(4-aminophenyl)(5-iodobenzofuran-2-yl)methanone | 1320336-30-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-aminophenyl)(5-iodobenzofuran-2-yl)methanone
• 英文别名: (4-Aminophenyl)-(5-iodo-1-benzofuran-2-yl)methanone
• CAS: 1320336-30-8
• 化学式: C₁₅H₁₀INO₂
• 分子量: 363.154
• InChiKey: SQLLQQIGUNBCNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-aminophenyl)(5-iodobenzofuran-2-yl)methanone 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 生成 (5-iodobenzofuran-2-yl)(4-(methylamino)phenyl)methanone 、 (4-(dimethylamino)phenyl)(5-iodobenzofuran-2-yl)methanone
  参考文献：
  名称：

  Synthesis and evaluation of benzofuran-2-yl(phenyl)methanone derivatives as ligands for β-amyloid plaques

  摘要：

  A series of benzofuran-2-yl(phenyl)methanone derivatives were synthesized and evaluated as novel probes for beta-amyloid plaques. These derivatives were produced by a Rap-Stoermer condensation reaction. Compounds with a N,N-dimethylamino group displayed high affinity for A beta(1-42) aggregates with K(i) values in the nanomolar range. Autoradiography with brain sections of AD model mice (APP/PS1) revealed that a radioiodinated probe, [(125)I]10, labeled beta-amyloid plaques selectively and displayed good brain uptake (3.53% ID/g) at 2 min. The results suggest that benzofuran-2-yl(phenyl) methanone derivatives should be investigated further as potential probes for detecting beta-amyloid plaques in the AD brain. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.04.049
• 作为产物：
  描述：

  (5-iodobenzofuran-2-yl)(4-nitrophenyl)methanone 在 盐酸 、 tin(ll) chloride 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 (4-aminophenyl)(5-iodobenzofuran-2-yl)methanone
  参考文献：
  名称：

  Synthesis and evaluation of benzofuran-2-yl(phenyl)methanone derivatives as ligands for β-amyloid plaques

  摘要：

  A series of benzofuran-2-yl(phenyl)methanone derivatives were synthesized and evaluated as novel probes for beta-amyloid plaques. These derivatives were produced by a Rap-Stoermer condensation reaction. Compounds with a N,N-dimethylamino group displayed high affinity for A beta(1-42) aggregates with K(i) values in the nanomolar range. Autoradiography with brain sections of AD model mice (APP/PS1) revealed that a radioiodinated probe, [(125)I]10, labeled beta-amyloid plaques selectively and displayed good brain uptake (3.53% ID/g) at 2 min. The results suggest that benzofuran-2-yl(phenyl) methanone derivatives should be investigated further as potential probes for detecting beta-amyloid plaques in the AD brain. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.04.049