N-(4-chlorobenzoyl)-N′-[5-(2′-nitrophenyl)-2-furoyl]hydrazine | 1255501-28-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-chlorobenzoyl)-N′-[5-(2′-nitrophenyl)-2-furoyl]hydrazine
• 英文别名: N-(4-chlorobenzoyl)-N'-[5-(2-nitrophenyl)-2-furoyl]hydrazine；N'-(4-chlorobenzoyl)-5-(2-nitrophenyl)furan-2-carbohydrazide
• CAS: 1255501-28-0
• 化学式: C₁₈H₁₂ClN₃O₅
• 分子量: 385.763
• InChiKey: PSLRYDXSXPLGKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-chlorobenzoyl)-N′-[5-(2′-nitrophenyl)-2-furoyl]hydrazine 在 三氯氧磷 作用下， 反应 0.17h， 以76%的产率得到2-(4-Chlorophenyl)-5-[5-(2-nitrophenyl)furan-2-yl]-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis and Fungicidal Activity of Novel 2,5-Disubstituted-1,3,4-oxadiazole Derivatives

  摘要：

  A novel series of 1,3,4-oxadiazole derivatives containing a 5-phenyl-2-furan moiety were synthesized from the intermediates diacylhydrazine 3 and acylhydrazone 5 via an efficient approach under microwave irradiation in good yields. Their structures were characterized by IR, H-1 NMR, and elemental analysis. The antifungal tests indicated that the title compounds showed in vivo fungicidal activity against Botrytis cinerea and Rhizoctonia solanii at 500 mu g/mL obviously. Some tested compounds even had a superiority effect over the commercial fungicides 40% Pyrimethanil SC and 3% Validamycin AS. The activity between the title compound and their precursors diacylhydrazine 3 and acylhydrazone 5 was also compared and discussed.

  DOI：

  10.1021/jf303807a
• 作为产物：
  描述：

  2-硝基苯胺 在 盐酸 、 氯化亚砜 、 sodium nitrite 作用下， 以 水 为溶剂， 生成 N-(4-chlorobenzoyl)-N′-[5-(2′-nitrophenyl)-2-furoyl]hydrazine
  参考文献：
  名称：

  Synthesis and Fungicidal Activity of Novel 2,5-Disubstituted-1,3,4-oxadiazole Derivatives

  摘要：

  A novel series of 1,3,4-oxadiazole derivatives containing a 5-phenyl-2-furan moiety were synthesized from the intermediates diacylhydrazine 3 and acylhydrazone 5 via an efficient approach under microwave irradiation in good yields. Their structures were characterized by IR, H-1 NMR, and elemental analysis. The antifungal tests indicated that the title compounds showed in vivo fungicidal activity against Botrytis cinerea and Rhizoctonia solanii at 500 mu g/mL obviously. Some tested compounds even had a superiority effect over the commercial fungicides 40% Pyrimethanil SC and 3% Validamycin AS. The activity between the title compound and their precursors diacylhydrazine 3 and acylhydrazone 5 was also compared and discussed.

  DOI：

  10.1021/jf303807a

文献信息

• Synthesis and Bioactivity of Novel N,N′-Diacylhydrazine Derivatives Containing Furan (III)
  作者：Zining Cui、Li Zhang、Juan Huang、Xinling Yang、Yun Ling

  DOI：10.1002/cjoc.201090218

  日期：——

  42 novel diacylhydrazine derivatives containing furan were synthesized by the reaction of 5‐substituted phenyl‐2‐furoyl chloride with substituted benzohydrazide in anhydrous dichloromethane under reflux. Their structures were confirmed by IR, 1H NMR, MS and elemental analysis. Insecticidal and antitumor activity of these new compounds was evaluated. The preliminary bioassays showed that the target

  在无水二氯甲烷中，5-取代的苯基-2-糠酰氯与取代的苯并酰肼在回流下反应，合成了42种含呋喃的二酰基肼衍生物。通过IR，1 H NMR，MS和元素分析证实了它们的结构。对这些新化合物的杀虫和抗肿瘤活性进行了评估。初步的生物测定表明，目标化合物对Mythimna分离物具有杀幼虫活性，其中一些化合物具有良好或中等的杀幼虫活性。在浓度为0.1％时，化合物I2，I4，I5和III1对Mythimna分离物显示95.0％，90.0％，95.0％和95.0％的杀幼虫活性分别。一些化合物，例如I2，I4，I5和III1表现出典型的IGR活性，可诱导幼虫过早，异常和致死性幼虫蜕变。抗癌活性的结果表明，某些化合物对某些人类癌细胞系具有潜在的活性，例如，I1和IV对BGC-823具有良好的活性，在10 µmol / L的抑制率分别为60.86％和61.94％。