The effect of the change of synthetic route on the product 945400-80-6

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Discovery of 2-aryl and 2-pyridinylbenzothiazoles endowed with antimicrobial and aryl hydrocarbon receptor agonistic activities, published in 2020-08-01, which mentions a compound: 945400-80-6, Name is 2-Bromobenzo[d]thiazol-6-amine, Molecular C7H5BrN2S, Reference of 2-Bromobenzo[d]thiazol-6-amine.

Benzothiazole is a privileged scaffold in medicinal chem. present in diverse bioactive compounds with multiple pharmacol. applications such as analgesic, anticonvulsant, antidiabetic, anti-inflammatory, anticancer and radioactive amyloidal imagining agents. We reported in this work the study of sixteen functionalized 2-aryl and 2-pyridinylbenzothiazoles as antimicrobial agents and as aryl hydrocarbon receptor (AhR) modulators. The antimicrobial activity against Gram-pos. (S. aureus and M. luteus) and Gram-neg. (P. aeruginosa, S. enterica and E. coli) pathogens yielded MIC ranging from 3.13 to 50μg/mL and against the yeast C. albicans, the benzothiazoles displayed MIC from 12.5 to 100μg/mL. All compounds showed promising antibiofilm activity against S. aureus and P. aeruginosa. The arylbenzothiazole 12 displayed the greatest biofilm eradication in S. aureus (74%) subsequently verified by fluorescence microscopy. The ability of benzothiazoles to modulate AhR expression was evaluated in a cell-based reporter gene assay. Six benzothiazoles (7, 8-10, 12, 13) induced a significant AhR-mediated transcription and interestingly compound 12 was also the strongest AhR-agonist identified. Structure-activity relationships are suggested herein for the AhR-agonism and antibiofilm activities. Furthermore, in silico predictions revealed a good ADMET profile and druglikeness for the arylbenzothiazole 12 as well as binding similarities to AhR compared with the endogenous agonist FICZ.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider