3-[5-(1H-indol-3-yl-methyl)-2-oxo-[1,3,4]oxadiazol-3-yl]propionitrile | 1427515-92-1

• 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: 3-[5-(1H-indol-3-yl-methyl)-2-oxo-[1,3,4]oxadiazol-3-yl]propionitrile
• CAS: 1427515-92-1
• 化学式: C₁₄H₁₂N₄O₂
• 分子量: 268.275
• InChiKey: YKOSAAOVEGWCTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.82
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  87.61
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-[5-(1H-indol-3-yl-methyl)-2-oxo-[1,3,4]oxadiazol-3-yl]propionitrile 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 7.0h， 以70%的产率得到3-[4-amino-3-(1H-indol-3-yl-methyl)-5-oxo-4,5-dihydro[1,2,4]triazol-1-yl]propionitrile
  参考文献：
  名称：

  Synthesis and screening of some novel substituted indoles contained 1,3,4-oxadiazole and 1,2,4-triazole moiety

  摘要：

  A series of novel 3-[5-(1H-indol-3-yl-methyl)-2-oxo-[1,3,4]oxadiazol-3-yl]propionitrile (5), 3-[4-amino-3-(1H-indol-3-yl-methyl)-5-oxo-4,5-dihydro-[1,2,41triazol-1-yllpropionitrile (6), 3-[5-(1H-indol-3-yl-methyl)-2-thioxo-[1,3,41oxadiazol-3-yl]propionitrile (7) and 344-amino-3-(1H-indol-3-ylmethyl)-5-thioxo-4,5-dihydro-1,2,41triazol-1-yllpropionitrile (8) were synthesized in good yields from the intermediate (1H-indol-3-yl)-acetic acid N'-(2-cyanoethyphydrazide (4). The chemical structures of the newly synthesized compounds were elucidated by their IR, H-1 NMR and MS. Further, all the compounds were screened for their antimicrobial activity against Gram-positive, Gram-negative bacteria and also tested their ability toward anti-inflammatory activity. 0 2013 Hemalatha Gadegoni. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.01.001
• 作为产物：
  描述：

  吲哚-3-乙酰肼 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 34.0h， 生成 3-[5-(1H-indol-3-yl-methyl)-2-oxo-[1,3,4]oxadiazol-3-yl]propionitrile
  参考文献：
  名称：

  Synthesis and screening of some novel substituted indoles contained 1,3,4-oxadiazole and 1,2,4-triazole moiety

  摘要：

  A series of novel 3-[5-(1H-indol-3-yl-methyl)-2-oxo-[1,3,4]oxadiazol-3-yl]propionitrile (5), 3-[4-amino-3-(1H-indol-3-yl-methyl)-5-oxo-4,5-dihydro-[1,2,41triazol-1-yllpropionitrile (6), 3-[5-(1H-indol-3-yl-methyl)-2-thioxo-[1,3,41oxadiazol-3-yl]propionitrile (7) and 344-amino-3-(1H-indol-3-ylmethyl)-5-thioxo-4,5-dihydro-1,2,41triazol-1-yllpropionitrile (8) were synthesized in good yields from the intermediate (1H-indol-3-yl)-acetic acid N'-(2-cyanoethyphydrazide (4). The chemical structures of the newly synthesized compounds were elucidated by their IR, H-1 NMR and MS. Further, all the compounds were screened for their antimicrobial activity against Gram-positive, Gram-negative bacteria and also tested their ability toward anti-inflammatory activity. 0 2013 Hemalatha Gadegoni. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.01.001