Abstract

A series of bis–[4-N-amino-5-mercapto-1,2,4-triazol-3-yl] alkanes (1a-e) and their Schiff bases with 2-adamanta-none (2a-d) and bis – [1, 2, 4-triazolo [3, 4-b] - 1, 3, 4-thiadiazol-4-yl] alkanes (3a-e) have been synthesized with high yields. The cytotoxicity study of these newly synthesized compounds against brine shrimp lethality test as well as Structure-Activity-Relationship (SAR) has been discussed.

Highlights

  • Triazoles are five membered heterocyclic compounds having three nitrogen atoms

  • Infrared spectra were recorded on DR-8001, SHI-MADZU FT-IR spectrophotometer as a solid which was finely grounded in a small agate mortar with a drop of nujol as a mull and in KBr disk. 1H-NMR spectra were measured by WP 400-NMR spectrometer, deuterated solvents such as dimethyl sulfoxide (DMSO-d6), methanol (CD3OD) and chloroform (CDCl3) were used as solvents and the chemical shifts were quoted as δ-value relative to tetramethyl silane (TMS, δ = O) as an internal standard

  • All the newly synthesized compounds analyzed satisfactory for their nitrogen content

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Summary

Introduction

Triazoles are five membered heterocyclic compounds having three nitrogen atoms. They are of two types: If two triazole units are linked by carbon atoms, they form bis-triazole. The obligatory bis-[4-N-amino-5-mercapto-1, 2, 4-triazol -3-yl] alkanes, 1a-e were synthesized by the direct fusion of dicarboxylic acids (n = 1-5) with thiocarbohydrazide (Scheme 1). These bis-triazolylalkanes, 1ae were converted into their respective Schiff bases, 2a-d by condensing them with 2-adamantanone in the presence of few drops of concentrated sulfuric acid.

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