N-2-(6,11-dioxonaphthalene-5H-benzo[b]carbazole)-5-dimethylaminonaphthalene-sulfonamide | 905953-27-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-2-(6,11-dioxonaphthalene-5H-benzo[b]carbazole)-5-dimethylaminonaphthalene-sulfonamide
• 英文别名: 5-(dimethylamino)-N-(6,11-dioxo-5H-benzo[b]carbazol-2-yl)naphthalene-1-sulfonamide
• CAS: 905953-27-7
• 化学式: C₂₈H₂₁N₃O₄S
• 分子量: 495.558
• InChiKey: ZGEPKMPDAZRFHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-2-(6,11-dioxonaphthalene-5H-benzo[b]carbazole)-5-dimethylaminonaphthalene-sulfonamide 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 N-(6,11-dihydroxy-5H-benzo[b]carbazol-2-yl)-5-(dimethylamino)naphthalene-1-sulfonamide
  参考文献：
  名称：

  N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch

  摘要：

  A new 'push-pull' molecule having an efficient fluorophore (dansyl) in electronic communication with an active redox quencher (phenyl-carbazoloquinone) through an NH-bridge was designed and synthesized. This all-organic molecule is suggested as a highly reversible 'on/off' molecular switching system. Chemical and electrochemical inter-conversion between the quinone acceptor and the dansyl donor were demonstrated via UV-vis, cyclic voltammetry and fluorescence measurements. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.139
• 作为产物：
  描述：

  2-((4-aminophenyl)amino)naphthalene-1,4-dione 在 吡啶 、 盐酸 、 4-二甲氨基吡啶 、 palladium diacetate 、 硫酸 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 19.0h， 生成 N-2-(6,11-dioxonaphthalene-5H-benzo[b]carbazole)-5-dimethylaminonaphthalene-sulfonamide
  参考文献：
  名称：

  N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch

  摘要：

  A new 'push-pull' molecule having an efficient fluorophore (dansyl) in electronic communication with an active redox quencher (phenyl-carbazoloquinone) through an NH-bridge was designed and synthesized. This all-organic molecule is suggested as a highly reversible 'on/off' molecular switching system. Chemical and electrochemical inter-conversion between the quinone acceptor and the dansyl donor were demonstrated via UV-vis, cyclic voltammetry and fluorescence measurements. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.139