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Various Routes to Synthesise 3-Thioxo-1,2,4-Triazine-5-One Derivatives as Antimicrobial Agents
Department of Chemistry, Faculty of Science, KAU, Jeddah, Saudi Arabia
Department of Chemistry, Faculty of Science, KAU, Jeddah, Saudi Arabia
- 1 Department of Chemistry, Faculty of Science, KAU, Jeddah, Saudi Arabia
- 2 Department of Chemistry, Faculty of Science, KAU, Jeddah, Saudi Arabia
International Journal of Organic Chemistry·Volume 08 (2018)·Pages 191–200·Published 4 May 2018·DOI10.4236/ijoc.2018.82014
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Abstract
A simple condensation afforded some new 3-thioxo-1,2,4-triazin-5-one derivatives ( 4 , 6 and 8 ). Utilizing a facile condensation of ( E )-4-(4’-bromo styryl)-2-oxo-3-buteneoic acid with thiosemicarbazide, dithioic formic acid hydrazide, and thiocarbahydrazide in different conditions. Structures of these compounds were confirmed by elemental and spectral analysis. The preliminary biocidal activity of these products were evaluated against some microbial and compared to Mycostatine and piperacillin as antibiotics were most of derivatives exhibited good activity.
KeywordsSynthesisAntimicrobial3-Thioxo-124-Triazin-5-Ones
- Eicher, T., Hauptmann, S. and Speicher, A. (2013) The Chemistry of Heterocycles: Structures, Reactions, Synthesis, and Applications. John Wiley & Sons.
- Gautam, N., Ajmera, N., Gupta, S. and Gautam, D.C. (2012) Synthesis, Spectral Characterization and Biological Evaluation of 4H-1,4-Benzothiazines, Their Sulfones and Ribofuranosides. European Journal of Chemistry, 3, 106-111. https://doi.org/10.5155/eurjchem.3.1.106-111.489
- Pandey, V.K., Yadav, S., Joshi, M.N. and Bajpai, S.K. (2000) Antiviral Activity of s-Triazines. Biological Memoirs, 26, 48-51.
- Bishnoi, A. and Saxena, R. (2001) Synthesis of Hexahydro-1, 3, 5-Tri (8-Aryl-Aminomethyl-7-Hydroxy-4-Methyl-Quinolinyl)-s-Triazines as Possible Antiviral Agents. Indian Journal of Heterocyclic Chemistry, 11, 47-50.
- Krauth, F., Dahse, H.M., Rüttinger, H.H. and Frohberg, P. (2010) Synthesis and Characterization of Novel 1,2,4-Triazine Derivatives with Antiproliferative Activity. Bioorganic & Medicinal Chemistry, 18, 1816-1821. https://doi.org/10.1016/j.bmc.2010.01.053
- Abdel-Rahman, R.M., Makki, M.S.T. and Al-Romaizan, A.N. (2014) Synthesis of Novel Fluorine Substituted Isolated and Fused Heterobicyclic Nitrogen 1, 2, 4-Triazin-5-One Moiety as Potential Inhibitor towards HIV-1 Activity. 247-268.
- Abdel-Rahman, R.M. (2001) Role of Uncondensed 1, 2, 4-Triazine Compounds and Related Heterobicyclic Systems as Therapeutic Agents—A Review. Pharmazie, 56, 18.
- Makki, M.S.I., Abdel-Rahman, R.M. and Khan, K.A. (2014) Fluorine Substituted 1, 2, 4-Triazinones as Potential Anti-HIV-1 and CDK2 Inhibitors. Journal of Chemistry. https://doi.org/10.1155/2014/430573
- Makki, M.S.T., Rahman, R.M.A. and Ali, O.A.A. (2016) Synthetic Approach for Novel Fluorine Substituted Thiadiazaphosphole Fused 1, 2, 4-Triazinopyridiazine Moieties as Bactericidal Agents. Asian Journal of Chemistry, 28, 917. https://doi.org/10.14233/ajchem.2016.19555
- Kumar, A., Mukerjee, S.K. and Bhattacharya, S.K. (1983) Synthesis of N3-4-Substituted-aryl-N1-(alkyl/aryl-Substituted Aryl) Triazene-N1-Oxides as Potential Anticonvulsant Agents. Pharmazie, 38, 66.
- Katsoulas, A., Rachid, Z., Brahimi, F., McNamee, J. and Jean-Claude, B.J. (2005) Engineering 3-Alkyltriazenes to Block bcr-abl Kinase: A Novel Strategy for the Therapy of Advanced bcr-abl Expressing Leukemias. Leukemia Research, 29, 693-700. https://doi.org/10.1016/j.leukres.2004.11.012