2-[4-[2-[3-(Ethylamino)-6-ethylimino-2,7-dimethylxanthen-9-yl]benzoyl]piperazin-1-yl]ethyl 2-methylprop-2-enoate | 1305346-65-9

• 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: 2-[4-[2-[3-(Ethylamino)-6-ethylimino-2,7-dimethylxanthen-9-yl]benzoyl]piperazin-1-yl]ethyl 2-methylprop-2-enoate
• 英文别名: 2-[4-[2-[3-(ethylamino)-6-ethylimino-2,7-dimethylxanthen-9-yl]benzoyl]piperazin-1-yl]ethyl 2-methylprop-2-enoate
• CAS: 1305346-65-9
• 化学式: C₃₆H₄₂N₄O₄
• 分子量: 594.754
• InChiKey: GUNMUKPTCCDXNC-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：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  83.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  甲基丙烯酸 、 甲基丙烯酸酐 、 [2-[3-(Ethylamino)-6-ethylimino-2,7-dimethylxanthen-9-yl]phenyl]-[4-(2-hydroxyethyl)piperazin-1-yl]methanone 在 碳酸氢钠 作用下， 以 氯仿 、 二氯甲烷 、 水 为溶剂， 反应 40.0h， 以76%的产率得到2-[4-[2-[3-(Ethylamino)-6-ethylimino-2,7-dimethylxanthen-9-yl]benzoyl]piperazin-1-yl]ethyl 2-methylprop-2-enoate
  参考文献：
  名称：

  Synthesis of Rhodamine 6G-Based Compounds for the ATRP Synthesis of Fluorescently Labeled Biocompatible Polymers

  摘要：

  Facile derivatization of rhodamine 6G in the 2' position by direct reaction with secondary amines is reported. If the secondary amine contains a hydroxy group, the hydroxyl-functional intermediate can be readily esterified to give either fluorescent initiators for atom transfer radical polymerization (ATRP) or a fluorescent methacrylic comonomer. In contrast to rhodamine dyes functionalized using primary amines, which are only fluorescent at low pH, these compounds are highly fluorescent at physiological pH. These new compounds were subsequently used to prepare a range of fluorescently labeled biocompatible polymers based on the biomimetic monomer, 2-(methacryloyloxy)ethyl phosphorylcholine (MPC), for biomedical studies.

  DOI：

  10.1021/bm200311s

文献信息

• Synthesis of Rhodamine 6G-Based Compounds for the ATRP Synthesis of Fluorescently Labeled Biocompatible Polymers
  作者：Jeppe Madsen、Nicholas J. Warren、Steven P. Armes、Andrew L. Lewis

  DOI：10.1021/bm200311s

  日期：2011.6.13

  Facile derivatization of rhodamine 6G in the 2' position by direct reaction with secondary amines is reported. If the secondary amine contains a hydroxy group, the hydroxyl-functional intermediate can be readily esterified to give either fluorescent initiators for atom transfer radical polymerization (ATRP) or a fluorescent methacrylic comonomer. In contrast to rhodamine dyes functionalized using primary amines, which are only fluorescent at low pH, these compounds are highly fluorescent at physiological pH. These new compounds were subsequently used to prepare a range of fluorescently labeled biocompatible polymers based on the biomimetic monomer, 2-(methacryloyloxy)ethyl phosphorylcholine (MPC), for biomedical studies.