1-(Cyclopropylmethyl)-5-ethylsulfonyl-2-(1-methylcyclopentyl)benzimidazole | 1319122-46-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-(Cyclopropylmethyl)-5-ethylsulfonyl-2-(1-methylcyclopentyl)benzimidazole
• CAS: 1319122-46-7
• 化学式: C₁₉H₂₆N₂O₂S
• 分子量: 346.494
• InChiKey: LURAKQNBAVXOPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  60.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-amino-1-(N-cyclopropylmethylamino)-4-(ethylsulfonyl)benzene 、 1-甲基-环戊烷羧酸 在 三乙胺 作用下， 反应 16.0h， 生成 1-(Cyclopropylmethyl)-5-ethylsulfonyl-2-(1-methylcyclopentyl)benzimidazole
  参考文献：
  名称：

  Optimisation of a novel series of selective CNS penetrant CB2 agonists

  摘要：

  A series of benzimidazole CB2 receptor agonists were prepared and their properties investigated. Optimisation of the three benzimidazole substituents led to the identification of compound 23, a potent CB2 full agonist (EC50 2.7 nM) with excellent selectivity over the CB1 receptor (> 3000-fold). Compound 23 demonstrated good CNS penetration in rat. Further optimisation led to the identification of compound 34 with improved selectivity over hERG and excellent CNS penetration in rat. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.063

文献信息

• Optimisation of a novel series of selective CNS penetrant CB2 agonists
  作者：Christine Watson、Dafydd R. Owen、Denise Harding、Kana Kon-I、Mark L. Lewis、Helen J. Mason、Miyako Matsumizu、Takasuke Mukaiyama、Margarita Rodriguez-Lens、Akiko Shima、Mifune Takeuchi、Isabelle Tran、Tim Young

  DOI：10.1016/j.bmcl.2011.05.063

  日期：2011.7

  A series of benzimidazole CB2 receptor agonists were prepared and their properties investigated. Optimisation of the three benzimidazole substituents led to the identification of compound 23, a potent CB2 full agonist (EC50 2.7 nM) with excellent selectivity over the CB1 receptor (> 3000-fold). Compound 23 demonstrated good CNS penetration in rat. Further optimisation led to the identification of compound 34 with improved selectivity over hERG and excellent CNS penetration in rat. (C) 2011 Elsevier Ltd. All rights reserved.