity (26, 51%). The ability of the compounds to release NO in the presence of a thiol factor has been also investigated. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.09.016