ABSTRACT
Some new fused heterobicyclic nitrogen systems such as 1,2,4-triazino[3,4-b] [1,3,4] thiadiazolones/thiadiazinones 4-15 and the related compounds 16-21 have been synthesized from treatment of 4-amino-3-mercapto-6-substituted-1,2,4-triazin-5-ones 1 with bifunctional oxygen and halogen compounds via heterocyclization reactions. Structures of the products have been deduced from their elemental analysis and spectral data. Significant anti-HIV and anticancer activities were observed in vitro for some members of the series, compounds 1e, 4e, 4f, 5, 6 and 16 showing a significant activity in Leukemia, Lung, Breast and CNS anticancer evaluation.
Subject(s)
Anti-HIV Agents/chemical synthesis , Anti-HIV Agents/pharmacology , Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/pharmacology , Heterocyclic Compounds/chemical synthesis , Heterocyclic Compounds/pharmacology , Triazines/chemical synthesis , Triazines/pharmacology , Chemical Phenomena , Chemistry, Physical , Drug Screening Assays, Antitumor , Humans , Magnetic Resonance Spectroscopy , Mass Spectrometry , Quantitative Structure-Activity Relationship , Spectrophotometry, Infrared , Spectrophotometry, Ultraviolet , Tumor Cells, CulturedABSTRACT
Some new 3-(5,6-Diphenyl-1,2,4-triazin-3-yl)-5-substituted- 1,2,4-triazino[5,6-b]indole derivatives (6-12) have been obtained via treatment of both (4 and 5) with p-nitro-benzoyl chloride, ammonium thiocyante, formaldehyde-methanol, acrylonitrile and thiosemi-carbazide. The former structure of the new products was established by the help of elemental analyses, as well as spectral data. Some of their showed pronounced effect on the Cellobiase produced by Thermomyces lanuginosus and Chaetomium thermophilum.
Subject(s)
Enzyme Inhibitors/chemical synthesis , Indoles/chemical synthesis , Indoles/pharmacology , Triazines/chemical synthesis , Triazines/pharmacology , beta-Glucosidase/antagonists & inhibitors , Enzyme Inhibitors/chemistry , Fungi/enzymology , Spectrophotometry, UltravioletABSTRACT
Some new heterobicyclic nitrogen systems 5-18 and/or thioethers 20, 22 bearing the 1,2,4-triazine moiety have been synthesized via condensation of 3-formylamino-1,2,4-triazine 3 with nitrogen compounds followed by heterocyclization with oxygen reagents. Thioether analogs 20, 22 have been obtained from fusion of compound 19 with 4-chlorothiophenol. The structure of the products have been established by elemental analysis and spectral data. The anti-HIV and anticancer activities of some products have also been investigated where compounds 20a, c and 22b exhibited a moderate activity. The biocidal-structures activity correlation was also studied.
Subject(s)
Anti-HIV Agents/chemical synthesis , Antineoplastic Agents/chemical synthesis , Triazines/chemical synthesis , Anti-HIV Agents/pharmacology , Antineoplastic Agents/pharmacology , Chemical Phenomena , Chemistry, Physical , Drug Screening Assays, Antitumor , HIV/drug effects , Humans , Indicators and Reagents , Triazines/pharmacology , Tumor Cells, CulturedABSTRACT
Some new heterobicyclic nitrogen systems bearing the 1,2,4-triazine moiety (3-22) have been achieved by treatment of 3-amino-5,6-disubstituted-1,2,4-triazines 2a-h with some cyclic and acyclic oxygen compounds followed by heterocyclization. Structures of the products have been deduced by elemental analysis and spectral data. Significant anti-HIV and anticancer activities were observed in vitro for some members of the series, where compounds 5 and 18 showed a moderate activity.
