New application of 1,2,4-triazole derivatives as antitubercular agents. structure, in vitro screening and docking studies was written by Karczmarzyk, Zbigniew;Swatko-Ossor, Marta;Wysocki, Waldemar;Drozd, Monika;Ginalska, Grazyna;Pachuta-Stec, Anna;Pitucha, Monika. And the article was included in Molecules in 2020.Formula: C7H3Cl2NS This article mentions the following:
A series of 1,2,4-triazole derivatives I (Ar = 2-pyridyl, 3-pyridyl, 4-pyridyl, pyridin-3-ylmethyl, pyridin-4-ylmethyl; R = 2-FC6H4, 2-ClC6H4, 4-MeOC6H4, etc.) were synthesized and assigned as potential anti-tuberculosis substances. The mol. and crystal structures for the model compounds I (Ar = 2-pyridyl; R = 2-FC6H4), I (Ar = 3-pyridyl, 4-MeOC6H4) and I (Ar = 2-pyridine-3-ylmethyl; R = 2,4-Cl2C6H3) were determined using X-ray anal. The lipophilicity (logP) and electronic parameters as the energy of frontier orbitals, dipole moments, NBO net charge distribution on the atoms, and electrostatic potential distribution for all structures were calculated at AM1 and DFT/B3LYP/6-311++G(d,p) level. The in vitro test was done against M. tuberculosis H37Ra, M. phlei, M. smegmatis, and M. timereck. The obtained results clearly confirmed the antituberculosis potential of compound I (Ar = 2-pyridyl; 3,4-Cl2C6H3) which turned out to be the most active against Mycobacterium H37Ra (MIC = 0.976μg/mL), Mycobaterium pheli (MIC = 7.81μg/mL) and Mycobacerium timereck (62.6μg/mL). Satisfactory results were obtained with compounds I (Ar = 3-pyridyl; R = 3,4-Cl2C6H3), I (Ar = 2-pyridyl; R = C6H5) I (Ar =pyridin-4-ylmethyl; R = 3,4-Cl2C6H3) vs. Myc. H37Ra, Myc. pheli, Myc. timereck (MIC = 31.25-62.5μg/mL). The mol. docking studies were carried out for all investigated compounds using the Mycobacterium tuberculosis cytochrome P 450 CYP121 enzyme as mol. a target connected with antimycobacterial activity. In the experiment, the researchers used many compounds, for example, 2,4-Dichlorophenylisothiocyanate (cas: 6590-96-1Formula: C7H3Cl2NS).
2,4-Dichlorophenylisothiocyanate (cas: 6590-96-1) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.Formula: C7H3Cl2NS
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics