diethyl 2,2'-((2'-(2-(2-(bis(2-ethoxy-2-oxoethyl)amino)-5-methylphenoxy)ethoxy)-6'-(dimethylamino)-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthen]-3'-yl)azanediyl)diacetate | 1290540-74-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: diethyl 2,2'-((2'-(2-(2-(bis(2-ethoxy-2-oxoethyl)amino)-5-methylphenoxy)ethoxy)-6'-(dimethylamino)-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthen]-3'-yl)azanediyl)diacetate
• CAS: 1290540-74-7
• 化学式: C₄₇H₅₃N₃O₁₃
• 分子量: 867.95
• InChiKey: OWLGIXUMYMIFKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.95
• 重原子数：
  63.0
• 可旋转键数：
  20.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  168.91
• 氢给体数：
  0.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  diethyl 2,2'-((2'-(2-(2-(bis(2-ethoxy-2-oxoethyl)amino)-5-methylphenoxy)ethoxy)-6'-(dimethylamino)-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthen]-3'-yl)azanediyl)diacetate 在 三乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 25.0h， 生成
  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：

  2-(4-二甲基氨基-2-羟基苯甲酰基)-苯甲酸 、 1-<2-bis(ethoxycarbonylmethyl)amino-4-hydroxyphenoxy>-2-<2-bis(ethoxycarbonylmethyl)amino-5-methylphenoxy>ethane 在 三氟乙酸 作用下， 反应 48.0h， 以59%的产率得到diethyl 2,2'-((2'-(2-(2-(bis(2-ethoxy-2-oxoethyl)amino)-5-methylphenoxy)ethoxy)-6'-(dimethylamino)-3-oxo-3H-spiro[isobenzofuran-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