4-(6-bromo-1H-benzimidazol-2-yl)-2-phenylmorpholine | 1359858-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-(6-bromo-1H-benzimidazol-2-yl)-2-phenylmorpholine
• CAS: 1359858-97-1
• 化学式: C₁₇H₁₆BrN₃O
• 分子量: 358.238
• InChiKey: MIUGBPKJHJOGKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  41.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(6-bromo-1H-benzimidazol-2-yl)-2-phenylmorpholine 在 tris-(dibenzylideneacetone)dipalladium(0) 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 4-[6-(2-methylpropylsulfonyl)-1H-benzimidazol-2-yl]-2-phenylmorpholine
  参考文献：
  名称：

  Identification of a novel and orally available benzimidazole derivative as an NPY Y5 receptor antagonist with in vivo efficacy

  摘要：

  Optimization of lead compound 2 is described, mainly focusing on modification at the C-2 position of the benzimidazole core. Replacement of the phenyl linker of 2 with saturated rings resulted in identification of compound 8b which combines high Y5 receptor binding affinity with a good ADME profile leading to in vivo efficacy. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.025
• 作为产物：
  描述：

  2-苯基吗啉盐酸盐 、 5-溴-2-氯-1H-苯并[D]咪唑 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 4-(6-bromo-1H-benzimidazol-2-yl)-2-phenylmorpholine
  参考文献：
  名称：

  Identification of a novel and orally available benzimidazole derivative as an NPY Y5 receptor antagonist with in vivo efficacy

  摘要：

  Optimization of lead compound 2 is described, mainly focusing on modification at the C-2 position of the benzimidazole core. Replacement of the phenyl linker of 2 with saturated rings resulted in identification of compound 8b which combines high Y5 receptor binding affinity with a good ADME profile leading to in vivo efficacy. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.025