diethyl 2-(5'-O-dansyl)pentyl-2-methylmalonate | 1528636-93-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: diethyl 2-(5'-O-dansyl)pentyl-2-methylmalonate
• 英文别名: Diethyl 2-[5-[5-(dimethylamino)naphthalen-1-yl]sulfonyloxypentyl]-2-methylpropanedioate；diethyl 2-[5-[5-(dimethylamino)naphthalen-1-yl]sulfonyloxypentyl]-2-methylpropanedioate
• CAS: 1528636-93-2
• 化学式: C₂₅H₃₅NO₇S
• 分子量: 493.621
• InChiKey: JICMYAUMROFPHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  34.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  99.21
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  diethyl 2-methyl-2-(5-((tetrahydro-2H-pyran-2-yl)oxy)pentyl)malonate 在 4-二甲氨基吡啶 、 4-甲基苯磺酸吡啶 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 12.17h， 生成 diethyl 2-(5'-O-dansyl)pentyl-2-methylmalonate
  参考文献：
  名称：

  Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue

  摘要：

  The diethyl ester of [F-18]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [F-18]ML-10 from nucleophilic [F-18]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was >= 99%. The diethyl ester of [F-18]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.11.019

文献信息

• Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue
  作者：Manikandan Kadirvel、Michael Fairclough、Christopher Cawthorne、Emily J. Rowling、Muhammad Babur、Adam McMahon、Paul Birkket、Alison Smigova、Sally Freeman、Kaye J. Williams、Gavin Brown

  DOI：10.1016/j.bmc.2013.11.019

  日期：2014.1

  The diethyl ester of [F-18]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [F-18]ML-10 from nucleophilic [F-18]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was >= 99%. The diethyl ester of [F-18]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay. (C) 2013 Elsevier Ltd. All rights reserved.