15644-91-4Relevant articles and documents
New insights into the SAR and drug combination synergy of 2-(quinolin-4-yloxy)acetamides against Mycobacterium tuberculosis
Giacobbo, Bruno Couto,Pissinate, Kenia,Rodrigues-Junior, Valnês,Villela, Anne Drumond,Grams, Estêv?o Silveira,Abbadi, Bruno Lopes,Subtil, Fernanda Teixeira,Sperotto, Nathalia,Trindade, Rogério Valim,Back, Davi Fernando,Campos, Maria Martha,Basso, Luiz Augusto,Machado, Pablo,Santos, Diógenes Santiago
, p. 491 - 501 (2016/12/09)
2-(Quinolin-4-yloxy)acetamides have been described as potent and selective in vitro inhibitors of Mycobacterium tuberculosis (Mtb) growth. Herein, a new series of optimized compounds were found to demonstrate highly potent antitubercular activity, with minimum inhibitory concentration (MIC) values against drug-susceptible and drug-resistant Mycobacterium tuberculosis strains in the submicromolar range. Furthermore, the most active compounds had no apparent toxicity to mammalian cells, and they showed intracellular activities similar to those of isoniazid and rifampin in a macrophage model of Mtb infection. Use of the checkerboard method to investigate the association profiles of lead compounds with first- and second-line antituberculosis drugs showed that 2-(quinolin-4-yloxy)acetamides have a synergistic effect with rifampin. Ultimately, the good permeability, moderate rates of metabolism and low risk of drug-drug interactions displayed by some of the synthesized compounds indicate that 2-(quinolin-4-yloxy)acetamides may yield candidates to use in the development of novel alternative therapeutics for tuberculosis treatment.
NaHSO4/SiO2: An efficient catalyst for the synthesis of β-enaminones and 2-methylquinolin-4(1H)-ones under solvent-free condition
Sapkal, Suryakant B.,Shelke, Kiran F.,Shingate, Bapurao B.,Shingare, Murlidhar S.
experimental part, p. 723 - 726 (2011/03/19)
An efficient and simplified protocol for NaHSO4/SiO2 catalyzed solvent-free synthesis of β-enaminone and 2-methylquinolin-4(1H)- one derivatives under microwave irradiation is described. A series of functionalized derivatives have been synthesized in shorter reaction times with moderate to good yields. The use of milder catalyst in non-conventional method offers significant advantages over conventional methods, such as higher selectivities, simplicity, solvent-free reaction and non-environmental polluting conditions.
New 6-ethoxyquinolines as simple optoquine analogues
Jones, Raymond C. F.,Collighan, Russell J.,Crane, Joanna,Hodges, Nikolas J.,Ling, Matthew S.,Stroud, Joanne
, p. 3185 - 3191 (2007/10/03)
Reaction of 6-ethoxylepidine (6-ethoxy-4-methylquinoline) with strong base and electrophiles leads to new derivatives, as possible optoquine analogues.