СИНТЕЗ ТА ХІМІЧНИЙ ПОТЕНЦІАЛ ГІБРИДНИХ СТРУКТУР З ОКСАДІАЗОЛЬНИМИ ЯДРАМИ ПІРАЗОЛУ ТА ТІОФЕНУ

Nataliia Panasenko; Nadiia Panasenko

doi:10.30890/2567-5273.2022-21-01-071

Authors

Nataliia Panasenko Bukovinian state medical university
Nadiia Panasenko Bukovinian state medical university

DOI:

https://doi.org/10.30890/2567-5273.2022-21-01-071

Keywords:

hybrid structures, 3-(4-pyrazolyl)-5-(1, 2, 4)-oxadiazolyl acetonitriles, 4-pyrazolyl-5-(1, 4)-oxadiazolyl-3-thienylamines, cyclocondensation

Abstract

By cyclocondensation of 4-pyrazolylamidooximes with N-cyanoacetyl-3,5-dimethylpyrazole 3-(4-pyrazolyl)-5-(1,2,4-oxadiazolyl)acetonitriles were synthesized. By interaction of these compounds with sulfur and cycloalkanones in the conditions of Gewald reacti

Metrics

Metrics Loading ...

References

Mehta G., Singh V. Hybrid systems through natural product leads: an approach towards new molecular entities // Chem. Soc Rev. – 2002. - vol. 31. – P. 324-334.

Meunier B. Hybrid molecules with a dual mode of action: dream or reality // Acc. Chem. Res. – 2008. – vol. 41. – P. 69-77.

Kumar H., Saini D., Jain S., Jain N., Pyrazole scaffold: a remarkable tool in the development of anticancer agents // Eur. J. Med. Chem. – 2013. – Vol. 70. – P. 248-258.

Perez-Fernandez R., Goya P., Elguero J. A review of recent progress (2002-2012) on the biological activities of pyrazoles // Arkivoc. – 2014. – Vol. ІІ. – P. 233-293.

Datar P. A., Jadhav S. R. Development of pyrazole compounds as antidiabetic agent: a review // Lett. Drug Design Discovery. – 2014. – Vol. 11. – P. 686-703.

Bora R. O., Dar B, Prodhan V. et al. [1,2,4]-Oxadiazoles: synthesis and biological applications // Mini Rev. Med. Chem. – 2014. – Vol. 14. – P. 355-369.

Zhu J, Ye Y, Ning et al. Design, synthesis, and structure-activity relationships of 3,4,5-trisubstituted 4,5-dihydro-1,2,4-oxadiazoles as TGR5 agonists // Chem. Med. Chem. – 2013. – Vol. 8. – P. 1210-1223.

Behbehani H, Ibrahim H. M, Makhseed S et al. 2-Aminothiophenes as building blocks in heterocyclic synthesis: synthesis and antimicrobial evaluation of a new class of pyrido[1,2-a]thieno[3,2-e]pyrimidine, quinoline and pyridin-2-one derivatives // Eur. J. Chem. Med. Chem. – 2012. – Vol. 52. – P. 51-65.

Fogue P. S, Lunga P. K., Fondjo E. S. et al. Substituted 2-aminothiophenes: antifungal activities and effect on Microsporum gypseum protein profile // Mycoses. – 2012. – Vol. 55, № 4. –P. 310-307.

Aurelio L., Christopoulos A., Flynn B.L. et al. The synthesis and biological evaluation of 2-amino-4,5,6,7,8,9-hexahydrocycloocta[b]thiophenes as allosteric modulators of the A1 adenosine receptor // Bioorg. Chem. Lett. – 2011. – Vol. 21. – P. 3704-3707.

Aurelio L., Figler H., Flynn B. L. et al. 5-Substituted 2-aminothiophenes as A1 adenosine receptor allosteric enhancers // Bioorg. Med. Chem. – 2008. – Vol. 16. – P. 1319-1327.

Bratenko M. K., Panasenko N. V., Vovk M. V. Synthesis novykh pokhidnykh 3-(pirazol-4-il)-1,2,4-oksadiazolu // Nauk. Visn. Chernivetskoho. Univer. – 2012. – Vyp. 606. – S. 19-23.

Young J. R., Devita R. J. Novel Synthesis of oxadiazoles via palladium catalysis // Tetrahedron lett. – 1998. – Vol. 39. – P. 3931-3934.

Messer W. S., Abuh Y. F., Liu Y. et al. Synthesis and biological characterization of 1,4,5,6-tetrahydropyrimidine and 2-amino-3,4,5,6-tetrahydropyridine derivatives as selective m1 agonists // J. Med. Chem. – 1997.– Vol. 40. – P. 1230-1246.

Orlek B. S., Blaney F. E., Brown F. et al. Comparison of azabicyclic esters and oxadiazoles as ligands for the muscarinic receptor // J. Med. Chem. – 1991. – Vol. 34. – P. 2726-2735

Watjen F., Baker R., Engelstoff M. et al. Novel benzodiazepine receptor partial agonists: oxadiazolylimidazobenzodiazepines // J. Med. Chem. – 1989. – Vol. 32. – P. 2282-2291

Clitherow J. W., Beswick P., Irving W. J. at al. Novel 1, 2, 4-oxadiazoles as potent and selective histamine H3 receptor antagonists // Bioorg. Med. Chem. Lett. – 1996. – Vol. 6. – P. 833-838.

Pat. WO 2014040938 (A1) Non-annulated thiophenylamides as inhibitors of fatty acid binding proteini(fabp) 4 and /or 5 / Buettelmann B., Ceccarelli S., Kuehne H., Kuhn B., Neidhart W., Obst S. U., Richter H. Publ. 20.03.2014. // http // espacenet.com

Pat. US 2015183778 (A1) New non-annulated thiophenylamides / Buettelmann B., Ceccarelli S., Kuehne H., Kuhn B., Neidhart W., Obst S. U., Richter H. Publ. 02.07.2015. // http // espacenet.com

Pat. WO 2013189841 (A1) New bicyclic thiophenylamide compounds / Buettelmann B., Ceccarelli S., Kuehne H., Kuhn B., Neidhart W., Obst S. U., Richter H. Publ. 27.12.2013 // http // espacenet.com