NOVEL TRENDS IN THE CHEMISTRY OF ACRIDINES. NEW FLUORESCENT BIOREAGENTS AND SYNTHONS ON THE BASIS OF 9-ISOTHIOCYANATOACRIDINES

Authors

  • Pavol Kristian Department of Organic Chemistry, P. J. Safarik University, 04167 Kosice
  • Juraj Bernát Department of Organic Chemistry, P. J. Safarik University, 04167 Kosice
  • Ján Imrich Department of Organic Chemistry, P. J. Safarik University, 04167 Kosice
  • Tatiana Вušоvá Department of Organic Chemistry, P. J. Safarik University, 04167 Kosice

Abstract

9-Isothiocyanatoаcridines containing reactive NСS group together with biologically active acridine skeleton were used for the synthesis of new acridine heterocycles. Their reactivity with aliphatic and aromatic amines as well as fifteen amino acids was quantified by kinetic measurements. Sodium O-alkyl-N-(9-асгidinуi)iminоthiосагbоnаtеs obtained by addition of sodium alkoxides to the title compounds gave three types of products with organic halogen reagents. The reaction of above iminothiocarbonates with alkyl halides led to the fluorescent 8-alkyl derivatives whereas bromoacetyl bromide and alkyl bromoacetates afforded the 3-(9-асгidinуl)-1,3-thiаzоlidinе-2,4-dionеs and a new heterocycle, spiro[dihуdгoaсridinе-9(10Н)-4'-thiazolinе], respectively.

How to Cite
Kristian, P.; Bernát, J.; Imrich, J.; Вušоvá, T. Chem. Heterocycl. Compd. 1995, 31, 1204. [Khim. Geterotsikl. Soedin. 1995, 1376.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01185591

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Published

1995-10-25

Issue

No. 10 (1995)

Section

Original Papers