[1-(11-carboxyundecanyl)-4-(benzimidazol-2-yl)]-3-thiabutanoic acid | 1338595-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: [1-(11-carboxyundecanyl)-4-(benzimidazol-2-yl)]-3-thiabutanoic acid
• 英文别名: 4-[1-(11-carboxyundecanyl)benzimidazol-2-yl]-3-thiabutanoic acid；11-[2-(Carboxymethylsulfanylmethyl)benzimidazol-1-yl]undecanoic acid；11-[2-(carboxymethylsulfanylmethyl)benzimidazol-1-yl]undecanoic acid
• CAS: 1338595-86-0
• 化学式: C₂₁H₃₀N₂O₄S
• 分子量: 406.546
• InChiKey: XOXVXSKUMHKCRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(99)technetium(I)(carbonyl)3(H2O)3] 、 [1-(11-carboxyundecanyl)-4-(benzimidazol-2-yl)]-3-thiabutanoic acid 以 氘代二甲亚砜 为溶剂， 生成 (99)Tc(CO)3([1-(11-carboxyundecanyl)-4-(benzimidazol-2-yl)]-3-thiabutanoate)
  参考文献：
  名称：

  Benzimidazole derivatives as NSO ligands for the fac-[M(CO)3]+ (M=Re, 99mTc)

  摘要：

  Two rhenium(I) tricarbonyl complexes with the tridentate monoanionic NSO ligands, 4-(benzimidazol-2-yl)-3-thiabutanoic acid (complex 3) and [1-(11-carboxyundecanyl)-4-(benzimidazol-2-yl)]-3-thiabutanoic acid (complex 4) were synthesized and characterized by spectroscopic methods and elemental analysis. X-ray crystallographic analysis of complex 3 revealed a distorted octahedral geometry around rhenium defined by the three facially bound CO groups and the NSO donor atom set of the tridentate ligand. The analogous technetium-99m complexes (complexes 5 and 6) were also prepared quantitatively by reaction of the NSO ligands with the fac-[Tc-99m(H2O)(3)(CO)(3)](+) synthon and their identity was established by chromatographic comparison to their rhenium congeners. Biodistribution in mice of complex 6 bearing the fatty acid chain showed significant heart uptake (6.26 +/- 0.79% ID/g p.i.) at 1 min accompanied, however, with a heart: blood ratio below 1. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.07.035
• 作为产物：
  描述：

  11-溴十一酸 、 [(1H-苯并咪唑-2-基甲基)硫代]乙酸 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 72.0h， 以38%的产率得到[1-(11-carboxyundecanyl)-4-(benzimidazol-2-yl)]-3-thiabutanoic acid
  参考文献：
  名称：

  Benzimidazole derivatives as NSO ligands for the fac-[M(CO)3]+ (M=Re, 99mTc)

  摘要：

  Two rhenium(I) tricarbonyl complexes with the tridentate monoanionic NSO ligands, 4-(benzimidazol-2-yl)-3-thiabutanoic acid (complex 3) and [1-(11-carboxyundecanyl)-4-(benzimidazol-2-yl)]-3-thiabutanoic acid (complex 4) were synthesized and characterized by spectroscopic methods and elemental analysis. X-ray crystallographic analysis of complex 3 revealed a distorted octahedral geometry around rhenium defined by the three facially bound CO groups and the NSO donor atom set of the tridentate ligand. The analogous technetium-99m complexes (complexes 5 and 6) were also prepared quantitatively by reaction of the NSO ligands with the fac-[Tc-99m(H2O)(3)(CO)(3)](+) synthon and their identity was established by chromatographic comparison to their rhenium congeners. Biodistribution in mice of complex 6 bearing the fatty acid chain showed significant heart uptake (6.26 +/- 0.79% ID/g p.i.) at 1 min accompanied, however, with a heart: blood ratio below 1. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.07.035