Synthesis and biological investigation of triazolopyridinone derivatives as potential multireceptor atypical antipsychotics

  • Bioorg Med Chem Lett. 2020 Apr 15;30(8):127027. doi: 10.1016/j.bmcl.2020.127027.
Wenqiang Shi  1 Yu Wang  2 Chunhui Wu  3 Feipu Yang  2 Wei Zheng  1 Song Wu  3 Yongjian Liu  3 Zhen Wang  4 Yang He  5 Jingshan Shen  1
Affiliations
  • 1. CAS Key Laboratory for Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China.
  • 2. CAS Key Laboratory for Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China.
  • 3. Topharman Shanghai Co., Ltd, 388 Jialilue Road, Shanghai 201203, China.
  • 4. CAS Key Laboratory for Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China. Electronic address: [email protected].
  • 5. CAS Key Laboratory for Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China. Electronic address: [email protected].
Abstract

A series of triazolopyridinone derivatives originating from the antidepressant trazodone was designed and pharmacologically evaluated. Most of the compounds with a multireceptor functional profile exhibited high potency at the D2, 5-HT1A, and 5-HT2A receptors. Compounds S1, S3, S9 and S12 were selected for further evaluation of druggable potential. Among these compounds, S1, as a D2 receptor partial agonist, demonstrated very potent inhibition of quipazine-induced head-twitch response, which validated its 5-HT2A receptor antagonistic efficacy in vivo. S1 also demonstrated a dose-dependent effect on PCP-induced hyperactivity when administered orally. Thus, S1 endowed with a triazolopyridinone scaffold represents a valuable lead for the development of novel atypical antipsychotics.

Keywords
5-HT1A receptor; Antipsychotic; Multireceptor; Triazolopyridinone.