Please check captured article title, if appropriate."/> Skip to main content
SpringerLink
Log in

Synthesis and Antibacterial Activity of Oxalates and Acetamides of {2-[2-Sopropyltetrahydropyran-4-yl-4-(4-Fluorophenyl)]Ethyl}Arylamines

  • Published:
Pharmaceutical Chemistry Journal Aims and scope

The reaction of cyano(2-isopropyltetrahydropyran-4-ylidene)acetic acid ethyl ester and 4-fluorophenylmagnesium bromide produced the cyanoester that was decarboxylated to the corresponding nitrile. Reduction of the latter by LiAlH4 formed 2-[4-(4-fluorophenyl)-2-isopropyltetrahydropyran-4-yl]ethylamine, reaction of which with aromatic aldehydes synthesized azomethines that were then reduced by NaBH4 to secondary amines. The last were transformed to oxalates and acetamides. It was shown that the secondary amine oxalates possessed high antibacterial activity.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. N. S. Arutyunyan, L. A. Akopyan, N. Z. Akopyan, et al., Khim. Zh. Arm., 63(2), 249–256 (2010).

    Google Scholar 

  2. N. S. Arutyunyan, L. A. Akopyan, N. Z. Akopyan, et al., Zh. Org. Khim., 47(1), 116–120 (2011).

    Google Scholar 

  3. N. S. Egorov, Principles for Studying Antibiotics [in Russian], Vysshaya Shkola, Moscow (1979), p. 171.

    Google Scholar 

  4. R. U. Khabriev (ed.), Handbook of Experimental (Preclinical) Study of New Drugs [in Russian], Meditsina, Moscow (2005), p. 264.

  5. M. D. Mashkovskii, Drugs [in Russian], Novaya Volna, Moscow (2007), p. 854.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Mndzhoyan Institute of Fine Organic Chemistry, Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, Yerevan, 375014, Armenia

    N. S. Arutyunyan, L. A. Akopyan, R. L. Nazaryan, G. A. Gevorgyan, G. M. Stepanyan & R. V. Paronikyan

  2. Molecular Structure Research Center, Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, Yerevan, 375014, Armenia

    G. A. Panosyan

Authors
  1. N. S. Arutyunyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. L. A. Akopyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. R. L. Nazaryan
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. G. A. Gevorgyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. G. M. Stepanyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. R. V. Paronikyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. G. A. Panosyan
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to R. V. Paronikyan.

Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 47, No. 9, pp. 38 – 41, September, 2013.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Arutyunyan, N.S., Akopyan, L.A., Nazaryan, R.L. et al. Synthesis and Antibacterial Activity of Oxalates and Acetamides of {2-[2-Sopropyltetrahydropyran-4-yl-4-(4-Fluorophenyl)]Ethyl}Arylamines . Pharm Chem J 47, 490–493 (2013). https://doi.org/10.1007/s11094-013-0987-1

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11094-013-0987-1

Keywords

Search

Navigation