Author(s)

Bhagwat Jadhav¹, R. Kenny², Y. Nivid³, Mustapha Mandewale¹, Ramesh Yamgar^2*

¹P.G. and Research Centre, Department of Chemistry, Government of Maharashtra, Ismail Yusuf College of Arts, Science and Commerce, Mumbai, India.
²Department of Chemistry, Chikitsak Samuha’s Patkar-Varde College of Arts, Science and Commerce, Mumbai, India.
³Terna Medical College, Mumbai, India.

A series of substituted 2,7-dimethylimidazo[1,2-a]pyridine-3-carboxamides derivatives 5a-5m were synthesized through multi-step reactions. To achieve the synthesis of the desired compounds monobromo and dibromo substituted 2-amino-γ-picoline was reacted with ethyl 2-chloroacetoacetate. The crude ethyl ester subjected to hydrolysis in presence of lithium hydroxide to get 2a and 2b, with imidazo[1,2-a]pyri- dine-3-carboxylic acid to get 3a-3b, on treatment with substituted amines 4a-4g to get desired product 5a-5m in presence of EDCI and HOBt. The substituted imidazo[1,2-a]pyridine-3-carboxamides are characterized by FTIR, 1H-NMR, 13C-NMR and mass spectra. These newly synthesized compounds were tested in vitro for their antimycobacterial activity. The preliminary results of antituberculosis study showed that most of the synthesized compounds 5a-5m demonstrated moderate to good antituberculosis activity. Among the tested compounds 5b, 5d and 5e were found to be the most active with minimum inhibitory concentration (MIC) of 12.5 μg/mL against Mycobacterium tuberculosis (H37 RV strain) ATCC No-27294.

Carboxamides, Imidazo[1, 2-a]Pyridine, Tuberculosis

Jadhav, B. , Kenny, R. , Nivid, Y. , Mandewale, M. and Yamgar, R. (2016) Synthesis and Evaluation of Antituberculosis Activity of Substituted 2,7-Dimethylimidazo [1,2-a]Pyridine-3-Carboxamide Derivatives. Open Journal of Medicinal Chemistry, 6, 59-69. doi: 10.4236/ojmc.2016.64006.