10-(2-aminoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-tris(methylphosphonic acid)

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 10-(2-aminoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-tris(methylphosphonic acid)
• 英文别名: [4-(2-Aminoethyl)-7,10-bis(phosphonomethyl)-1,4,7,10-tetrazacyclododec-1-yl]methylphosphonic acid；[4-(2-aminoethyl)-7,10-bis(phosphonomethyl)-1,4,7,10-tetrazacyclododec-1-yl]methylphosphonic acid
• 化学式: C₁₃H₃₄N₅O₉P₃
• 分子量: 497.362
• InChiKey: ANVHFPGDGOVBPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -12.8
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  212
• 氢给体数：
  7
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  轮环藤宁 在 亚磷酸 、 碳酸氢钠 、 potassium carbonate 、 三氟乙酸 、 三氯化磷 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 为溶剂， 反应 127.0h， 生成 10-(2-aminoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-tris(methylphosphonic acid)
  参考文献：
  名称：

  Synthesis and biological evaluation of newly designed phosphonate based bone-seeking agent

  摘要：

  A cyclic tetraaza based bifunctional triphosphonate ligand 10-(2-aminoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-tris(methylenephosphonic acid) (DO3MP-EA) was synthesized as bone-seeking theranostic agent. The compound was characterized by spectroscopic techniques and labelled with Tc-99m with more than 97% purity. Blood clearance of 99mTc labelled compound a quick wash out from the circulation. The compound was excreted mainly via kidneys and accumulation of Tc-99m-DO3MP-EA in bone was 9.53 +/- 1.06% of injected dose per gram of bone at 1 h. The preliminary CADD analysis confirms the efficacy of DO3MP-EA (G Score -7.005) as better binding agent for osteocalcin (pdb 1Q8H) rather than other known clinical agents. Subsequently stability constant of chelate with Ga(III) was found to be 18.6 which confirms its efficacy as Ga-68 labelled PET radiopharmaceutical for bone. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.036