Synthesis of Some New Derivatives of 2-hydrazeno-benzo-thiazole 2-mercpto-benzothiazole and Used as Fungicide Agents
Keywords:
Thiazole, FungicideAbstract
The formation of 2-mercpto -thiol-benzothiazole (C1)was prepared by refluxing the o-amino phenyl mercaptan with carbon disulfide, while the 2- mercpto-benzothiazole was reacted with 37% of formaldehyde to get 2- hydroxyl methyl thiol benzothiazole (C2). Oxime compound (C3) was synthesis through reaction of C1 with chloro acetic acid in presence of sodium hydroxide in ethanol, while the 2-hydrazino-benzonitro-thiazole (C4) was prepared by mixing the C3 with chloroform and para methyl benzoic acid. 1, 2, 4-oxadizole (C5) was prepared by heating the C4 at 100-110 O cand recrystallization from benzene and petroleum ether. The synthesized compounds have been characterized on the basis of IR spectral analysis and the results are compatible with their assigned structures. Derivative compounds syntheses were experienced in vitro for their antifungal activity against Alternaria alternata, Fusarium oxysporium and Verticilliumdahliae, and in the field used the Cucurbita pepo L., as moderate plant. The results indicated that the derivatives compounds were have a good level of inhibitions for fungus species.
References
• Arpana, R. ; N. Siddiqui, and S. A. Khan (2007). Benzothiazoles: A New Profile of Biological Activities. Indian J. Pharma. Sci., 69:10-17.
• Barry, A. (1991). Procedures and theoretical considerations for testing antimicrobial agents in agar media, in: Lorian (Ed.), Antibiotics in laboratory medicine, 5th Ed. Williams and Wilkins, Baltimore (MD).
• Berge's Manual of Systematic Bacteriology. (2002). Williams and Wilkins. Baltimore. Vol. 2. MD21202. U.S.A. 1208 - 1232.
• Catriona, G. M., G. W. J. Crochard, E. L. Stone, T. D. Bradshaw, M. F. G. Stevens, and A. D. Westwell (2006). Antitumor Benzothiazoles. 26.1 2-(3, 4-Dimethoxyphenyl)-5-fluorobenzothiazole (GW 610, NSC, 721648), a Simple Fluorinated 2-Arylbenzothiazole, Shows Potent and Selective Inhibitory. Activity against Lung, Colon, and Breast Cancer Cell Lines. J. Med. Chem., 49: 179-185.
• Clark. A.L. (1982). "Preparation of 2-amino Benzothiazole" U. S. patent, No. 4, 363, 913.
• Demas, F. ; A. Arellaneda, and C. Digiorgio (2004). "Synthesis and antileishmanial activity of (1, 3-benzothiazole-2-yl) amino-9-(10H) acridinone derivatives". European Journal chemistry, 39, 685-690.
• Dong-Fang, S. ; Bradshaw, T.D. ; Wrigley, S. ; McCall, C. J. 1996. J. of Med. Chem. 39: 3375-3387.
• Dubey A. and N. Sangwan (1994). Synthesis and antifungal activity of 5-(3, 5-diphenyl pyrazole-4-yl oxy-methyl)-2-(4-oxa-2-substituted phenyl-3-thiazolidinyl)-1, 3, 4-oxadiazoles thiadiazoles and related compounds. Indian J. Chem., Sect. B. 33:1043–1047.
• Goswami B.N.; J.C.S. Kataky and J.N. Baruash (1984). Synthesis of 3, 4-disubstituted 1, 3, 4-oxadiazole-2-thiones as potential fungicidal agents. J. Heterocyclic. Chem., 21: 205–208.
• Kaur, H., Kumar, S. , Singh, I., Saxena, K.K. and Kumar, A. 2010. Synthesis, Characterization and Biological activity of various substituted benathiazole derivatives. Digest J. Nanomaterials and Biostructures. 5(1): 67-76.
• Maslat, A.O. ; M. Abussaud, H. Tashtoush and M. Al-Talib (2002). Synthesis, Antibacterial, Antifungal and Genotoxic Activities of Bis-1, 3, 4,-oxadiazole derivatives. Pol. J. pharmacol. 54:55-59.
• Papakonstantinou G.S.; P. Markos, K.A.Tsantili, and L.A.Chytyroglon (1998). Synthesis, liophilicity and antimicrobial properties of some o-(5-aryl-1, 2, 4-triazol-3-yl-ethyl) benzaldoximes and o-(5-aryl-1, 2, 4-oxadiazole-2-yl-ethyl) benzaldoximes. Pharmacia, 53; 300–302.
• Rajeeva, B. Srinivasula N. and Shantakumar, S.M. 2009. Synthesis and antimicrobial activity of some new 2-substituted benzathiazole derivatives. E.J. Chem., 6(3): 775-779.
• Shah V.R.; M. Vadodaria, and A.R. Parikh (1997). Synthesis of 1, 3, 4-oxadiazoles having nicotinamide moiety as potential antimicrobial agents. Indian J. Chem., 36: 101–103.
• Talawr M.B. ; S.R. Dejai, Y.S. Sommanavar, S.C. Marihal, and S.C. Bennur: (1996). Synthesis and antimicrobial activity of 1, 2, 4-triazoles, 1, 3, 4-oxadiazdoles and 1, 3, 4-thiadiazoles. Indian J. Heterocyclic. Chem., 5: 215–218.
• Verma, R.S. (1998). Antifungal agents: past, present and future prospects, national Academy of chemistry and biology, Lucknow, India.
• Winn, C.W., D.S. Allen M.W. Janda W.E. Koneman W.G. Procop C.P. Schreckenberger and L.G. Woods (2006). Koneman's Color Atlas and Textbook of Diagnostic Microbiology. Sixth Edition, Lippincott Williams Wilkins.
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