苯基-2-偶氮吗啡钠盐 | 1019857-04-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 中文名称: 苯基-2-偶氮吗啡钠盐
• 英文名称: phenyl-2-azo-morphine sodium salt
• 英文别名: sodium;(4R,4aR,7S,7aR,12bS)-7-hydroxy-3-methyl-10-phenyldiazenyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-olate
• CAS: 1019857-04-5
• 化学式: C₂₃H₂₂N₃O₃*Na
• 分子量: 411.436
• InChiKey: SOPYATARANWVMG-TYEOTIQISA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.01
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  80.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯胺 、 吗啡 在 盐酸 、 sodium nitrite 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.33h， 生成 Z-phenyl-2-azo-morphine 、 E-phenyl-2-azo-morphine 、 苯基-2-偶氮吗啡钠盐
  参考文献：
  名称：

  Synthesis and characterization of novel azo-morphine derivatives for possible use in abused drugs analysis

  摘要：

  A new simple and fast spectroscopic method was presented as a new marker for heroin use. Novel azo-morphine derivatives with spectroscopic absorption peaks ranging from 330-470 nm, were synthesized by the coupling of morphine (M) and 6-acetyl morphine (6-AM) with freshly prepared diazonium salt of aniline hydrochloride at 0 degrees C. However, no reaction was observed with codeine under the same reaction conditions. Separation of azo dyes was performed by TLC using tetrahydrofuran and dichloromethane in the ratio 1: 1. The chemical structure of the products was established by their microanalysis, NMR, IR, UV-vis, and mass spectroscopies. Electronic absorption and excitation spectra of the dyes were measured in solvents of different polarities. The dyes exhibited positive solvatochromism, i.e., a bathochromic band shift as the solvent polarity is increased. Also, the fluorescence quantum yield was sensitive to the polarity and the pH of the medium. The UV-vis spectroscopy of spiked compounds in human urine samples was also reported. The drugs (M, 6-AM and mixture of both) were coupled with freshly prepared diazonium salt even at very low concentration of the drugs 10(-9) M. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.034