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Synthesis and antimicrobial activity of 3-methyl-substituted 6,8-dimethylthiazolo-[2,3-f]xanthines

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Abstract

A series of 3-methyl-substituted 6,8-dimethylthiazolo[2,3-f]xanthines has been synthesized using 3-chloromethyl-6,8-dimethylthiazolo[2,3-f]xanthine and various nucleophiles (hydrazine hydrate, primary aromatic amines, and mercapto derivatives). The target 3-methyl-substituted thiazoloxanthines were obtained with 42–90% yields. The structures were determined using IR, 1H NMR, and mass spectrometry. Most compounds exhibit weak antimicrobial action with respect to C. albicans, E. coli, S. marcencens, C. freundii, Vibrion, B. anthracoides, Klebsiellae spp, Ps. aeruginosa, St. aureus, and Schigellae spp. species with minimum inhibiting concentrations MIC ≥ 100 mg/ml. Comparatively high inhibiting action (MIC = 0.62 and 12.5 mg/ml) on the growth of some test microbes was observed for 3-(hydrazino)methyl-6,8-dimethylthiazolo[2,3-f]xanthine.

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Authors and Affiliations

  1. Bashkir State Medical University, Ufa, Bashkortostan, Russia

    V. M. Dianov & A. K. Bulgakov

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  1. V. M. Dianov
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  2. A. K. Bulgakov
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 40, No. 10, pp. 30–31, October, 2006.

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Dianov, V.M., Bulgakov, A.K. Synthesis and antimicrobial activity of 3-methyl-substituted 6,8-dimethylthiazolo-[2,3-f]xanthines. Pharm Chem J 40, 551–553 (2006). https://doi.org/10.1007/s11094-006-0191-7

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  • DOI: https://doi.org/10.1007/s11094-006-0191-7

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