Citation: Ren Qingyun, Nie Biao, Zhang Yingjun, Zhang Ji. Functional Switch between Pharmacophore and Directing Group and Their Application in Drug Discovery and Development via C-H Activation and Functionalization[J]. Chinese Journal of Organic Chemistry, ;2018, 38(10): 2465-2490. doi: 10.6023/cjoc201803002 shu

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

Ren Qingyun ^a,b ,
Nie Biao ^a ,
Zhang Yingjun ^a,b ,
Zhang Ji ^a,b,,

a.
HEC Pharm Group, HEC R & D Center, Dongguan 523871
b.
The State Key Laboratory of Anti-Infective Drug Development, Dongguan 523871

Corresponding author: Zhang Ji, zhangji@hecpharm.com
Received Date: 2 March 2018
Revised Date: 4 May 2018
Available Online: 5 October 2018
Fund Project: the National Major Scientific and Technological Special Project for "Significant New Drugs Development" 2018ZX09201002Project 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 Introduction of Innovative R & D Team Program of Guangdong Province 201301Y0105381261the State Key Laboratory of Anti-Infective Drug Development 2015DQ780357

Figures(32)

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.
- pharmacophore,
- directing group,
- C—H activation and functionalization,
- functional switch between pharmacophore and directing group
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