Skip to main content
Log in

Synthesis, reactions and biological activity of 2-substituted 3-cyano-4,6-dimethylpyridine derivatives

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

The reaction of 2-chloro-4,6-dimethylpyridine-3-carbonitrile with hydrazine hydrate, hydroxylamine, and anthranilic acid afforded the corresponding pyrazolo, isoxazolo, and pyridoquinazoline derivatives. Alkylation of 2-mercapto-4,6-dimethylpyridine-3-carbonitrile with ethyl chloroacetate or phenacyl bromide followed by cyclization in NaOH gave thienopyridine derivatives. Diazotization of ethyl 3-amino-4,6-dimethylthiеno[2,3-b]pyridine-2-carboxylate followed by the reaction with thiourea, guanidine carbonate, and hydroxylamine hydrochloride gave the corresponding thienopyridine derivatives. The biological activity of some new compounds has been discussed.

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

References

  1. F. A. Yassin, J. Chem. Res., 270 (2005).

  2. F. A. Yassin, Egypt. J. Chem., 47, 427 (2004.)

    CAS  Google Scholar 

  3. G. A. Youngdale, US Pat. 4 288 440 (1980); Chem. Abstr. 96, 6596 (1982).

  4. A. H. Todd, UK Pat. 1 203, 149 (1970); Chem. Abstr., 73, 120509 (1970).

  5. G. Lohaus, W. Dittmar, and S. Afric, Pat. 6 906, 036 (1968); Chem. Abstr., 73, 120508 (1970).

    Google Scholar 

  6. C. Gachet, M. Cattanea, P. Ohlmann, B. Lecchi, J. Cassel, P. Mannucci, and J. P Cazenave, Br. J. Haematol., 91, 434 (1995).

    Article  CAS  Google Scholar 

  7. S. K. Yao, J. C. Ober, J. J. Ferguson, J. P. Maffrand, H. V. Anderson, L. M. Buja, and J. T. Willerson, Am. J. Physiol., 488 (1994).

  8. K. Umemura, H. Kawai, H. Ishihara, and M. Nakashima, Jpn. J. Pharmacol., 76, 253 (1995).

    Article  Google Scholar 

  9. A. Lawson and R. B. Tnkler, Chem. Rev., 70, 593 (1970).

    Article  CAS  Google Scholar 

  10. A. M. Kamal El-Dean, A. A Geies, and T. A. Mohamed Atalla, Bull. Fac. Sci. Assiut Univ., 20 (1-B), 15 (1991).

    Google Scholar 

  11. F. A. Attaby, M. A. Elneairy, and M. S. Elsayed, Phosphorus, Sulfur, Silicon, Relat. Elem., 149, 49 (1999).

    Article  CAS  Google Scholar 

  12. A. Sakuri and H. Midorikawa, Bull .Chem. Soc. Jpn., 41, 430 (1968).

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to F. A. Yassin.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 43–51, Januar, 2009.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yassin, F.A. Synthesis, reactions and biological activity of 2-substituted 3-cyano-4,6-dimethylpyridine derivatives. Chem Heterocycl Comp 45, 35–41 (2009). https://doi.org/10.1007/s10593-009-0222-x

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-009-0222-x

Keywords

Navigation