5-Ethylamino-3-phenyl-1,2,4-oxadiazol | 16219-35-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Ethylamino-3-phenyl-1,2,4-oxadiazol
• 英文别名: N-ethyl-3-phenyl-1,2,4-oxadiazol-5-amine
• CAS: 16219-35-5
• 化学式: C₁₀H₁₁N₃O
• 分子量: 189.217
• InChiKey: JCOWMLQAKJMRSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  51
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-苯基-5-羟基-1,2,4-噁二唑 在 三氯氧磷 作用下， 以 氯仿 为溶剂， 生成 5-Ethylamino-3-phenyl-1,2,4-oxadiazol
  参考文献：
  名称：

  Selim,M.; Selim,M., Bulletin de la Societe Chimique de France, 1967, p. 1219 - 1220

  摘要：

  DOI：

文献信息

• A Convenient Synthesis of 5-Amino-Substituted 1,2,4-Oxadiazole Derivatives via Reactions of Amidoximes with Carbodiimides
  作者：Konstantina C. Fylaktakidou、Maria Ispikoudi、Konstantinos E. Litinas、Konstantina C. Fylaktakidou

  DOI：10.3987/com-08-11340

  日期：——

  one step and in high yields, via reactions of a variety of aryl, benzyl, cycloalkyl and alkyl amidoximes with commercially available carbodiimides. Alkyl carbodiimides reacted with amidoximes in toluene to give 5-alkylamino-1,2,4-oxadiazoles, whereas aromatic carbodiimide reacted in DMF to give initially the intermediate O-amidoxime adducts, which were further cyclized to the corresponding 5-arylamino-1

  通过各种芳基、苄基、环烷基和烷基偕胺肟与市售碳二亚胺的反应，可以在一个步骤中以高产率轻松制备 5-氨基取代的 1,2,4-恶二唑衍生物。烷基碳二亚胺在甲苯中与偕胺肟反应得到 5-烷基氨基-1,2,4-恶二唑，而芳族碳二亚胺在 DMF 中反应最初得到中间体 O-偕胺肟加合物，进一步环化为相应的 5-芳基氨基-1， 2,4-恶二唑。
• Convenient synthesis and biological profile of 5-amino-substituted 1,2,4-oxadiazole derivatives
  作者：Maria Ispikoudi、Michalis Amvrazis、Christos Kontogiorgis、Alexandros E. Koumbis、Konstantinos E. Litinas、Dimitra Hadjipavlou-Litina、Konstantina C. Fylaktakidou

  DOI：10.1016/j.ejmech.2010.09.016

  日期：2010.12

  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.
• HAMMAM, ABOU, EL-FOTOOH, G.;GATTAS, A. A.;YOUSSIF, NABIL, M., EGYPT. J. CHEM., 1984, 27, N 4, 515-523
  作者：HAMMAM, ABOU, EL-FOTOOH, G.、GATTAS, A. A.、YOUSSIF, NABIL, M.

  DOI：——

  日期：——