2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-N-(2-methoxy-6-methylphenyl)-1H-benzo[d]imidazole-7-carboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-N-(2-methoxy-6-methylphenyl)-1H-benzo[d]imidazole-7-carboxamide
• 英文别名: 2-[5-bromo-2-(3-chloropyridin-2-yl)pyrazol-3-yl]-N-(2-methoxy-6-methylphenyl)-1H-benzimidazole-4-carboxamide
• 化学式: C₂₄H₁₈BrClN₆O₂
• 分子量: 537.803
• InChiKey: ALGFDKMVUIAXDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  97.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-溴-1-(3-氯-2-吡啶)-1H-吡唑-5-羧酸 在 lithium aluminium tetrahydride 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 12.0h， 生成 2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-N-(2-methoxy-6-methylphenyl)-1H-benzo[d]imidazole-7-carboxamide
  参考文献：
  名称：

  Design, synthesis and inhibitory activity against human dihydroorotate dehydrogenase ( h DHODH) of 1,3-benzoazole derivatives bearing amide units

  摘要：

  A series of 1,3-benzoazole derivatives possessing amide moieties were designed, synthesized and evaluated as inhibitors against human dihydroorotate dehydrogenase (hDHODH). Compounds A11, A14 and A26 exhibited good to excellent activities against hDHODH at the concentration of 10 mu M. In particular, compound A14 displayed an IC50 value of 0.178 mu M with 2-fold preference over A771726. The result implied that a proper degree of steric size and electron density of the C-6 amide moiety was necessary to retain the inhibitory activity of the synthesized compounds. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.05.016

文献信息

• Design, synthesis and inhibitory activity against human dihydroorotate dehydrogenase ( h DHODH) of 1,3-benzoazole derivatives bearing amide units
  作者：Jiling Li、Dang Wu、Xiaoyong Xu、Jin huang、Xusheng Shao、Zhong Li

  DOI：10.1016/j.bmcl.2016.05.016

  日期：2016.7

  A series of 1,3-benzoazole derivatives possessing amide moieties were designed, synthesized and evaluated as inhibitors against human dihydroorotate dehydrogenase (hDHODH). Compounds A11, A14 and A26 exhibited good to excellent activities against hDHODH at the concentration of 10 mu M. In particular, compound A14 displayed an IC50 value of 0.178 mu M with 2-fold preference over A771726. The result implied that a proper degree of steric size and electron density of the C-6 amide moiety was necessary to retain the inhibitory activity of the synthesized compounds. (C) 2016 Elsevier Ltd. All rights reserved.