3-hydroxy-4-[(1H-indol-3-ylmethylene)-amino]naphthalene-l-sulfonic acid | 1010082-87-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-hydroxy-4-[(1H-indol-3-ylmethylene)-amino]naphthalene-l-sulfonic acid
• 英文别名: 3-hydroxy-4-(1H-indol-3-ylmethylideneamino)naphthalene-1-sulfonic acid
• CAS: 1010082-87-7
• 化学式: C₁₉H₁₄N₂O₄S
• 分子量: 366.397
• InChiKey: BZUSNHPBKKLYPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-吲哚甲醛 、 1-氨基-2-萘酚-4-磺酸 以 乙醇 为溶剂， 生成 3-hydroxy-4-[(1H-indol-3-ylmethylene)-amino]naphthalene-l-sulfonic acid
  参考文献：
  名称：

  Synthesis, characterization and biological activity of Schiff base analogues of indole-3-carboxaldehyde

  摘要：

  Eight novel heterocyclic Schiff bases derived from the condensation reactions of indole 3-carboxaldehyde with different L-amino acids (histidine, glutamic acid, aspartic acid, leucine, valine) as well as with some aminophenols, have been synthesized and characterized by various spectroscopic methods (IR, MS, H-1 NMR). Schiff base derivatives of indole 3-carboxaldehyde were labeled with Tc-99m and radiochemical purity was above 97% which is ascertained by instant thin layer chromatography using different solvent conditions. Stability studies of all the derivatives of indole 3-carboxaldehyde was determined under physiological conditions and were stable for more than 24 h. Blood clearance showed a quick wash out from the circulation and biological half life was found to be t(1/2)(F) = 1 h 15 min; t(1/2)(S) = 10 h 05 min. Excellent quality radioimages of tumor bearing mice were recorded showing rapid clearance of background activity, visualization of tumor at 3 h and clearance from kidneys of histidine analogue which was further evidenced in biodistribution studies. Antimicrobial activity of these Schiff base compounds was evaluated against Bacillus subtilis, Pseudomonas fluorescence, Staphylococcus aureus, Aspergillus niger, Candida albicans and Trichophyton rubrum. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.022