2-phenylazo-1-naphthol | 1602-36-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-phenylazo-1-naphthol
• 英文别名: 2-(2-phenylhydrazono)naphthalen-1(2H)-one；2-Phenylazo-naphthol-1；1,2-naphthoquinone-2-phenylhydrazone；2-(phenylhydrazinylidene)naphthalen-1-one
• CAS: 1602-36-4
• 化学式: C₁₆H₁₂N₂O
• 分子量: 248.284
• InChiKey: MIHCTEIUOWGXTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.46
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-phenylazo-1-naphthol 、 (三苯基膦烯)乙烯酮 以 甲苯 为溶剂， 反应 15.0h， 以66%的产率得到N'-(1-oxonaphthalen-2(1H)-ylidene)-N-phenyl-2-(triphenylphosphanylidene)acetohydrazide
  参考文献：
  名称：

  Chemistry of phosphorus ylides. Part 38: Synthesis and anticancer activity of cyclobutane, oxaphosphetane, oxaphosphinine, azaphosphetidene, and pyridazine derivatives

  摘要：

  The reactions of nucleophilic active phosphacumulene, phosphallene, and stable phosphonium ylides with quinones, cyclobutenone, alpha,beta-unsaturated compounds, quinone monoanil, and monohydrazone were investigated. Carbocyclic and heterocyclic patterns such as phosphanylidene cyclobutanones, oxaphosphetane, oxaphosphinines, azaphosphetidenes, and pyridazines were obtained. The cytotoxic activity of some new products was evaluated against human cervical and breast carcinoma cell lines. Certain tested compounds showed promising results.

  DOI：

  10.1007/s00706-013-1124-2

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ni: MVol.C2, 7.21, page 776 - 787
  作者：

  DOI：——

  日期：——
• Elkins, M.; Hunter, I., Journal of the Chemical Society
  作者：Elkins, M.、Hunter, I.

  DOI：——

  日期：——
• Chemistry of phosphorus ylides. Part 38: Synthesis and anticancer activity of cyclobutane, oxaphosphetane, oxaphosphinine, azaphosphetidene, and pyridazine derivatives
  作者：Ibrahim F. Zeid、Medhat M. Said、Shaban A. Darwish、Fouad M. Soliman

  DOI：10.1007/s00706-013-1124-2

  日期：2014.4

  The reactions of nucleophilic active phosphacumulene, phosphallene, and stable phosphonium ylides with quinones, cyclobutenone, alpha,beta-unsaturated compounds, quinone monoanil, and monohydrazone were investigated. Carbocyclic and heterocyclic patterns such as phosphanylidene cyclobutanones, oxaphosphetane, oxaphosphinines, azaphosphetidenes, and pyridazines were obtained. The cytotoxic activity of some new products was evaluated against human cervical and breast carcinoma cell lines. Certain tested compounds showed promising results.