3-[2-(4-hydroxyphenyl)ethylaminocarbonyl]-3-methyl-1-(4-acetylphenyl)triazene | 1170126-83-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[2-(4-hydroxyphenyl)ethylaminocarbonyl]-3-methyl-1-(4-acetylphenyl)triazene
• 英文别名: 1-[(4-Acetylphenyl)diazenyl]-3-[2-(4-hydroxyphenyl)ethyl]-1-methylurea
• CAS: 1170126-83-6
• 化学式: C₁₈H₂₀N₄O₃
• 分子量: 340.382
• InChiKey: AODUUZPBEIEIMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对羟基苯乙胺 、 3-[4-nitrophenoxycarbonyl]-1-(4-acetylphenyl)-3-methyltriazene 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以50%的产率得到3-[2-(4-hydroxyphenyl)ethylaminocarbonyl]-3-methyl-1-(4-acetylphenyl)triazene
  参考文献：
  名称：

  Dopamine- and tyramine-based derivatives of triazenes: Activation by tyrosinase and implications for prodrug design

  摘要：

  A range of triazene derivatives were synthesized and investigated as prodrug candidates for melanocyte-directed enzyme prodrug therapy (MDEPT). The prodrugs contained a tyramine or dopamine promoiety required for tyrosinase activation and this was joined via a urea functional group to the cytotoxic triazene. The stability of each of the prodrugs in phosphate buffer, human plasma and in mushroom tyrosinase is discussed. The identification of the main peak formed after the tyrosinase reaction was attempted by LC-MS and the conversion of prodrug to the quinone was confirmed. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.03.025

文献信息

• Dopamine- and tyramine-based derivatives of triazenes: Activation by tyrosinase and implications for prodrug design
  作者：M. Jesus Perry、Eduarda Mendes、Ana Luísa Simplício、Ana Coelho、Ricardo V. Soares、Jim Iley、Rui Moreira、Ana Paula Francisco

  DOI：10.1016/j.ejmech.2009.03.025

  日期：2009.8

  A range of triazene derivatives were synthesized and investigated as prodrug candidates for melanocyte-directed enzyme prodrug therapy (MDEPT). The prodrugs contained a tyramine or dopamine promoiety required for tyrosinase activation and this was joined via a urea functional group to the cytotoxic triazene. The stability of each of the prodrugs in phosphate buffer, human plasma and in mushroom tyrosinase is discussed. The identification of the main peak formed after the tyrosinase reaction was attempted by LC-MS and the conversion of prodrug to the quinone was confirmed. (C) 2009 Elsevier Masson SAS. All rights reserved.