2-{2-[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-1-methyl-1H-imidazole | 742105-22-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-{2-[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-1-methyl-1H-imidazole
• 英文别名: 2-[2-[2-(5-bromo-2-methoxyphenyl)ethyl]-3-chlorophenyl]-1-methylimidazole
• CAS: 742105-22-2
• 化学式: C₁₉H₁₈BrClN₂O
• 分子量: 405.722
• InChiKey: SXOJDQMSUXHVPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-{2-[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-1-methyl-1H-imidazole 在 三溴化硼 作用下， 生成 4-Bromo-2-{2-[2-chloro-6-(1-methyl-1H-imidazol-2-yl)-phenyl]-ethyl}-phenol
  参考文献：
  名称：

  Synthesis and biological evaluation of imidazole-based small molecule antagonists of the melanocortin 4 receptor (MC4-R)

  摘要：

  A novel series of imidazole-based small molecule antagonists of the melanocortin 4 receptor (MC4-R) is reported. Members of this series have been identified, which exhibit sub-micromolar binding affinity for the MC4-R, functional potency <100nM, and good oral exposure in rat. Antagonists of the MC4-R are potentially useful in the therapeutic treatment of involuntary weight loss due to advanced age or disease (e.g. cancer or AIDS), an area of large, unmet medical need. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.003
• 作为产物：
  描述：

  2-{2-[2-(5-bromo-2-methoxyphenyl)-ethyl]-3-chlorophenyl}-4,5-dihydro-1H-imidazole 在 barium permanganate 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 2-{2-[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-1-methyl-1H-imidazole
  参考文献：
  名称：

  Synthesis and biological evaluation of imidazole-based small molecule antagonists of the melanocortin 4 receptor (MC4-R)

  摘要：

  A novel series of imidazole-based small molecule antagonists of the melanocortin 4 receptor (MC4-R) is reported. Members of this series have been identified, which exhibit sub-micromolar binding affinity for the MC4-R, functional potency <100nM, and good oral exposure in rat. Antagonists of the MC4-R are potentially useful in the therapeutic treatment of involuntary weight loss due to advanced age or disease (e.g. cancer or AIDS), an area of large, unmet medical need. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.003

文献信息

• Synthesis and biological evaluation of imidazole-based small molecule antagonists of the melanocortin 4 receptor (MC4-R)
  作者：Thomas H Marsilje、Jonathan B Roses、Emily F Calderwood、Stephen G Stroud、Nancy E Forsyth、Christopher Blackburn、David L Yowe、Wenyan Miao、Stacey V Drabic、Marie D Bohane、J Scott Daniels、Ping Li、Lijun Wu、Michael A Patane、Christopher F Claiborne

  DOI：10.1016/j.bmcl.2004.05.003

  日期：2004.7

  A novel series of imidazole-based small molecule antagonists of the melanocortin 4 receptor (MC4-R) is reported. Members of this series have been identified, which exhibit sub-micromolar binding affinity for the MC4-R, functional potency <100nM, and good oral exposure in rat. Antagonists of the MC4-R are potentially useful in the therapeutic treatment of involuntary weight loss due to advanced age or disease (e.g. cancer or AIDS), an area of large, unmet medical need. (C) 2004 Elsevier Ltd. All rights reserved.