2-(1-Ethylindol-3-yl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole | 1442421-95-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(1-Ethylindol-3-yl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole
• 英文别名: 2-(1-ethylindol-3-yl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole
• CAS: 1442421-95-5
• 化学式: C₂₁H₂₁N₃O₄
• 分子量: 379.415
• InChiKey: YRVANBXAUKBNAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  71.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-ethyl-1H-indole-3-carboxylic acid methyl ester 在 一水合肼 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 2-(1-Ethylindol-3-yl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis and antifungal activity of 3-(1,3,4-oxadiazol-5-yl)-indoles and 3-(1,3,4-oxadiazol-5-yl)methyl-indoles

  摘要：

  On the basis of the principle of combination of active structural moieties, a modified and efficient synthetic method for three series of novel indole-based 1,3,4-oxadiazoles is described. Bioassays conducted at Syngenta showed that several of the synthesized compounds exhibit higher antifungal activity than pimprinine, the natural product which inspired this synthesis. Two main structural-alterations were found to broaden the spectrum of biological activity in most cases. Compounds 3g, 6c, 6e, 6h, 9d, 9e, 9h and 9m (Fig. 1) were identified as the most active on the biological assays, and will be studied further. (c) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.038

文献信息

• Synthesis and antifungal activity of 3-(1,3,4-oxadiazol-5-yl)-indoles and 3-(1,3,4-oxadiazol-5-yl)methyl-indoles
  作者：Ming-Zhi Zhang、Nick Mulholland、David Beattie、Dianne Irwin、Yu-Cheng Gu、Qiong Chen、Guang-Fu Yang、John Clough

  DOI：10.1016/j.ejmech.2013.01.038

  日期：2013.5

  On the basis of the principle of combination of active structural moieties, a modified and efficient synthetic method for three series of novel indole-based 1,3,4-oxadiazoles is described. Bioassays conducted at Syngenta showed that several of the synthesized compounds exhibit higher antifungal activity than pimprinine, the natural product which inspired this synthesis. Two main structural-alterations were found to broaden the spectrum of biological activity in most cases. Compounds 3g, 6c, 6e, 6h, 9d, 9e, 9h and 9m (Fig. 1) were identified as the most active on the biological assays, and will be studied further. (c) 2013 Elsevier Masson SAS. All rights reserved.