2-nitro-4-(2-naphthyl)aniline | 192879-66-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-nitro-4-(2-naphthyl)aniline
• 英文别名: 4-naphthalen-2-yl-2-nitroaniline
• CAS: 192879-66-6
• 化学式: C₁₆H₁₂N₂O₂
• 分子量: 264.283
• InChiKey: FDABXMBZBPZQBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-nitro-4-(2-naphthyl)aniline 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 、 硝基苯 为溶剂， 25.0~145.0 ℃ 、310.27 kPa 条件下， 反应 9.0h， 生成 5-(2-naphthyl)-2-[2'-(benzimidazol-5''-yl)benzimidazol-5'-yl]benzimidazole
  参考文献：
  名称：

  Terbenzimidazoles:  Influence of 2‘‘-, 4-, and 5-Substituents on Cytotoxicity and Relative Potency as Topoisomerase I Poisons

  摘要：

  Terbenzimidazoles poison the nuclear enzyme topoisomerase I and possess significant cytotoxic activity against several human tumor cell lines. The relative pharmacological activity of 4,5- and 5,6-benzoterbenzimidazoles was compared to that of 5-phenylterbenzimidazole (3). 5,6-Benzoterbenzimidazole is inactive as a topoisomerase I poison and did not exhibit significant cytotoxic activity. In contrast, 4,5-benzoterbenzimidazole retained activity as a topoisomerase I poison but exhibited weak cytotoxic activity relative to 3. While 5-(1-naphthyl)terbenzimidazole is less potent than 3 as a topoisomerase I poison and cytotoxic agent, 5-(2-naphthyl)terbenzimidazole has comparable activity to 3. The presence of a p-methoxy or p-chloro substituent on the phenyl moiety did not dramatically alter the pharmacological activity of 3. Several analogs of 3 were synthesized wherein the 2''-substituent varied from methyl, ethyl, propyl, isopropyl, phenyl to p-methoxyphenyl, Evaluation of the intrinsic activity of these analogs as topoisomerase I poisons indicates that topoisomerase I poisoning was not diminished by the presence of a methyl, ethyl, propyl, and isopropyl substituent at the 2''-position. Among the various 2''-substituted analogs evaluated, only in the case of 2''-(p-methoxyphenyl)-5-phenylterbenzimidazole was a significant decrease in cytotoxicity observed.

  DOI：

  10.1021/jm960658g
• 作为产物：
  描述：

  4-溴-2-硝基苯胺 、 2-萘硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以68%的产率得到2-nitro-4-(2-naphthyl)aniline
  参考文献：
  名称：

  NOVEL COLOR CONVERTER

  摘要：

  颜色转换器包括至少一种聚合物和至少一种有机荧光染料，其中该染料包括至少一个结构单元，其化学式为(I)，其中该结构单元可以通过相同或不同的取代基进行单取代或多取代，并且苯并咪唑结构的六元环的一个或多个CH基团可以被氮取代。

  公开号：

  US20160284947A1

文献信息

• NOVEL COLOR CONVERTER
  申请人：BASF SE

  公开号：US20160284947A1

  公开（公告）日：2016-09-29

  Color converter comprising at least one polymer and at least one organic fluorescent dye comprising at least one structural unit of the formula (I) where the structural unit may be mono- or polysubstituted by identical or different substituents and where one or more CH groups of the six-membered ring of the benzimidazole structure shown may be replaced by nitrogen.

  颜色转换器包括至少一种聚合物和至少一种有机荧光染料，其中该染料包括至少一个结构单元，其化学式为(I)，其中该结构单元可以通过相同或不同的取代基进行单取代或多取代，并且苯并咪唑结构的六元环的一个或多个CH基团可以被氮取代。
• Color converter
  申请人：Koenemann Martin

  公开号：US09406848B2

  公开（公告）日：2016-08-02

  Color converter comprising at least one polymer and at least one organic fluorescent dye comprising at least one structural unit of the formula (I) where the structural unit may be mono- or polysubstituted by identical or different substituents and where one or more CH groups of the six-membered ring of the benzimidazole structure shown may be replaced by nitrogen.

  颜色转换器包括至少一种聚合物和至少一种有机荧光染料，其中包括公式（I）的至少一个结构单元，该结构单元可以是单取代或多取代的，取代基可以相同或不同，并且苯并咪唑结构的六元环的一个或多个CH基团可以被氮取代。
• Novel illumination device comprising a colour converter
  申请人：BASF SE

  公开号：EP2718395B1

  公开（公告）日：2018-02-28
• US9406848B2
  申请人：——

  公开号：US9406848B2

  公开（公告）日：2016-08-02
• [EN] NOVEL COLOR CONVERTER<br/>[FR] NOUVEAU CONVERTISSEUR DE COULEURS
  申请人：BASF SE

  公开号：WO2012168395A1

  公开（公告）日：2012-12-13

  Color converter comprising at least one polymer and at least one organic fluorescent dye comprising at least one structural unit of the formula (I) where the structural unit may be mono- or polysubstituted by identical or different substituents and where one or more CH groups of the six-membered ring of the benzimidazole structure shown may be replaced by nitrogen.