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Microwave‐Assisted Synthesis and Antituberculosis Screening of Some 4‐((3‐(Trifluoromethyl)‐5,6‐dihydro‐[1,2,4]triazolo[4,3‐ a ]pyrazin‐7(8 H )‐l)methyl)benzenamine Hybrids
Author(s) -
Patil Yogesh,
Shingare Ramesh,
Choudhari Amit,
Sarkar Dhiman,
Madje Balaji
Publication year - 2019
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3416
Subject(s) - chemistry , trifluoromethyl , microwave irradiation , mycobacterium tuberculosis , stereochemistry , nuclear chemistry , tuberculosis , organic chemistry , catalysis , medicine , alkyl , pathology
In the present investigation, a series of 4‐((3‐(trifluoromethyl)‐5,6‐dihydro‐[1,2,4]triazolo[4,3‐ a ]pyrazin‐7(8 H )‐yl)methyl)benzenamine analogs 6a–o were synthesized and characterized by IR, NMR ( 1 H and 13 C), and mass spectra. All newly synthesized compounds 6a–o were prepared under conventional and microwave irradiation methods. These compounds obtained in higher yields and in shorter reaction times in the microwave irradiation method when compared with the conventional method. Synthesized compounds 6a–o were inspected for their in vitro antitubercular activity against Mycobacterium tuberculosis H 37 Ra using an established XTT reduction menadione assay. Among the screened compounds, 6i (IC 50 : 1.82 μg/mL), 6j (IC 50 : 1.02 μg/mL), and 6k (IC 50 : 1.59 μg/mL) showed excellent activity. Furthermore, compound 6i showed MIC 90 value of 16.02 μg/mL. In summary, the results indicate the identification of some novel, selective, and specific inhibitors against M. tuberculosis that can be explored further for the potential antitubercular drug.