({2-[2-(Bis-ethoxycarbonylmethyl-amino)-4,5-dimethyl-phenylazo]-4,5-dimethyl-phenyl}-ethoxycarbonylmethyl-amino)-acetic acid ethyl ester | 619335-35-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ({2-[2-(Bis-ethoxycarbonylmethyl-amino)-4,5-dimethyl-phenylazo]-4,5-dimethyl-phenyl}-ethoxycarbonylmethyl-amino)-acetic acid ethyl ester
• CAS: 619335-35-2
• 化学式: C₃₂H₄₄N₄O₈
• 分子量: 612.723
• InChiKey: NYNOSFFIKGWMEU-JEIPZWNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  44.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  136.4
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  ({2-[2-(Bis-ethoxycarbonylmethyl-amino)-4,5-dimethyl-phenylazo]-4,5-dimethyl-phenyl}-ethoxycarbonylmethyl-amino)-acetic acid ethyl ester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以66%的产率得到
  参考文献：
  名称：

  A new class of azobenzene chelators for Mg2+ and Ca2+ in buffer at physiological pH

  摘要：

  A new class of azobenzene-based chelators, trans-3a and trans-3b (3a and 3b), were designed and synthesized in two steps. Both 3a and 3b were readily dissolved in a buffer solution at physiological pH. The values of the dissociation constant of 3a and 3b for Mg2+ and Ca2+ were determined by the Hills plot; K-d(Mg)=1.12 mM and K-d(Ca)=660 muM for 3a and K-d(Mg)=158 muM and K-d(Ca)=200 muM for 3b, respectively. On irradiation at 489 nm light, 3a isomerized to give cis-form, which underwent cis-to-trans thermal isomerization in darkness at room temperature. The change in the absorption spectrum of the irradiated solution of 3a in the presence of Mg2+, showing the cis-to-trans thermal isomerization, indicates that the affinity of cis-3a for Mg2+ is lower than that of 3a. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01863-x
• 作为产物：
  描述：

  4，5-二甲基-1，2-苯二胺 在 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 乙腈 为溶剂， 生成 ({2-[2-(Bis-ethoxycarbonylmethyl-amino)-4,5-dimethyl-phenylazo]-4,5-dimethyl-phenyl}-ethoxycarbonylmethyl-amino)-acetic acid ethyl ester
  参考文献：
  名称：

  A new class of azobenzene chelators for Mg2+ and Ca2+ in buffer at physiological pH

  摘要：

  A new class of azobenzene-based chelators, trans-3a and trans-3b (3a and 3b), were designed and synthesized in two steps. Both 3a and 3b were readily dissolved in a buffer solution at physiological pH. The values of the dissociation constant of 3a and 3b for Mg2+ and Ca2+ were determined by the Hills plot; K-d(Mg)=1.12 mM and K-d(Ca)=660 muM for 3a and K-d(Mg)=158 muM and K-d(Ca)=200 muM for 3b, respectively. On irradiation at 489 nm light, 3a isomerized to give cis-form, which underwent cis-to-trans thermal isomerization in darkness at room temperature. The change in the absorption spectrum of the irradiated solution of 3a in the presence of Mg2+, showing the cis-to-trans thermal isomerization, indicates that the affinity of cis-3a for Mg2+ is lower than that of 3a. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01863-x