3,3'-Dimethyl-2,2'-spirobi[chromene]-8,8'-diamine | 400842-07-1

• 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: 3,3'-Dimethyl-2,2'-spirobi[chromene]-8,8'-diamine
• CAS: 400842-07-1
• 化学式: C₁₉H₁₈N₂O₂
• 分子量: 306.364
• InChiKey: DVTFUOUVNRUKAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  70.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-Dimethyl-2,2'-spirobi[chromene]-8,8'-diamine 在 sodium hydroxide 、 1,8-双二甲氨基萘 、 sodium iodide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 48.0h， 生成 2-[[8'-[Bis(carboxymethyl)amino]-3,3'-dimethyl-2,2'-spirobi[chromene]-8-yl]-(carboxymethyl)amino]acetic acid
  参考文献：
  名称：

  Synthesis and characterization of a novel calcium-selective chelator

  摘要：

  A calcium-selective photochromic chelator to study the effects of physiological [Ca2+] oscillations on proteins in vitro or in vivo has been designed. The novel 2,2'-spirobi[2H-1-benzopyran] derivative 1 has been synthesized and the ion complexation properties of 1 with Mg2+, Ca2+, and Sr2+ in aqueous buffered solution have been investigated. The chelator 1 shows modest selectivity for calcium ion (K-11 = 6720 M-1) over magnesium ion (K-11 = 564 M-1) by H-1 NMR titration. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01677-x
• 作为产物：
  描述：

  3-硝基水杨醛 在 盐酸 、 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 26.67h， 生成 3,3'-Dimethyl-2,2'-spirobi[chromene]-8,8'-diamine
  参考文献：
  名称：

  Synthesis and characterization of a novel calcium-selective chelator

  摘要：

  A calcium-selective photochromic chelator to study the effects of physiological [Ca2+] oscillations on proteins in vitro or in vivo has been designed. The novel 2,2'-spirobi[2H-1-benzopyran] derivative 1 has been synthesized and the ion complexation properties of 1 with Mg2+, Ca2+, and Sr2+ in aqueous buffered solution have been investigated. The chelator 1 shows modest selectivity for calcium ion (K-11 = 6720 M-1) over magnesium ion (K-11 = 564 M-1) by H-1 NMR titration. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01677-x

文献信息

• Synthesis and metal complexation properties of bisbenzospiropyran chelators in water
  作者：Satish Kumar、Cindy Chau、Gordon Chau、Alison McCurdy

  DOI：10.1016/j.tet.2008.05.083

  日期：2008.7

  As a step towards developing a light-controlled reversible binding switch based on photochromic bisbenzospiropyran for investigating intracellular calcium signaling, substituted bisbenzospiropyran and phenolic chelators were synthesized and examined for metal binding strength. The complexation of these compounds with alkaline earth and zinc ions in methanol and buffer was characterized using NMR and

  作为开发基于光致变色双苯并螺吡喃的光控可逆结合开关以研究细胞内钙信号的一步，合成了取代的双苯并螺吡喃和酚类螯合剂并检查了金属结合强度。这些化合物与碱土金属和锌离子在甲醇和缓冲液中的络合使用核磁共振和发光光谱表征。刚性支架上会聚配体的长度增加保持对 Ca(2+) 的结合亲和力，但降低对 Ca(2+) 的选择性超过 Mg(2+)。结果表明，至少三个羧酸盐配体需要显着绑定，并且配体长度的增加将导致完全水溶性的光开关表现出两种状态，对 Ca(2+) 的结合亲和力大约有 300 倍的差异。