SEARCH FOR ANTI-INFECTIOUS DRUGS INTO A SERIES OF SUBSTITUTED DERIVATIVES OF ARYLOXYPROPARGILPIPERIDINES

Authors

  • G. S. Akhmetova A.B. Bekturov Institute of chemical sciences
  • K. D. Praliyev A.B. Bekturov Institute of chemical sciences
  • A. M. Maksatova Kazakh National Medical University named after S. Asfendiyarov
  • U. M. Datkhayev Asfendiyarov Kazakh National Medical University
  • M. T. Omyrzakov "GxPCompany" LLP
  • N. V. Korotetskaya SCAID
  • О. Т. Seilkhanov Sh. Ualikhanov Kokshetau State University

Keywords:

aryloxypropargylpiperidines, 4-fluorobenzoyl chloride, cyclobutane-, cyclohexanecarbonyl chlorides, esters, antimicrobial activity

Abstract

By condensation of 1- (2-phenylethyl) -piperidine-4-one with phenoxypropargyl, 1-propyl-piperidine-4-one with naphthyloxypropargyl under Favorsky reaction conditions in absolute benzene, in the presence of a fivefold excess of powdered technical KOH at a ratio of piperidone-4:arylpropargyl = 1:1,5 the corresponding 1- (2-phenylethyl-) -4-(3phenoxyprop-1-yn-1-yl) piperidine-4-ol and 1-propyl-4- [3- (naphth-1-yloxy) prop-1-yn1-yl] piperidine-4-ol. Upon acylation of tertiary phenoxypropynyl and naphthyloxypropynyl-piperidols with 4-fluorobenzoyl chloride, cyclobutane, cyclohexanecarbonyl chlorides in dioxane at the room temperature or upon heating, the corresponding hydrochlorides of esters have been formed. The structure of the synthesized compounds has been confirmed by the NMR and X-rayspectroscopy data.

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Published

2021-05-03