glyceryl 1,3-bis<12-(3-amino-2,4,6-triiodophenyl)dodecanoate> | 103959-69-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: glyceryl 1,3-bis<12-(3-amino-2,4,6-triiodophenyl)dodecanoate>
• 英文别名: glyceryl 1,3-bis[12-(3-amino-2,4,6-triiodophenyl)dodecanoate]；[3-[12-(3-amino-2,4,6-triiodophenyl)dodecanoyloxy]-2-hydroxypropyl] 12-(3-amino-2,4,6-triiodophenyl)dodecanoate
• CAS: 103959-69-9
• 化学式: C₃₉H₅₆I₆N₂O₅
• 分子量: 1394.31
• InChiKey: JDVYFGBOXFVELI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.51
• 重原子数：
  52.0
• 可旋转键数：
  28.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  124.87
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  棕榈酸 、 glyceryl 1,3-bis<12-(3-amino-2,4,6-triiodophenyl)dodecanoate> 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以68%的产率得到2-palmitoylglycerol 1,3-bis<12-(3-amino-2,4,6-triiodophenyl)dodecanoate>
  参考文献：
  名称：

  Potential tumor- or organ-imaging agents. 27. Polyiodinated 1,3-disubstituted and 1,2,3-trisubstituted triacylglycerols

  摘要：

  A series of glyceryl 1,3-bis- and 1,2,3-tris[omega-(3-amino-2,4,6-triiodophenyl)alkanoates] were synthesized, radioiodinated with iodine-125, and evaluated for their ability to selectively localize in the liver for potential use as hepatographic imaging agents. Of the nine target compounds synthesized and evaluated in rats, glyceryl 1,2,3-tris[3-(3-amino-2,4,6-triiodophenyl)propionate] (5b) displayed rapid and sustained liver specificity. This agent was found to accumulate in the liver in concentrations of 60, 75, and 86% of the administered dose at 5 min, 30 min, and 24 h, respectively. Moreover, the 24-h liver-to-blood ratio of 235 justifies further studies in higher animal species.

  DOI：

  10.1021/jm00162a007
• 作为产物：
  描述：

  1,3-dihydroxypropan-2-one 1,3-bis<12-(3-amino-2,4,6-triiodophenyl)dodecanoate> 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 、 苯 为溶剂， 反应 0.5h， 以88%的产率得到glyceryl 1,3-bis<12-(3-amino-2,4,6-triiodophenyl)dodecanoate>
  参考文献：
  名称：

  Potential tumor- or organ-imaging agents. 27. Polyiodinated 1,3-disubstituted and 1,2,3-trisubstituted triacylglycerols

  摘要：

  A series of glyceryl 1,3-bis- and 1,2,3-tris[omega-(3-amino-2,4,6-triiodophenyl)alkanoates] were synthesized, radioiodinated with iodine-125, and evaluated for their ability to selectively localize in the liver for potential use as hepatographic imaging agents. Of the nine target compounds synthesized and evaluated in rats, glyceryl 1,2,3-tris[3-(3-amino-2,4,6-triiodophenyl)propionate] (5b) displayed rapid and sustained liver specificity. This agent was found to accumulate in the liver in concentrations of 60, 75, and 86% of the administered dose at 5 min, 30 min, and 24 h, respectively. Moreover, the 24-h liver-to-blood ratio of 235 justifies further studies in higher animal species.

  DOI：

  10.1021/jm00162a007