SYNTHESIS OF SOME NEW 4-AMINO-1,2,4-TRIAZOLE DERIVATIVES AS POTENTIAL ANTI-HIV AND ANTI-HBV |
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| Authors: | A. A. El-Barbary A. Z. Abou-El-Ezz A. A. Abdel-Kader Mai El-Daly Claus Nielsen |
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| Affiliation: | 1. Chemistry Department , Tanta, Egypt;2. Molecular Biology Unit, National Liver Institute , Shebin El-Kom, Egypt;3. Retrovirus Laboratory and Department of Virology, State Serum Institute , Copenhagen, Denmark |
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| Abstract: | Some novel [1,2,4]triazolo[3,4-b][1,3,4]thiadiazolylisoindole-1,3-dione 2a–c were prepared by heating 4-amino-5-aryl-1,2,4-triazole-3-thiones 1a–c with different (1,3-dioxo-1,3-dihydro-isoindol-2-yl) carboxylic acids in POCl3. Compounds 2a, b were hydrolyzed using HCl to yield [1,2,4]triazolo[3,4-b][1,3,4]thiadiazolyl-alkylamines 3a, b. Coupling 1a, c with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (ABG) afforded the corresponding S-glucosides 4a, b, which on oxidation with KMnO4 gave the corresponding sulfone 5. Treatment 1b, c with diphenyl diazomethane afforded benzhydrylsulfanyltriazolylamines 7a, b. 1,8-Bis-(4-chloro-phenyl)-bis[1,2,4]triazolo[3,4-c-,4′,3′-e][1,2,4,5]dithiadiazine 8 was formed by oxidation of 1b with lead tetracetate. Compound 1c reacted with morpholine in the presence of KI and I2 to give the triazolodisulfide 9 El-Barbary, A. A., Fahmy, M., El-Badawi, M., El-Brembaly, K. and El-Brollosi, N. R. 1991. Rev. Roum. Chim., 36(619) [Google Scholar]. |
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| Keywords: | 1,2,4-Triazoles (1,3-dioxo-1,3-dihydroisoindol-2-yl)carboxylic acids diphenyldiazomethane HBV HIV |
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