1-[(4-Chlorophenyl)methylamino]-3-naphthalen-1-ylurea

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[(4-Chlorophenyl)methylamino]-3-naphthalen-1-ylurea
• 化学式: C₁₈H₁₆ClN₃O
• 分子量: 325.798
• InChiKey: WYESAAHFLHETQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  53.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-chlorobenzaldehyde hydrazone 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 苯 为溶剂， 20.0 ℃ 、206.84 kPa 条件下， 反应 3.0h， 生成 1-[(4-Chlorophenyl)methylamino]-3-naphthalen-1-ylurea
  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

• 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.