Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (09): 1643-1652.DOI: 10.6023/cjoc1202132 Previous Articles     Next Articles



王江, 柳红   

  1. 中国科学院上海药物研究所新药研究国家重点实验室 上海 201203
  • 收稿日期:2012-02-13 修回日期:2012-04-27 发布日期:2012-03-30
  • 通讯作者: 柳红
  • 基金资助:


Application of Nitrile in Drug Design

Wang Jiang, Liu Hong   

  1. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203
  • Received:2012-02-13 Revised:2012-04-27 Published:2012-03-30
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.81025017)

Nitrile-containing compounds comprise a substantial proportion in the therapeutic drugs. It is an important strategy to introduce nitrile substitute in the small molecule for structure-based medicinal chemistry. The application of nitrile in drug design is reviewed. The nitrile can modulate the physicochemical and pharmacokinetic properties to improve bioavailability, enhance the selectivities and binding affinity to target proteins by hydrogen bond interactions, covalent interactions, polar interactions, and π-π interactions. Meanwhile, the nitrile acts as bioisostere of various functional groups such as carbonyl and halogen groups. In addition, introducing the nitrile to drug molecules can block metabolically labile sites to increase the metabolic stability of drugs.

Key words: nitrile, drug design, lead optimization