FLUOROBENZOATES OF 1-PROPYL-4-KETOXIMEPIPERIDINE AS POTENCIAL LOCAL ANESTHETICS

Authors

  • G. S. Akhmetova A.B. Bekturov Institute of chemical sciences
  • U. B. Issayeva A.B. Bekturov Institute of chemical sciences
  • V. K. Yu A.B. Bekturov Institute of chemical sciences
  • K. D. Praliyev A.B. Bekturov Institute of chemical sciences
  • Ye. M. Satbayeva Kazakh National Medical University named after S. Asfendiyarov
  • D. M. Kadyrova Kazakh National Medical University named after S. Asfendiyarov
  • M. K. Amirkulova Kazakh National Medical University named after S. Asfendiyarov
  • G. S. Smagulova Kazakh National Medical University named after S. Asfendiyarov
  • T. M. Seilkhanov Sh. Ualikhanov Kokshetau State University

Keywords:

p-fluoro-, m-fluoro-, o-fluorobenzoylcarbonylchloride, N-propylpiperidine-4-ketoxime, esters, 1-propyl-4-(p-fluoro-, m-fluoro-, o-fluorobenzoyloxyimino)piperidine, local anesthetic activity

Abstract

p-Fluoro-, m-fluoro-, о-fluorobenzoates of 1-propyl-4-ketoximepiperidine, displaying a local anesthetic activity in varying degrees, have been synthesized. An introduction of fluorine leads to the formation of local anesthetics of different efficiency. Depending on the position of a fluorine atom in the phenyl ring, the greatest activity has been displayed by p-isomers, then o-isomers, whereas m-fluorobenzoates have proved to be less active.

References

[1] The most essential in anesthesiology / Translation from English; under the general editorship of A.P. Zilber, V.V. Maltsev. М.: MEDpress-inform, 2007. P. 272.
[2] Bguasheva B.A. Directed screening of locally anesthetic substances among the new derivatives of indole // Success of modern natural science. 2009. N 7. P. 45-47.
[3] Praliyev K.D. С- and N-substituted mono- and bicyclic piperidines: synthesis, stereochemistry, transformations and properties. New synthetic analgesics and anesthetics. // Nitrogenous heterocycles and alkaloids. 2001. The Proceedings of the First International Conference. Moscow, October 9-12, 2001. P. 130-138.
[4] RF Patent No. 1704415. 1-(2-ethoxyethyl)-4-ethinyl-4-benzoyloxypiperidine, possessing a local anesthetic activity (KAZCAINE) // K.D. Praliyev, Zh.I. Issin, V.K. Yu et al. Published 08.07.96.
[5] Nauryzova B.Zh., Baimurzina M.A., Poplavskaya I.A., Praliyev K.D. Synthesis of oximes and their derivatives on the basis of simple ethers of 1-(2-ethoxyethyl)-4-acetyl-4-hydroxypiperidine // Izv. of NAS RK. Chemical series. 2003. N 2. P. 3-10.
[6] USSR Certificate of Authorship No.1220298. Hydrochloride of О-benzoyloxime of 1,2,5trimethylpiperidone-4, possessing an antagonistic activity in relation to morphine, promedol and ethanol. // L.M. Sharkova, L.M. Andronova, V.A. Zagorevskiy, N.K. Barkov; Published 25.07.84, Bul. No.7.
[7] Praliyev K.D., Yu V.K., Akhmetova G.S. Synthesis of some oximes of the piperidine series // Izv. of MES RK, NAS RK. Chemical series. 2000. N 1. P. 96-101.
[8] Kuzdenbayeva R.S., Rakhimov K.D., Shin S.N. Pre-clinical study of a local anesthetic activity of new biological substances. (Textbook of Methods for Pharmacologists). The RK State Pharmacological Committee. Almaty, 2000. P. 28.

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Published

2021-05-03