1-<2-bis(ethoxycarbonylmethyl)amino-4-hydroxyphenoxy>-2-<2-bis(ethoxycarbonylmethyl)amino-5-methylphenoxy>ethane | 103471-69-8

• 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: 1-<2-bis(ethoxycarbonylmethyl)amino-4-hydroxyphenoxy>-2-<2-bis(ethoxycarbonylmethyl)amino-5-methylphenoxy>ethane
• 英文别名: ethyl 2-[2-[2-[2-[bis(2-ethoxy-2-oxoethyl)amino]-4-hydroxyphenoxy]ethoxy]-N-(2-ethoxy-2-oxoethyl)-4-methylanilino]acetate
• CAS: 103471-69-8
• 化学式: C₃₁H₄₂N₂O₁₁
• 分子量: 618.681
• InChiKey: ZPJUTFUHWMCJEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  44
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  150
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1-<2-bis(ethoxycarbonylmethyl)amino-4-hydroxyphenoxy>-2-<2-bis(ethoxycarbonylmethyl)amino-5-methylphenoxy>ethane 在 草酰氯 、 N,N-二甲基甲酰胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 61.0h， 生成 diethyl 2,2'-((2'-(2-(2-(bis(2-ethoxy-2-oxoethyl)amino)-5-methylphenoxy)ethoxy)-6'-(dimethylamino)-3-oxo-2-propylspiro[isoindoline-1,9'-xanthen]-3'-yl)azanediyl)diacetate
  参考文献：
  名称：

  Optical Control of Calcium Affinity in a Spiroamido-rhodamine Based Calcium Chelator

  摘要：

  An optically controlled Ca2+-chelator 1 was developed to mimic natural calcium oscillations. Compound 1, a spiroamido-rhodamine derivative of 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (BAPTA), underwent cycles of reversible transitions between a colorless closed state and a fluorescent open form. The closed-state exhibited a high affinity for Ca2+ (K-d: 509 nM) with excellent selectivity over Mg2+ (K-d: 19 mM). The open isomer had a 350-fold lower Ca2+ affinity (K-d: 181 mu M), while the Mg2+ affinity was not significantly affected (K-d: 14 mM).

  DOI：

  10.1021/ol200408j
• 作为产物：
  描述：

  1-(4-hydroxyphenoxy)-2-(5-methyl-2-nitrophenoxy)ethane 在 palladium on activated charcoal 吡啶 、 氢气 、 硝酸 、 sodium ethanolate 、 乙酸酐 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 乙醇 为溶剂， 反应 2.67h， 生成 1-<2-bis(ethoxycarbonylmethyl)amino-4-hydroxyphenoxy>-2-<2-bis(ethoxycarbonylmethyl)amino-5-methylphenoxy>ethane
  参考文献：
  名称：

  Smith, Gerry A.; Metcalfe, James C.; Clarke, Sonia D., Journal of the Chemical Society. Perkin transactions II, 1993, # 6, p. 1195 - 1204

  摘要：

  DOI：

文献信息

• Smith, Gerry A.; Metcalfe, James C.; Clarke, Sonia D., Journal of the Chemical Society. Perkin transactions II, 1993, # 6, p. 1195 - 1204
  作者：Smith, Gerry A.、Metcalfe, James C.、Clarke, Sonia D.

  DOI：——

  日期：——
• Optical Control of Calcium Affinity in a Spiroamido-rhodamine Based Calcium Chelator
  作者：Liangxing Wu、Yingrui Dai、Gerard Marriott

  DOI：10.1021/ol200408j

  日期：2011.4.15

  An optically controlled Ca2+-chelator 1 was developed to mimic natural calcium oscillations. Compound 1, a spiroamido-rhodamine derivative of 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (BAPTA), underwent cycles of reversible transitions between a colorless closed state and a fluorescent open form. The closed-state exhibited a high affinity for Ca2+ (K-d: 509 nM) with excellent selectivity over Mg2+ (K-d: 19 mM). The open isomer had a 350-fold lower Ca2+ affinity (K-d: 181 mu M), while the Mg2+ affinity was not significantly affected (K-d: 14 mM).