Synthesis, Characterization and Study of In Vitro Antimicrobial Activity of Some Substituted N'-[Arylidene]-2-(5-Phenyl-1HTetrazol- 1-yl) Acetohydrazide Synthesis and study of antimicrobial activity of substituted acetohydrazide
Iranian Journal of Pharmaceutical Sciences,
Vol. 6 No. 3 (2010),
1 July 2010
,
Page 179-184
https://doi.org/10.22037/ijps.v6.41270
Abstract
Reaction of 5-phenyl tetrazole with ethyl chloroacetate to form ethyl (5-phenyl-1H-tetrazol-1-yl) acetate (1). Compound 1 react with hydrazine hydrate in ethanol yield 2-(5-phenyl-1H-tetrazol-1-yl) acetohydrazide (2). The condensation of (2) with various aldehydes yield the corresponding substituted N'-[-arylidene]-2-(5-phenyl-1H-tetrazol-1-yl) acetohydrazide (3a- j). The compounds obtained were identified by spectral data and have been screened for antimicrobial activity. The most promising compounds having good antibacterial activity were 3b, 3c and 3i, and the best for antifungal activity were 3b, 3c and 3e.
Keywords:
- Antimicrobial activity
- Ciprofloxacin
- Griseofulvin
- Schiff’s bases
- Tetrazole
How to Cite
Popat B. Mohite, & Vaidhun H. Bhaskar. (2010). Synthesis, Characterization and Study of In Vitro Antimicrobial Activity of Some Substituted N’-[Arylidene]-2-(5-Phenyl-1HTetrazol- 1-yl) Acetohydrazide: Synthesis and study of antimicrobial activity of substituted acetohydrazide. Iranian Journal of Pharmaceutical Sciences, 6(3), 179–184. https://doi.org/10.22037/ijps.v6.41270
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[3] Upadhayaya RS, Jain S, Sinha N, Kishore N, Chandra R, Arora SK. Synthesis of novel substituted tetrazoles having antifungal activity. Eur J Med Chem 2004; 39: 579-92.
[4] Bachar SC, Lahiri SC. Synthesis of chloro and bromo substituted 5-(indan-1′-yl) tetrazoles and 5-(indan-1′-yl) methyltetrazoles as possible analgesic agents. Pharmazie 2004; 59: 435-8.
[5] Ray SM, Lahiri SC. Studies on 5-(indan-1′-yl)tetrazoles as potential non-steroidal antiinflammatory agents. J Indian Chem Soc 1990; 67: 324-6.
[6] Aliasghar J, Khalili D, Clercq ED, Salmi C,Brunel JM. Synthesis, antibacterial, antifungal and antiviral activity evaluation of some new bis-Schiff bases of isatin and their derivatives. Molecules 2007; 12:1720-30.
[7] Adamec J, Waisser K, Kunes J, Kaustova J. A note on the antitubercular activities of 1 aryl-5-benzylsulfanyltetrazoles. Arch Pharm 2005; 338: 385-9.
[8] Mohammed IA, Subrahmanyam EVS. Synthesis, characterization and antimicrobial activity of some substituted N'-arylidene-2-(quinolin-8-yloxy) aceto hydrazides. Acta Pharm Sinic 2009; 51: 163-8.
[9] Sari N, Arslan S, Loğoğlu E, Sakiyan İ. Antibacterial activites of some new amino acid-Schiff bases. Gazi Univ J Sci 2003; 16: 283-8.
[10] Saidul İM, Akhter FM, Bodruddoza MAK.Antineoplastic activity of 2-oxo benzylidine (3-oxo aniline) Cu (II) ethylene diamine. Pakistan J Biol Sci 2002; 5: 335-7.
[11] Iana V, Emanuela T, Francesca M, Fabio S.Aromatic Schiff bases and 2,3-disubstituted-1,3-thiazolidin-4-one derivatives as anti-inflammatory agents. Arkivoc 2004; 5: 364-74.
[12] Manjusha V, Surendra NP, Krishna NS, James SP.Anticonvulsant activity of Schiff bases of isatin derivatives. Acta Pharm 2004; 54: 49-56.
[13] Mohite PB, Pandhare RB, Khanage SG, Bhaskar VH. Synthesis and anti-inflammatory activity of some 5-phenyl-1-(acyl)-1,2,3,4-tetrazole. J Pharm Res 2010; 3: 43-6.
[14] Mohite PB, Pandhare RB, Khanage SG, Bhaskar VH, A novel approach for synthesis of substituted tetrazoles. Digest J Nanomat Biostruct 2009; 4:803-7.
[15] Menozzi G, Mosti L, Fossa P, Musiu C, Murgioni C, La Colla P. Synthesis and biological evaluation of azole derivatives, analogues of bifonazole, with phenylisoxazolyl or phenylpyrimidinyl moiety. Farmaco 2001; 56: 633-40.
[16] Menozzi G, Mosti L, Bruno O, Lo Presti E, Musiu C, Longu S, La Colla P, Filippelli W, Falcone G, Piucci B. Synthesis and biological evaluation of [a-(1,5-disubstituted 1H-pyrazolyl-4-yl)benzyl]azoles, analogues of bifonazole. Farmaco 1999; 54: 416.
[17] Liu LT, Lin YCh, Wang CLJ, Lin MS, Yen SCh, Chen HJ. Synthesis and biological activities of novel class of azole containing antifungal agents. Bioorg Med Chem Lett 1996; 6: 1335-8.
[18] Fringuelli R, Schiaffella F, Bistoni F, Pitzurra L,Vecchiarelli A. Azole derivatives of 1,4-benzothiazine as antifungal agents. Bioorg Med Chem 1998; 6: 103-8.
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