Synthesis and <i>in Vitro</i> Biological Activities of 4,5-Disubstituted 1,2,4-Triazole-3-Thiols

Abstract

Purpose: The triazole nucleus is an important part of the therapeutically interesting drug candidate as antimicrobial, analgesic, anticancer, anticonvulsant and anti-inflammatory agents. Methods: Therefore, in this study, twelve 4,5-disubstituted-1,2,4-triazole-3-thiols were synthesized by the reaction of substituted isothiocyanates and hydrazides using the common method of base catalysed intramolecular dehydrative cyclization of substituted thiosemicarbazides 3(a-f) and 4(a-f). The structures of these compounds were characterized by means of FT-IR, 1 H-NMR, and elemental analysis data. All these compounds were screened for antibacterial, antioxidant, antitumor and cytotoxic activities. Results: Among these compounds: 5c, 5f and 6f were found active against gram positive cocci, the compounds 5a, 5b, 5d, 6a and 6f showed 85% free radical scavenging effect at 3 ppm when tested for antioxidant activity, 75% tumors inhibition was recorded using 5c, 5d and 6a and brine shrimps lethality assay declared 5a, 5b and 6d was 129.62 µg/ml, 161.577 µg/ml and 81.56 µg/ml respectively. Conclusion: Compounds carrying significant bioactivity can be further studied using animal models to establish their safety profile prior to initiating clinical trials.

Design, synthesis and pharmaco-toxicological assessment of 5-mercapto-1,2,4-triazole derivatives with antibacterial and antiproliferative activity

“…Nadeem et al (24) reported the synthesis of 4,5-disubstituted-1,2,4-triazoles-3-thiols that proved active as antioxidants and exhibited antibacterial activity against Gram-positive cocci, as well as significant cytotoxic activity (24). In addition, in another study, 1,2,4-triazole-3-thione derivatives bearing pyrazole moieties were synthesized and tested against two human cancer cell lines, MCF7 (breast carcinoma) and HeLa (cervix carcinoma) cells using doxorubicin as a reference drug (25); all compounds revealed stronger cytotoxic activity than doxorubicin accompanied by moderate antibacterial activity.…”

In vitro Biological Evaluation of 1,2,4-triazole Mannich Base

“…However, he derivatives of 4,5disubstituted-1,2,4-triazole-3-thione compounds synthesized by Nadeem et al were examined for their antioxidant activity using DPPH radical. The results showed a considerable reduce in the concentration of DPPH radical because of these compounds' ability to scavenge radicals 41 .…”

Synthesis, Spectral, Thermal and Biological Studies of 4-Cyclohexyl-3-(4-nitrophenyl)methyl-1,2,4-triazolin-5-thione and Its Copper(II) Coordination Compound, [CuCl2(H2O)2L2]

“…The following are available online at http://www.mdpi.com/1996-1944/13/18/4135/s1, Figure S1: 1 H NMR spectrum for compound 2, Figure S2: 13 C NMR spectrum for compound 2, Figure S3: 1 H NMR spectrum for compound 3, Figure S4: 13…”

“…Drugs can sometimes have a simultaneous negative effect on a human organism. Some of the most common drawbacks of using drugs are unwanted side effects, low efficiency and possible drug addiction; however, this problem can be solved through discovering new medicines or modifying drugs that are already in use [ 1 , 2 ]. Coordination chemistry creates a great opportunity to obtain new coordination compounds that may display better properties than drugs used in their standard form [ 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 ].…”