4.4 Article

Synthesis and Biological Activities of New 4-Phenylanilines Containing the Diphenyl Ether Moiety

Journal

CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 39, Issue 10, Pages 2851-2859

Publisher

SCIENCE PRESS
DOI: 10.6023/cjoc201904049

Keywords

4-phenylanilines; diphenyl ether synthesis; biological activities

Funding

  1. National Natural Science Foundation of China [21502062]
  2. Teachers' Scientific Research Ability Cultivation Fund of Hubei University of Arts and Science [2018kypy001]
  3. Open Foundation of Discipline of Hubei University of Arts and Science [XK2019039]

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According to the principle of splicing-up bioactive substructures, a new series of target compounds were designed and synthesized by incorporating a diphenyl ether moiety into 4-phenylanilines. Moreover, the structures of the synthesized compounds were confirmed by H-1 NMR, C-13 NMR, HRMS and melting points measurements. The inhibitory activities of these compounds were evaluated against succinate-cytochrome reductase (SCR). Based on the bioassay results, target compound N-(4-(2-chloro-4-(trifluoromethyl)phenoxy)-3-fluorophenyl)-[1,1'-biphenyl]-4-amine (3o) exhibited an inhibition rate of 46.44% at a concentration of 10 mu mol.L-1, which demonstrated potential values for further investigations.

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