sodium;[(2R,3R,4S,5R)-5-(6-amino-2-chloropurin-9-yl)-4-fluoro-3-hydroxyoxolan-2-yl]methyl 1,3-di(tetradecanoyloxy)propan-2-yl phosphate | 1450815-86-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: sodium;[(2R,3R,4S,5R)-5-(6-amino-2-chloropurin-9-yl)-4-fluoro-3-hydroxyoxolan-2-yl]methyl 1,3-di(tetradecanoyloxy)propan-2-yl phosphate
• CAS: 1450815-86-7
• 化学式: C₄₁H₆₉ClFN₅O₁₀P*Na
• 分子量: 900.441
• InChiKey: DOHLENNEUYAXFB-SXMUESAESA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.02
• 重原子数：
  60
• 可旋转键数：
  36
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  210
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  克罗拉滨 在 吡啶 、 四氮唑 、 四丁基氟化铵 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 79.0h， 生成 sodium;[(2R,3R,4S,5R)-5-(6-amino-2-chloropurin-9-yl)-4-fluoro-3-hydroxyoxolan-2-yl]methyl 1,3-di(tetradecanoyloxy)propan-2-yl phosphate
  参考文献：
  名称：

  Synthesis and in vitro cytostatic activity of 1,2- and 1,3-diacylglycerophosphates of clofarabine

  摘要：

  The conjugates of anticancer nucleoside clofarabine [2-chloro-9-(2-deoxy-2-fluoro-6-n-arabinofuranosyl)adenine1 With 1,2- and 1,3-diacylglycerophosphates have been prepared by the phosphoramidite method using a combination of 1,1,3,3-tetraisopropyldisiloxane-1,3-diyl protecting group for the sugar moiety of the nucleoside and 2-cyanoethyl protection for the phosphate fragment. Some of the synthesized conjugates exhibited cytostatic activity against HL-60, A-549, MCF-7, and HeLa tumor cell lines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.06.019

文献信息

• Synthesis and in vitro cytostatic activity of 1,2- and 1,3-diacylglycerophosphates of clofarabine
  作者：Ilona Tsybulskaya、Tamara Kulak、Alexander Baranovsky、Marina Golubeva、Boleslav Kuzmitsky、Elena Kalinichenko

  DOI：10.1016/j.bmc.2013.06.019

  日期：2013.9

  The conjugates of anticancer nucleoside clofarabine [2-chloro-9-(2-deoxy-2-fluoro-6-n-arabinofuranosyl)adenine1 With 1,2- and 1,3-diacylglycerophosphates have been prepared by the phosphoramidite method using a combination of 1,1,3,3-tetraisopropyldisiloxane-1,3-diyl protecting group for the sugar moiety of the nucleoside and 2-cyanoethyl protection for the phosphate fragment. Some of the synthesized conjugates exhibited cytostatic activity against HL-60, A-549, MCF-7, and HeLa tumor cell lines. (C) 2013 Elsevier Ltd. All rights reserved.