2-(pyridin-2-yl)-N-phenyl-1H-benzimidazole-4-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-(pyridin-2-yl)-N-phenyl-1H-benzimidazole-4-carboxamide
• 英文别名: N-phenyl-2-pyridin-2-yl-1H-benzimidazole-4-carboxamide
• 化学式: C₁₉H₁₄N₄O
• 分子量: 314.346
• InChiKey: BIHHVEZLTSPRSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(2-吡啶基)-1H-苯并咪唑-7-羧酸 在 氯化亚砜 作用下， 生成 2-(pyridin-2-yl)-N-phenyl-1H-benzimidazole-4-carboxamide
  参考文献：
  名称：

  Synthesis and antiviral activity against Coxsackie virus B3 of some novel benzimidazole derivatives

  摘要：

  Some benzimidazole derivatives were synthesized and evaluated for their antiviral properties. Compounds 20 and 21 showed potent selective activity against Coxsackie virus B-3 in VERO cells. Some structure-activity relationships were discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.087

文献信息

• Inhibitory properties of 2-substituent-1H-benzimidazole-4-carboxamide derivatives against enteroviruses
  作者：Fei Xue、Xianjin Luo、Chenghao Ye、Weidong Ye、Yue Wang

  DOI：10.1016/j.bmc.2011.03.007

  日期：2011.4

  series of novel benzimidazole derivatives were designed, synthesized, and evaluated for their activities against four kinds of enteroviruses, that is, Coxsackie virus A16, B3, B6 and Enterovirus 71 in VERO cells. Strong activities against enterovirus replication and low cytotoxicities were observed in these benzimidazoles generally. The most promising compound was (l)-2-(pyridin-2-yl)-N-(2-(4-nitrophen

  设计，合成了一系列新型苯并咪唑衍生物，并评估了它们对VERO细胞中四种肠道病毒即柯萨奇病毒A16，B3，B6和肠病毒71的活性。通常在这些苯并咪唑中观察到针对肠病毒复制的强活性和低细胞毒性。最有前途的化合物是（l）-2-（吡啶-2-基）-N-（2-（4-硝基苯基）戊基-3-基）-1 H-苯并咪唑-4-羧酰胺（16），其中高抗病毒效力（IC 50  = 1.76μg/ mL）和出色的选择性指数（328）。选择这些化合物作为新型肠病毒抑制剂进行进一步评估。