5,6-dichloro-N,N-dimethyl-1-[(1-phenylpiperidin-4-yl)methyl]-2-(propan-2-ylamino)benzimidazole-4-carboxamide | 1421703-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 5,6-dichloro-N,N-dimethyl-1-[(1-phenylpiperidin-4-yl)methyl]-2-(propan-2-ylamino)benzimidazole-4-carboxamide
• CAS: 1421703-64-1
• 化学式: C₂₅H₃₁Cl₂N₅O
• 分子量: 488.46
• InChiKey: KEAMTGBZFBGINJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 5,6-dichloro-1-(1-{[(1,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)-2-[[(ethyloxy)carbonyl](1-methylethyl)amino]-1H-benzimidazole-4-carboxylate 在 盐酸 、 水 、 potassium carbonate 、 1-丙基磷酸酐 、 N,N-二异丙基乙胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 139.0h， 生成 5,6-dichloro-N,N-dimethyl-1-[(1-phenylpiperidin-4-yl)methyl]-2-(propan-2-ylamino)benzimidazole-4-carboxamide
  参考文献：
  名称：

  Optimization of a Novel Series of TRPV4 Antagonists with In Vivo Activity in a Model of Pulmonary Edema

  摘要：

  High-throughput screening and subsequent hit optimization identified 1-piperidinyl-benzimidazoles, exemplified by compound 1, as TRPV4 inhibitors. Lead optimization identified potent TRPV4 blocker 19, which has good target activity and pharmacokinetic properties. Inhibitor 19 was then profiled in an in vivo rat model, demonstrating its ability to inhibit TRPV4-mediated pulmonary edema.

  DOI：

  10.1021/ml300449k

文献信息

• Optimization of a Novel Series of TRPV4 Antagonists with In Vivo Activity in a Model of Pulmonary Edema
  作者：Mark A. Hilfiker、Tram H. Hoang、Johan Cornil、Hilary S. Eidam、Daniel S. Matasic、Theresa J. Roethke、Michael Klein、Kevin S. Thorneloe、Mui Cheung

  DOI：10.1021/ml300449k

  日期：2013.2.14

  High-throughput screening and subsequent hit optimization identified 1-piperidinyl-benzimidazoles, exemplified by compound 1, as TRPV4 inhibitors. Lead optimization identified potent TRPV4 blocker 19, which has good target activity and pharmacokinetic properties. Inhibitor 19 was then profiled in an in vivo rat model, demonstrating its ability to inhibit TRPV4-mediated pulmonary edema.