An Exquisite Design Process and Impacting Synthesis of 2-methyl Nicotinamide Derivatives and their Anti-bacterial Activity Closet to Fab I Inhibitors

Synthesis of “5-(2,5-difluoro-4-((4-methylpiperazin-1-yl) methyl) phenyl)-N-(2-methoxybenzyl)-2-ethyl nicotinamide and 2-fluoro-4-(6-fluoro pyridine-2-yl)-6-(4-methyl piperazine-1-yl)” benzaldehyde derivatives has been developed using the 4−bromo−2,5 –difluoro benzaldehyde and 4−bromo−2,6−diflouro benzaldehyde and further this chemical to prepare the various novel derivatives. Synthesized compounds have been characterized using FTIR, 1H-NMR, 13CNMR etc. Such developed molecules are novel, cost-effective, and can be prepared by industrially viable methods. As a result of the fewer reaction steps, the high yield, and the purity of the organic chemical generated, the procedure described is less strenuous. Compared to earlier synthetic approaches, the newly discovered route is thought to be the most efficient and shortest. The established method may make it easier to prepare a variety of important intermediates and active medicinal compounds. The versatility of this work is the same reagent Titanium isopropoxide was used for both reductive aminations and SNAr couplings.The primary goal of this endeavor is to create novel compounds based on Fab I inhibitor analogs and assess their antibacterial efficacy.The produced substances were examined on “gram-positive bacteria (S.aureus, B.subtilis)and also on gram-negative bacteria (E. coli, P.aeruginosa).” Among all the compounds examined, the nicotinamide derivative 9B showed the MIC 32 (g/ml) against staphylococcus aureus and also on B.subtilis. The derivatives 9C and 9D also haveanti-bacterial resistance at 64 (g/ml) on gram-positive bacteria. The aldehyde derivatives 13C and 13D had bacterial resistance at MIC 32 (g/ml) against staphylococcus aureus and also on B.subtilis. The docking studies of the synthesized molecules were also examined on the 7ap6 enzyme. The synthesized molecules are very well fit into the enzyme and they have better binding energy than the standard molecules triclosan and MUTO56399.

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Journal
Oriental Journal Of Chemistry
Published
2024-10-31
DOI
https://doi.org/10.13005/ojc/400506
Primary Topic
Click Chemistry and Applications
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article
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article

An Exquisite Design Process and Impacting Synthesis of 2-methyl Nicotinamide Derivatives and their Anti-bacterial Activity Closet to Fab I Inhibitors

N. Srinivasu, S. Raghunadh Acharyulu, Sivaranjani Jampala, M Arundhuthi
Oriental Journal Of Chemistry
Click Chemistry and Applications
article

An Exquisite Design Process and Impacting Synthesis of 2-methyl Nicotinamide Derivatives and their Anti-bacterial Activity Closet to Fab I Inhibitors

N. Srinivasu, S. Raghunadh Acharyulu, Sivaranjani Jampala, M Arundhuthi
article en

Abstract

Synthesis of “5-(2,5-difluoro-4-((4-methylpiperazin-1-yl) methyl) phenyl)-N-(2-methoxybenzyl)-2-ethyl nicotinamide and 2-fluoro-4-(6-fluoro pyridine-2-yl)-6-(4-methyl piperazine-1-yl)” benzaldehyde derivatives has been developed using the 4−bromo−2,5 –difluoro benzaldehyde and 4−bromo−2,6−diflouro benzaldehyde and further this chemical to prepare the various novel derivatives. Synthesized compounds have been characterized using FTIR, 1H-NMR, 13CNMR etc. Such developed molecules are novel, cost-effective, and can be prepared by industrially viable methods. As a result of the fewer reaction steps, the high yield, and the purity of the organic chemical generated, the procedure described is less strenuous. Compared to earlier synthetic approaches, the newly discovered route is thought to be the most efficient and shortest. The established method may make it easier to prepare a variety of important intermediates and active medicinal compounds. The versatility of this work is the same reagent Titanium isopropoxide was used for both reductive aminations and SNAr couplings.The primary goal of this endeavor is to create novel compounds based on Fab I inhibitor analogs and assess their antibacterial efficacy.The produced substances were examined on “gram-positive bacteria (S.aureus, B.subtilis)and also on gram-negative bacteria (E. coli, P.aeruginosa).” Among all the compounds examined, the nicotinamide derivative 9B showed the MIC 32 (g/ml) against staphylococcus aureus and also on B.subtilis. The derivatives 9C and 9D also haveanti-bacterial resistance at 64 (g/ml) on gram-positive bacteria. The aldehyde derivatives 13C and 13D had bacterial resistance at MIC 32 (g/ml) against staphylococcus aureus and also on B.subtilis. The docking studies of the synthesized molecules were also examined on the 7ap6 enzyme. The synthesized molecules are very well fit into the enzyme and they have better binding energy than the standard molecules triclosan and MUTO56399.

Oriental Journal Of ChemistryVol. 40(5)
Vignan's Foundation for Science, Technology & Research (IN), P.V. Narsimha Rao Telangana Veterinary University (IN)
Openalex Percentile: Top 85%
Click Chemistry and Applications
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