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Synthesis of novel 2‐acetamidothiazoles tethered with 1,2,3‐triazole and pyridine pharmacophores
Author(s) -
Kaushik Reena,
Chand Mahesh,
Rashid Mohd.,
Jain Subhash C.
Publication year - 2018
Publication title -
heteroatom chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.283
H-Index - 42
eISSN - 1098-1071
pISSN - 1042-7163
DOI - 10.1002/hc.21447
Subject(s) - chemistry , pyridine , pharmacophore , acetamide , thiazole , molecule , amine gas treating , 1,2,4 triazole , combinatorial chemistry , thiol , triazole , aromatic amine , stereochemistry , organic chemistry
A novel series of 2‐acetamidothiazoles bearing 1,2,3‐triazole and pyridine moieties were designed and synthesized using simple chemical methodology. 3‐Amino pyridine was converted into a potent intermediate 2‐chloro‐ N ‐(4‐(5‐methyl‐1‐(pyridin‐3‐yl)‐1H‐1,2,3‐triazol‐4‐yl)thiazol‐2‐yl)acetamide ( 5 ) in four steps using molecular modification approach. Heterocyclic amine(s)/ heterocyclic and aromatic thiol(s) were then introduced in 5 to obtain target compounds 6a‐6i . In all, we have synthesized eleven novel molecules which have the flavor of each of these heterocyclic moieties, viz. pyridine, 1,2,3‐triazole, 2‐acetamido‐thiazole, heterocyclic amine(s)/ heterocyclic and aromatic thiol(s). The presence of each of these bioactive moieties in a single molecular frame could be beneficial to the development of new drug candidate because these moieties together contribute to the overall resultant biological activity of the target hybrid molecule. Structure elucidation of all the newly synthesized compounds was established using IR, 1 H, 13 C NMR, mass spectrometry along with their elemental analyses.

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