3-[2-(2-aminophenyl)-3-bromobenzofuran-5-ylmethyl]-5-cyclopropyl-2-ethyl-3H-imidazole-[4-13C]-carbonitrile | 146624-96-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 3-[2-(2-aminophenyl)-3-bromobenzofuran-5-ylmethyl]-5-cyclopropyl-2-ethyl-3H-imidazole-[4-13C]-carbonitrile
• 英文别名: 3-[[2-(2-Aminophenyl)-3-bromo-1-benzofuran-5-yl]methyl]-5-cyclopropyl-2-ethylimidazole-4-carbonitrile
• CAS: 146624-96-6
• 化学式: C₂₄H₂₁BrN₄O
• 分子量: 462.35
• InChiKey: CVJMQLNPQMTJSV-HNHCFKFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[2-(2-aminophenyl)-3-bromobenzofuran-5-ylmethyl]-5-cyclopropyl-2-ethyl-3H-imidazole-[4-13C]-carbonitrile 在 ammonium hydroxide 、 双氧水 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 1.66h， 生成 3-{3-bromo-2-[2-(trifluoromethanesulphonylamino)-phenyl]-benzofuran-5-ylmethyl}-cyclopropyl-2-ethyl-3H-imidazole-4-[13C]-carboxylic amide
  参考文献：
  名称：

  Syntheses of isotopically labelled angiotensin II receptor antagonist GR138950X

  摘要：

  Syntheses of [C-13] and [C-14]-labelled versions of angiotensin II receptor antagonist GR138950X, labelled in the imidazole carboxamide residue, are described. These involved preparation of an iodoimidazole substrate by a novel iododecarboxylation procedure, followed by cyanation with a mixture of carbon-labelled potassium cyanide and copper (I) iodide in DMF at high temperature. The preparation of a mass-labelled (M+5) version of GR138950X is also described. This involved the synthesis of an [C-13(3), N-15(2)]-labelled imidazole from a 1,2,3-tricarbonyl compound, C-13(3)]propionaldehyde and [N-15]ammonia. The labelled imidazole was further elaborated into multiply-labelled GR138950X.

  DOI：

  10.1002/(sici)1099-1344(199605)38:5<453::aid-jlcr852>3.0.co;2-#
• 作为产物：
  描述：

  3-<3-bromo-2-(2-nitrophenyl)-benzofuran-5-ylmethyl>-5-cyclopropyl-2-ethyl-3H-imidazole-<4-13C>-carbonitrile 在 铁粉 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以81.1%的产率得到3-[2-(2-aminophenyl)-3-bromobenzofuran-5-ylmethyl]-5-cyclopropyl-2-ethyl-3H-imidazole-[4-13C]-carbonitrile
  参考文献：
  名称：

  Syntheses of isotopically labelled angiotensin II receptor antagonist GR138950X

  摘要：

  Syntheses of [C-13] and [C-14]-labelled versions of angiotensin II receptor antagonist GR138950X, labelled in the imidazole carboxamide residue, are described. These involved preparation of an iodoimidazole substrate by a novel iododecarboxylation procedure, followed by cyanation with a mixture of carbon-labelled potassium cyanide and copper (I) iodide in DMF at high temperature. The preparation of a mass-labelled (M+5) version of GR138950X is also described. This involved the synthesis of an [C-13(3), N-15(2)]-labelled imidazole from a 1,2,3-tricarbonyl compound, C-13(3)]propionaldehyde and [N-15]ammonia. The labelled imidazole was further elaborated into multiply-labelled GR138950X.

  DOI：

  10.1002/(sici)1099-1344(199605)38:5<453::aid-jlcr852>3.0.co;2-#