Synthesis of new derivatives of 9-(2-pyridyl)-3-aryl(arylalkyl)- -2,4,5(9H)trioxo-7,8-dihydroimidazo[1,2-a][1,3,5]triazepine

Autor

  • Marzena Rzadkowska Chair and Department of Synthesis and Chemical Technology of Pharmaceutical Substances with Computer Modeling Unit, Faculty of Pharmacy with Division of Medical Analytics, Medical University of Lublin, Chodzki 4a, 20-093 Lublin, Poland Autor
  • Elzbieta Szacon Chair and Department of Synthesis and Chemical Technology of Pharmaceutical Substances with Computer Modeling Unit, Faculty of Pharmacy with Division of Medical Analytics, Medical University of Lublin, Chodzki 4a, 20-093 Lublin, Poland Autor
  • Maria Zun Chair and Department of Applied Pharmacy, Faculty of Pharmacy, Medical University of Lublin, Chodzki 1, 20-093 Lublin, Poland Autor

DOI:

https://doi.org/10.2478/cipms-2014-0002

Słowa kluczowe:

1-[1-(2-pyridyl)imidazolidine- 2-ylidene]-3-aryl(arylalkyl) ureas), derivatives, diethyl oxalic acid ester

Abstrakt

A series of new derivatives of 9-(2-pyridyl)-3-aryl(arylalkyl)-2,4,5(9H)trioxo-7,8- dihydroimidazo [1,2-a][1,3,5] triazepine was obtained by condensation of 1-[1-(2-pyridyl) imidazolidine-2-ylidene]-3-aryl(arylalkyl)ureas) with diethyl oxalic acid ester. Considering the structure of the obtained compounds, it can be expected that these compounds can reveal pharmacological activity.

Bibliografia

1. Cale A; Gero T: 2-(2-subtituted aminoethyl)-1,4-dialkyl-3,4-dihydro-1H-[1,3,5]triaze-pino[3,2-a] benzimidazol-5(2H)-ones as muscle relaxants. US Patent 5 109 013.1990.

2. Clivio P; Peyrane F: New 1,3,5-triazepine-2,4-dione derivatives useful as antiviral and anticancer agents.e.g. for teatment of HIV infection and leucemia. US Patent 2006 4 275 057.

3. Deohate P.P; Deohate Jyoti P., Berad B.N.: Novel benzo-1,3,6 triazepines:Synthesis antimicrobial activity. Asian Journal of Chemistry 16 (2), 773, 2004.

4. Deohate P.P; Berad B.N.: Synthesis of some novel benzo 1,3,6- thiadiazepines.Their antimicrobial activity and isomerization to benzo-1,3,5-triazepines. Oriental J Chem. 20(1), 139, 2004.

5. Doleschall G; Hornyak G.; Simig G. et al: Condensed 1,3,5-triazepines-II: the synthesis of 2,3-dihydro-1H-imidazo [1,2-a][1,3,5]benzotriazepin-5(6H)-ones and thiones.: Tetrahedron 32(1), 57, 1976.

6. Flieger J.,Czajkowska-Żelazko A.,Rządkowska M.,Szacoń E.,Matosiuk M.: Usefulness of reversed-phase HPLC enriched with room temperature imidazolium based ionic liquids for lipophilicity determination of the newly synthesized analgesic active urea derivatives. J Pharm Biomed Anal. 66, 58, 2012.

7. Hosmane RS: Ring-expanded (Fat) nucleosides as broad-spectrum anticancer and antiviral agents.; Current Topics in Medicinal Chemistry 2(10), 1093, 2002.

8. Mahran MA, El-Sayed OA, Fahmy HT, Ashour EA: Synthesis of some novel perhydrotriazepine-3,6-diones of potential antifungal activity. J Pharm Sci. 10(2), 133, 1996.

9. Ruggiero D, Wiernsperger N, Paterean G, Moinet G: Preparation of triazepinones for diabetes and diabetic complications. WO Patent. 9 936 396, 1999.

10. Ruggiero-Lopez D, Lecomte M, Moinet G et al.: Reaction of metformin with dicarbonyl compounds. Possible implication in the inhibition of advanced glycation and product formation. Biochemical Pharmacology. 58(11), 1765, 1999.

11. Rządkowska M, Szacoń E, Matosiuk D: Synthesis of new derivatives of 9-aryl 3-ethoxycarbonylmethyl-2,4,5(9H)trioxo-7,8-dihydroimidazo[1,2-a][1,3,5]triazepine. Curr Issues Pharm Med Sci. 26(1), 12, 2012.

12. Szacoń E, Rządkowska M, Matosiuk D: Synthesis of new derivatives of 1-[1-(2-pyridyl)imidazolidine-2-ylidene]-3-aryl(arylalkyl)ureas. Curr Issues Pharm Med Sci. 25(4), 499, 2012.

13. Szacoń E, Rządkowska M, Matosiuk D: Synthesis of new derivatives of 9-aryl-2,5(9H)-dioxo-2,3,4,5,7,8-hexahydroimidazo[1,2-a][1,3,5]triazepine. Ann. UMCS Sec. DDD 22(1), 53, 2009.

14. Zhang N, Chen H M, Koch V, Schmitz H et al.: Ring-expanded nucleoside and nucleoside analoques exhibit potent in vitro activity, against Flaviviridae NT Pases Helicases including those of the West Nile virus hepatitis C virus and Japanese encephalis virus. J Med Chem. 46(19), 4149, 2003.

Opublikowane

2014-05-30