37394-93-7Relevant articles and documents
Synthesis and Anti-Arrhythmic Activity of the Chloride and Salicylate Salts of Morpholinoacetic Acid Ortho-Toluidide
Gashkova,Rudakova,Syropyatov, B. Ya.
, p. 641 - 643 (2017)
Acylation of ortho-toluidine hydrochloride by chloroacetylchloride followed by amination by morpholine in the presence of an excess of Et3N produced morpholinoacetic acid ortho-toluidide and its salicylate salt. The acute toxicity and anti-arrh
N-Aryl mercaptoacetamides as potential multi-target inhibitors of metallo-β-lactamases (MBLs) and the virulence factor LasB fromPseudomonas aeruginosa
Brunst, Steffen,Ducho, Christian,Frank, Denia,Hirsch, Anna K. H.,Kramer, Jan S.,Proschak, Ewgenij,Rotter, Marco,Voos, Katrin,Weizel, Lilia,Wichelhaus, Thomas A.,Yahiaoui, Samir,Haupenthal, J?rg
supporting information, p. 1698 - 1708 (2021/11/23)
Increasing antimicrobial resistance is evolving to be one of the major threats to public health. To reduce the selection pressure and thus to avoid a fast development of resistance, novel approaches aim to target bacterial virulence instead of growth. Another strategy is to restore the activity of antibiotics already in clinical use. This can be achieved by the inhibition of resistance factors such as metallo-β-lactamases (MBLs). Since MBLs can cleave almost all β-lactam antibiotics, including the “last resort” carbapenems, their inhibition is of utmost importance. Here, we report on the synthesis andin vitroevaluation ofN-aryl mercaptoacetamides as inhibitors of both clinically relevant MBLs and the virulence factor LasB fromPseudomonas aeruginosa. All testedN-aryl mercaptoacetamides showed low micromolar to submicromolar activities on the tested enzymes IMP-7, NDM-1 and VIM-1. The two most promising compounds were further examined in NDM-1 expressingKlebsiella pneumoniaeisolates, where they restored the full activity of imipenem. Together with their LasB-inhibitory activity in the micromolar range, this class of compounds can now serve as a starting point for a multi-target inhibitor approach against both bacterial resistance and virulence, which is unprecedented in antibacterial drug discovery.
Synthesis of (2-chloroquinolin-3-yl)-1,3,4-thiadiazole-2-carboxamides
Aksenov, A. N.,Krayushkin, M. M.,Yarovenko, V. N.
, p. 1131 - 1134 (2021/07/21)
(2-Chloroquinolin-3-yl)-1,3,4-thiadiazole-2-carboxamides were synthesized from hydrazones obtained via the reaction of 3-formyl-2-chloroquinoline with oxamic acid thiohydrazides.