Quantitative structure activity relationships of some N1-aryl/heteroarylaminomethyl/ethyl-1,2,4-triazoles

Vesna Dimova, Katica Čolančevska-Ragenoviќ, Vladimir Kukurinov


Quantitative structure activity relationships (QSAR) analysis of a series of previously synthesized N1- arylaminomethyl/ethyl-1,2,4-triazole and N1-heteroarylaminomethyl/ethyl-1,2,4-triazole derivatives tested for growth inhibitory activity against Salmonella enteritidis, was performed using the computer-assisted multiple regression procedure. Using the Hansch and Free Wilson approaches, the activity contribution for either the aminomethyl/aminoethyl unit and aromatic/heteroaromatic ring was determined from the correlation equation. An excellent parabolic correlation was obtained between log1/C and F (regression coefficient R is 0.9800). In a bivariate correlation analysis, the correlations involving σ, MR and F were found to be good (R = 0.90 – 0.99). An excellent correlation was also obtained in tervariate correlation involving the same parameters (R = 0.995 – 0.999), with standard deviations below 0.06.


QSAR/QSPR; N1-heteroarylaminomethyl/ethyl-1,2,4-triazole; physico-chemical parameters

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C. Hansch, A. Leo, Exploring QSAR: Fundamentals and Applications in Chemistry and Biology, American Chemical Society, Washington, DC, 1995.

M. Karelson, V. Lobanov, A. Katritzky, Quantum- Chemical Descriptors in QSAR/QSPR Studies, Chem. Rev., 96, 1027–1043 (1996).

M. Tandon, J. P. Barthwal, T. N. Bhall, K. P. Bhargava, Synthesisi and Antiinflammatory Activity of Some New 3-(o-Substituted phenyl)-4-substituted-phenyl-5-alkyl/alkenyl- mercapto-1H-1,2,4-triazoles, Indian J. Chem, 20B, 1017–1018 (1981).

S. Rollas, Synthesis and Spectrometric Analysis of some 1,2,4-triazole-5-thiones, J. Fac. Pharm. Istanbul, 17, 155–163 (1981)

B. N. Goswami, J. C. S. Kataky, J. N. Baruah, Synthesis and Antibacterial Activity of 1-(2,4-Dichlorobenzoyl)-4- substituted Thiosemicarbazides, 1,2,4-Triazoles and Their Methyl Derivatives, J. Heterocyclic Chem., 21, 1225– 1229 (1984).

A. R. Jalilian, S. Sattari, M. Bineshmarvasti, A. Shafiee, M. Daneshtalab, Synthesis and in vitro antifungal and cytotoxicity evaluation of thiazolo-4H-1,2,4-triazoles and 1,2,3-thiadiazolo-4H-1,2,4-triazoles-1,2,4-4H-triazolesthiazoles- 1,2,3-thiadiazoles, Arch. Der Pharmazie, 333, 347–354 (2000).

N. Guelerman, S. Rollas, M. Uelgen, Synthesis and in vitro microsomal metabolism of 4-ethyl-5-(4-fluorophenyl)- 2,4-dihydro-3H-1,2,4-triazole-3-thione and its potential metabolites. Boll. Chim. Farm. 137 (5), 140–143 (1998).

M. Lazarevi , V. Dimova, J. Csanadi, M. Popsavin, Lj. Klisarova, Synthesis of some new 4,5-disubstituted-2,4- dihidro-3H-1,2,4-triazoline-3-thiones, Bull. Chem. Technol. Macedonia, 2, 97–103 (1997).

M. Lazarevi , V. Dimova, D. Molnar Gabor, V. Kakurinov, K. Colanceska Ragenovic, Synthesis of some N1- Aryl/heteroarylaminomethyl/ethyl-1,2,4-triazoles and their antibacterial and antifungal activities, Heterocyclic Communications, 7, 577–582 (2001).

K. Colanceska, V. Dimova, V. Kakurinov, D. Molnar- Gabor, A. Buzarovska, Synthesis and antibacterial and antifungal activity of 4-substituted-5-aryl-1,2,4-triazole, Molecules, 6, 815–824 (2001).

N. Perisic-Janjic, M. Acinski, N. Janjic, M. Lazarevic, V. Dimova, Study of the liphophilicity of some 1,2,4-triazole derivatives by RPHPLC and TLC, J. of Planar Chromatogr., 13, 281–284 (2000).

B. Spasovska-Gerasimova, S. Ilievska, K. olan eska Ragenovi , M. Lazarevi , V. Dimova, Treatment of cotton textile material with N1-

-(1,2,4-triazole-1-yl)methyl)- 4-amino-1,2,4-triazole for imparting antimicrobial properties”, Vlákna a textil, 9, 46–49 (2002).

S. Rollas, N. Kalyoncu lu, D. Sur-Altiner, Y. Ye en lu, 5-(4-Aminophenyl)-4-substituted-2,4-dihydro-3H-1,2,4- triazole-3-thiones: Synthesis and antibacterial and antifungal activities, Pharmazie, 48, 308–309 (1993)



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