1-benzyl-2-(diiodo-l4-selaneylidene)-3-methyl-2,3-dihydro-1H-imidazole | 1303955-74-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-benzyl-2-(diiodo-l4-selaneylidene)-3-methyl-2,3-dihydro-1H-imidazole
• CAS: 1303955-74-9
• 化学式: C₁₁H₁₂I₂N₂Se
• 分子量: 504.999
• InChiKey: TVIKSNPLZZOSDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.35
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  9.86
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3-benzyl-1-methyl-(1H)-imidazole-2(3H)-selone 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以80%的产率得到1-benzyl-2-(diiodo-l4-selaneylidene)-3-methyl-2,3-dihydro-1H-imidazole
  参考文献：
  名称：

  Interactions of Antithyroid Drugs and Their Analogues with Halogens and their Biological Implications

  摘要：

  The selenium analogue of antithyroid drug methimazole (MSeI) reacts with molecular bromine to produce two different types of novel complexes depending upon the molar ratio of MSeI to Br-2 in the reaction medium: Dicationic diselenide complex with two Br- ions as counterions is produced in the reaction of MSeI with 0.5 equiv of Br-2 (MSeI/Br-2, 1.0:0.5), whereas a stable 10-Se-3 hypervalent "T-shaped" complex featuring a linear Br-Se-Br moiety was produced when MSeI was treated with Br-2 in an equimolar ratio (MSeI/Br-2, 1.0:1.0). A substitution at the free N-H group in MSeI alters its reactivity toward iodine/bromine. For example, the N,N-disubstituted selones exclusively produce the corresponding 10-Se-3 hypervalent "T-shaped" complexes in the reaction with I-2. In the presence of the lectoperoxidase/H2O2/I- system, N,N-dimethylimidazole-2-selone produces the corresponding dicationic diselenide with two I- counterions as the final metabolite. The formation of ionic species in these reactions is confirmed by single crystal X-ray diffraction studies and in some cases by Fourier transform-Raman spectroscopic investigations.

  DOI：

  10.1021/cg101688v