benzaldehyde-(4-[1]naphthyl semicarbazone)

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: benzaldehyde-(4-[1]naphthyl semicarbazone)
• 英文别名: Benzaldehyd-(4-[1]naphthyl-semicarbazon)；1-[(E)-benzylideneamino]-3-naphthalen-1-ylurea
• 化学式: C₁₈H₁₅N₃O
• 分子量: 289.337
• InChiKey: MVEGRTOEVJPZFT-CPNJWEJPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 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：
  53.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(1-Naphthyl)hydrazinecarboxamide 、 苯甲醛 以 乙醇 为溶剂， 以24%的产率得到benzaldehyde-(4-[1]naphthyl semicarbazone)
  参考文献：
  名称：

  Diarylsemicarbazones: synthesis, antineoplastic activity and topoisomerase I inhibition assay

  摘要：

  A series of diarylsemicarbazones was synthesized and tested against human neoplastic cell lines. The more active members have a 1-naphthyl ring at the carbamidic nitrogen, and chloro, dimethylamino or nitro group substituents at the benzylidene moiety. None of these showed affinity to DNA. One of the more active compounds was tested as a topoisomerase I inhibitor and showed a potent effect. SAR studies demonstrated linear correlation between lypophilicity and activity on the most sensitive lines and a definite conformational shape for antineoplastic action. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00050-6

文献信息

• Sah; Chiang, Journal of the Chinese Chemical Society (Peking), 1936, vol. 4, p. 496,498
  作者：Sah、Chiang

  DOI：——

  日期：——
• Diarylsemicarbazones: synthesis, antineoplastic activity and topoisomerase I inhibition assay
  作者：Silvia E. Ası́s、Ana M. Bruno、Andrea R. Martı́nez、Marı́a V. Sevilla、Carlos H. Gaozza、Alejandra M. Romano、Jorge D. Coussio、Graciela Ciccia

  DOI：10.1016/s0014-827x(99)00050-6

  日期：1999.8

  A series of diarylsemicarbazones was synthesized and tested against human neoplastic cell lines. The more active members have a 1-naphthyl ring at the carbamidic nitrogen, and chloro, dimethylamino or nitro group substituents at the benzylidene moiety. None of these showed affinity to DNA. One of the more active compounds was tested as a topoisomerase I inhibitor and showed a potent effect. SAR studies demonstrated linear correlation between lypophilicity and activity on the most sensitive lines and a definite conformational shape for antineoplastic action. (C) 1999 Elsevier Science S.A. All rights reserved.