Category: chlorides-buliding-blocksIn 2020 ,《Design, synthesis, and evaluation of new 2-(quinoline-4-yloxy)acetamide-based antituberculosis agents》 appeared in European Journal of Medicinal Chemistry. The author of the article were Borsoi, Ana Flavia; Paz, Josiane Delgado; Abbadi, Bruno Lopes; Macchi, Fernanda Souza; Sperotto, Nathalia; Pissinate, Kenia; Rambo, Raoni S.; Ramos, Alessandro Silva; Machado, Diana; Viveiros, Miguel; Bizarro, Cristiano Valim; Basso, Luiz Augusto; Machado, Pablo. The article conveys some information:
Using a classical mol. simplification approach, a series of 36 quinolines I [R1 = H, Me; R2 = Ph, 4-MeC6H4, 4-FC6H4, etc.] and II [R3 = Ph, Bn, 2-naphthyl, etc.] were synthesized and evaluated as in vitro inhibitors of Mycobacterium tuberculosis (M. tuberculosis) growth. Structure-activity relationship (SAR) studies leaded to potent antitubercular agents, with min. inhibitory concentration (MIC) values as low as 0.3μM against M. tuberculosis H37Rv reference strain. Furthermore, the lead compounds were active against multidrug-resistant strains, without cross-resistance with some first- and second-line drugs. Testing the mols. against a spontaneous mutant strain containing a single mutation in the qcrB gene (T313A) indicated that the synthesized quinolines targeted the cytochrome bc1 complex. In addition, leading compounds were devoid of apparent toxicity to HepG2 and Vero cells and showed moderate elimination rates in human liver S9 fractions. Finally, the selected structures inhibited M. tuberculosis growth in a macrophage model of tuberculosis infection. Taken together, these data indicated that this class of compounds may furnish candidates for the future development of antituberculosis drugs. In the part of experimental materials, we found many familiar compounds, such as 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Category: chlorides-buliding-blocks)
1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.Category: chlorides-buliding-blocks It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics