Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (10): 2465-2490.DOI: 10.6023/cjoc201803002 Previous Articles     Next Articles

Special Issue: 碳氢活化合辑2018-2019 有机光催化合辑



任青云a,b, 聂飚a, 张英俊a,b, 张霁a,b   

  1. a 广东东阳光集团药业研究院 东莞 523871;
    b 抗感染新药研发国家重点实验室 东莞 523871
  • 收稿日期:2018-03-02 修回日期:2018-05-04 发布日期:2018-06-06
  • 通讯作者: 张霁,
  • 基金资助:


Functional Switch between Pharmacophore and Directing Group and Their Application in Drug Discovery and Development via C-H Activation and Functionalization

Ren Qingyuna,b, Nie Biaoa, Zhang Yingjuna,b, Zhang Jia,b   

  1. a HEC Pharm Group, HEC R & D Center, Dongguan 523871;
    b The State Key Laboratory of Anti-Infective Drug Development, Dongguan 523871
  • Received:2018-03-02 Revised:2018-05-04 Published:2018-06-06
  • Contact: 10.6023/cjoc201803002
  • Supported by:

    Project supported by the Introduction of Innovative R&D Team Program of Guangdong Province (No. 201301Y0105381261), the State Key Laboratory of Anti-Infective Drug Development (No. 2015DQ780357) and the National Major Scientific and Technological Special Project for "Significant New Drugs Development" (No. 2018ZX09201002).

The functional switch of a C—H activation directing group to a pharmacophore is introduced and analyzed, and the value of the pharmacophore and the application of C—H activation are exemplified. It is concluded that many pharmacophores, such as N-containing heteroaromatic, nitrile, carboxylic acid, amide and sulfonamide groups, are ideal directing groups for C—H activation enabling the subsequent stages of drug synthesis, and showing that there is a correlation between a directing group and a pharmacophore. The late-stage functionalization will greatly simplify and effectively improve the possibility of discovering new drugs and potentially shortening the overall synthesis. The latest breakthroughs of C—H activation and application in the drug discovery process are reviewed as case studies, providing several industrial examples of using a pharmacophore as directing group for drug synthesis. It is believed that this development will promote a more rapid and green drug synthesis.

Key words: pharmacophore, directing group, C—H activation and functionalization, functional switch between pharmacophore and directing group