(Z)-4-(5-phenyl-[1,2,4]oxadiazol-3-ylamino)-pent-3-en-2-one | 40483-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (Z)-4-(5-phenyl-[1,2,4]oxadiazol-3-ylamino)-pent-3-en-2-one
• 英文别名: 4-[(5-Phenyl-1,2,4-oxadiazol-3-yl)amino]pent-3-en-2-one
• CAS: 40483-37-2
• 化学式: C₁₃H₁₃N₃O₂
• 分子量: 243.265
• InChiKey: BGZDEJIAGOIOOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-4-(5-phenyl-[1,2,4]oxadiazol-3-ylamino)-pent-3-en-2-one 以 甲醇 为溶剂， 反应 8.0h， 以10%的产率得到1-(2-benzoylamino-5-methyl-1(3)H-imidazol-4-yl)-ethanone
  参考文献：
  名称：

  Buscemi, Silvestre; Vivona, Nicolo, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1551 - 1553

  摘要：

  DOI：

文献信息

• Potential Radiosensitizing Agents III: 2-Nitro-4-Acetylimidazole Analogs
  作者：Raj K. Sehgal、Krishna C. Agrawalx

  DOI：10.1002/jps.2600711105

  日期：1982.11

  New analogs of 2-nitroimidazole have been synthesized in an effort to minimize the toxicity and increase selective sensitization of hypoxic mammalian cells toward lethal effects of ionizing radiation. 2-Nitro-4(5)-acetyl-5(4)-methylimidazole was synthesized from the corresponding 2-amino analog and then reacted with oxiranes to produce the corresponding 1-substituted 2-propanol and 3-methoxy-2-propanol derivatives. The biological results of radiosensitizing activity of these agents against Chinese hamster cells (V-79) indicated that the 3-methoxy-2-propanol derivative was a more effective radiosensitizer than misonidazole in vitro. Evaluation of the acute toxicity of these agents as determined by LD50 demonstrated no significant difference between these agents and misonidazole suggesting that the 3-methoxy-2-propanol analog may possess a therapeutic advantage over misonidazole.