Skip to main content
Log in

Synthesis, structure, and anticholinesterase activities of methylphosphonothionates of N-β-hydroxyethylmorpholine and N-β-hydroxypropylmorpholine

  • Published:
Chemistry of Natural Compounds Aims and scope

Abstract

The work was based on the interrelationship of the diastereomeric anisochromicity on the introduction of an asymmetric center outside the ring of the amino alcohol and the anticholinesterase activity of the compounds including a morpholine heterocycle. A method is described for obtaining the compounds presented. Physicochemical constants and a method of determining anticholinesterase activity are given. In the series of O-ethyl derivatives of these compounds significant activity with respect to acetylcholinesterase can be distinguished. The efficiency of the series tested is comparable with that of tetraalkylammonium salts. It has been shown that alkyl 1-methyl-2-morpholinoethyl methylphosphonothionates are present in solution in two optically isomeric forms in a ratio of 1:3.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. M. B. Gafurov, A. A. Abduvakhabov, G. M. Vaizburg, D. N. Dalimov, K. M. Zuparova, E. K. Balashova, and N. N. Godovikov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 3, 647 (1987).

  2. D. N. Dalimov, M. B. Gafurov, G. M. Vaizburg, A. A. Abduvakhabov, and N. N. Godovikov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 3, 650 (1987).

  3. D. N. Dalimov, M. B. Gafurov, F. G. Kamaev, and A. A. Abduvakhabov, Khim. Prir. Soedin., No. 4, 561 (1987).

  4. M. I. Kabachnik and N. N. Godovikov, Dokl. Akad. Nauk SSSR,110, 210 (1956).

    Google Scholar 

  5. A. A. Abduvakhabov, N. N. Godovikov, M. I. Kabachnik, The Chemistry of Organic Compounds of Phosphorus [in Russian], Nauka, Leningrad (1967), p. 3.

    Google Scholar 

  6. M. A. Mastryukova, A. É. Shchipov, M. S. Vaisberg, P. V. Petrovskii, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 1841 (1971).

  7. G. L. Ellman, R. D. Courtney, V. Anders, and K. M. Featherstone, Biochem. Pharmacol.,7, 88 (1961).

    Article  CAS  Google Scholar 

  8. G. M. Vaizburg, D. N. Dalimov, and A. A. Abduvakhabov, Dokl. Akad. Nauk UzSSR, No. 10, 32 (1985).

  9. T. H. Siddall and W. E. Stewart, Prog. NMR Spectrosc.,5, 33 (1969).

    Article  CAS  Google Scholar 

Download references

Authors

Additional information

A. S. Sadykov Institute of Bioorganic Chemistry, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 543–546, July–August, 1989.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Gafurov, M.B., Dalimov, D.N., Kamaev, F.G. et al. Synthesis, structure, and anticholinesterase activities of methylphosphonothionates of N-β-hydroxyethylmorpholine and N-β-hydroxypropylmorpholine. Chem Nat Compd 25, 465–468 (1989). https://doi.org/10.1007/BF00597659

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00597659

Keywords

Navigation