2-(4-(pyridin-3-yl)phenyl)-1H-benzimidazole-4-carboxamide | 1196059-68-3

• 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: 2-(4-(pyridin-3-yl)phenyl)-1H-benzimidazole-4-carboxamide
• 英文别名: 2-(4-(pyridin-3-yl)phenyl)-1H-benzo[d]imidazole-4-carboxamide；2-(4-(piperidin-3-yl)phenyl)-1H-benzimidazole-4-carboxamide；2-(4-pyridine-3-ylphenyl)-1H-benzimidazole-4-carboxamide；2-(4-pyridin-3-ylphenyl)-1H-benzimidazole-4-carboxamide
• CAS: 1196059-68-3
• 化学式: C₁₉H₁₄N₄O
• 分子量: 314.346
• InChiKey: NFPIZUDTGKCWQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 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：
  84.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(4-(pyridin-3-yl)phenyl)-1H-benzimidazole-4-carboxamide
  参考文献：
  名称：

  Benzimidazole derivatives as potential dual inhibitors for PARP-1 and DHODH

  摘要：

  Poly (ADP-ribose) polymerases (PARPs) play diverse roles in various cellular processes that involve DNA repair and programmed cell death. Amongst these polymerases is PARP-1 which is the key DNA damage-sensing enzyme that acts as an initiator for the DNA repair mechanism. Dihydroorotate dehydrogenase (DHODH) is an enzyme in the pyrimidine biosynthetic pathway which is an important target for anti-hyperproliferative and anti-inflammatory drug design. Since these enzymes share a common role in the DNA replication and repair mechanisms, it may be beneficial to target both PARP-1 and DHODH in attempts to design new anti-cancer agents.Benzimidazole derivatives have shown a wide variety of pharmacological activities including PARP and DHODH inhibition. We hereby report the design, synthesis and bioactivities of a series of benzimidazole derivatives as inhibitors of both the PARP-1 and DHODH enzymes. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.05.051

文献信息

• Benzimidazole derivatives as potential dual inhibitors for PARP-1 and DHODH
  作者：Iskandar Abdullah、Chin Fei Chee、Yean-Kee Lee、Siva Sanjeeva Rao Thunuguntla、K. Satish Reddy、Kavitha Nellore、Thomas Antony、Jitender Verma、Kong Wai Mun、Shatrah Othman、Hosahalli Subramanya、Noorsaadah Abd. Rahman

  DOI：10.1016/j.bmc.2015.05.051

  日期：2015.8

  Poly (ADP-ribose) polymerases (PARPs) play diverse roles in various cellular processes that involve DNA repair and programmed cell death. Amongst these polymerases is PARP-1 which is the key DNA damage-sensing enzyme that acts as an initiator for the DNA repair mechanism. Dihydroorotate dehydrogenase (DHODH) is an enzyme in the pyrimidine biosynthetic pathway which is an important target for anti-hyperproliferative and anti-inflammatory drug design. Since these enzymes share a common role in the DNA replication and repair mechanisms, it may be beneficial to target both PARP-1 and DHODH in attempts to design new anti-cancer agents.Benzimidazole derivatives have shown a wide variety of pharmacological activities including PARP and DHODH inhibition. We hereby report the design, synthesis and bioactivities of a series of benzimidazole derivatives as inhibitors of both the PARP-1 and DHODH enzymes. (C) 2015 Elsevier Ltd. All rights reserved.