N-acetyl-N-[2-[(diacetylamino)methyl]-3-(4-nitrophenyl)propyl]acetamide | 256653-40-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-acetyl-N-[2-[(diacetylamino)methyl]-3-(4-nitrophenyl)propyl]acetamide
• CAS: 256653-40-4
• 化学式: C₁₈H₂₃N₃O₆
• 分子量: 377.397
• InChiKey: KVJCXICTGORSNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-acetyl-N-[2-[(diacetylamino)methyl]-3-(4-nitrophenyl)propyl]acetamide 在 盐酸 作用下， 反应 6.0h， 以1.31 g的产率得到2-p-nitrobenzyl-1,3-propanediamine dihydrochloride
  参考文献：
  名称：

  Studies on99mTc complexes of functionalised propylene amine-oxime (PnAO) ligands

  摘要：

  Three functionalised PnAO ligands, 3,3,9,9-tetramethyl-6-R-4, 8-diazaundecane-2, 10-dionedioxime (R= benzyl, p-nitrobenzyl and p-aminobenzyl) were synthesized. Tc-99m complexes of these ligands were prepared at both tracer levels and carrier added levels with (TcO4-)-Tc-99m and with (TcO4-)-Tc-99. Complexation yields were estimated by thin layer chromatography, HPLC and solvent extraction studies. The complexes were formed in high yields; the resultant complexes were neutral, highly lipophilic(log P similar to 2.3-2.5) and elute as single peak on a re verse phase HPLC column. Complexes with all the three ligands showed excellent stability over 24 h period of storage at room temperature. Biodistribution studies of the Tc-99m complexes of the benzyl and nitrobenzyl ligands in Wistar rats showed brain uptake of 1.2 +/- 0.25% and 0.88 +/- 0.10% at 1 min post injection, respectively. The blood clearance was rapid in both the cases while the main excretory route,was the hepatobiliary system. The aminobenzyl derivative is a bifunctional ligand which could be used for labeling antibodies and peptides with radiometals.

  DOI：

  10.1002/(sici)1099-1344(199912)42:12<1161::aid-jlcr271>3.0.co;2-f
• 作为产物：
  描述：

  2-benzyl-1,3-diaminopropane 在 硫酸 、 硝酸 作用下， 以 溶剂黄146 为溶剂， 反应 18.0h， 生成 N-acetyl-N-[2-[(diacetylamino)methyl]-3-(4-nitrophenyl)propyl]acetamide
  参考文献：
  名称：

  Studies on99mTc complexes of functionalised propylene amine-oxime (PnAO) ligands

  摘要：

  Three functionalised PnAO ligands, 3,3,9,9-tetramethyl-6-R-4, 8-diazaundecane-2, 10-dionedioxime (R= benzyl, p-nitrobenzyl and p-aminobenzyl) were synthesized. Tc-99m complexes of these ligands were prepared at both tracer levels and carrier added levels with (TcO4-)-Tc-99m and with (TcO4-)-Tc-99. Complexation yields were estimated by thin layer chromatography, HPLC and solvent extraction studies. The complexes were formed in high yields; the resultant complexes were neutral, highly lipophilic(log P similar to 2.3-2.5) and elute as single peak on a re verse phase HPLC column. Complexes with all the three ligands showed excellent stability over 24 h period of storage at room temperature. Biodistribution studies of the Tc-99m complexes of the benzyl and nitrobenzyl ligands in Wistar rats showed brain uptake of 1.2 +/- 0.25% and 0.88 +/- 0.10% at 1 min post injection, respectively. The blood clearance was rapid in both the cases while the main excretory route,was the hepatobiliary system. The aminobenzyl derivative is a bifunctional ligand which could be used for labeling antibodies and peptides with radiometals.

  DOI：

  10.1002/(sici)1099-1344(199912)42:12<1161::aid-jlcr271>3.0.co;2-f

文献信息

• Studies on99mTc complexes of functionalised propylene amine-oxime (PnAO) ligands
  作者：M. R. A. Pillai、T. Kilcoin、K. Kothari、N. Ramamoorthy、Ramji Lal、S. S. Jurisson、E. O. Schlemper

  DOI：10.1002/(sici)1099-1344(199912)42:12<1161::aid-jlcr271>3.0.co;2-f

  日期：1999.12

  Three functionalised PnAO ligands, 3,3,9,9-tetramethyl-6-R-4, 8-diazaundecane-2, 10-dionedioxime (R= benzyl, p-nitrobenzyl and p-aminobenzyl) were synthesized. Tc-99m complexes of these ligands were prepared at both tracer levels and carrier added levels with (TcO4-)-Tc-99m and with (TcO4-)-Tc-99. Complexation yields were estimated by thin layer chromatography, HPLC and solvent extraction studies. The complexes were formed in high yields; the resultant complexes were neutral, highly lipophilic(log P similar to 2.3-2.5) and elute as single peak on a re verse phase HPLC column. Complexes with all the three ligands showed excellent stability over 24 h period of storage at room temperature. Biodistribution studies of the Tc-99m complexes of the benzyl and nitrobenzyl ligands in Wistar rats showed brain uptake of 1.2 +/- 0.25% and 0.88 +/- 0.10% at 1 min post injection, respectively. The blood clearance was rapid in both the cases while the main excretory route,was the hepatobiliary system. The aminobenzyl derivative is a bifunctional ligand which could be used for labeling antibodies and peptides with radiometals.