1-(2-deoxy-β-D-ribofuranosyl)-2,4-difluoro-5-[125I]iodobenzene | 1240383-75-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-deoxy-β-D-ribofuranosyl)-2,4-difluoro-5-[125I]iodobenzene
• 英文别名: dRF[125I]IB
• CAS: 1240383-75-8
• 化学式: C₁₁H₁₁F₂IO₃
• 分子量: 354.203
• InChiKey: MMEFZKHZSTYJFA-LXDMJCHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.75
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  49.69
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1-(2'-deoxy-β-D-ribofuranosyl)-2,4-difluoro-5-iodobenzene 在 硫酸氢铵 、 sodium iodide 、 copper(II) sulfate 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 生成 1-(2-deoxy-β-D-ribofuranosyl)-2,4-difluoro-5-[125I]iodobenzene
  参考文献：
  名称：

  Biodistribution and Imaging of 1-(2-Deoxy-β-D-Ribofuranosyl)-2,4-Difluoro-5-[^123/125I]Iodobenzene (dRF[^123/125I]IB), A Nonpolar Thymidine-Mimetic Nucleoside, in Rats and Tumor-Bearing Mice

  摘要：

  1-(2-Deoxy-beta-D-ribofuranosyl)-2,4-difluoro-5-iodobenzene (dRFIB) is a Putative bioisostere of iododeoxyuridine (IUdR). The advantages of dRFIB over IUdR for in vivo studies include resistance to both phosphorolytic cleavage of the nucleoside bond and de-iodination. dRFIB was radioiodinated (dRF(123/125)IB) by copper-catalyzed exchange using commercial sodium [I-123/125]iodide. The in vivo biodistribution of dRF[I-125]IB in BALBc mice and imaging of dRF[I-123]IB in Sprague-Dawley rats are reported. In vivo data for rats show rapid clearance of radioactivity from blood (> 95% LD in 15 minutes), extensive excretion in urine (56%ID/24 hours), concentration in the hepatobiliary-small intestine system and very little fecal excretion (similar to 3% ID/24 hours). Pharmacokinetic data for dRF[I-125]IB (i.v. 48.7 ug/kg) in rats (t(1/2)[h] = 0.51 +/- 0.14, AUC(inf)[mu g.min/mL] = 3.7 +/- 0.4, Cl[L/kg/h] = 0.75 +/- 0.12, Vss[L/kg] = 0.96 +/- 0.18) corfirm. previously reported dose-dependent pharmacokinetics. Scintigraphic images of rats dosed with dRF[I-123]I were compatible with rapid soft-tissue clearance and extensive accumulation of radioactivity in bladder/urine and liver/small intestine. In tumor bearing mice, thyroid and stomach radioactivity was indicative of moderate deiodination. An unidentified polar radioactive metabolite was detected in serum.

  DOI：

  10.1080/15257770903051072