8-Hydroxyquinoline 1 reacts with ethyl chloroacetate in the presence of anhydrous K 2 CO 3 to produce ethyl (quinolin-8-yloxy)acetate 2. Treatment of 2 with hydrazine hydrate forms 2-(quinolin-8-yloxy)acetohydrazide 3, which on condensation with various aldehydes 4a-e gives
N'-{[(1Z)-arylmethylene]-2-(quinolin-8-yloxy)}acetohydrazides5a-e. These, on cyclization with mercaptosuccinic acid, yield (2-aryl-4-oxo-3-{[(quinolin-8-yloxy)acetyl]amino}-1,3-thiazolidin-5-yl) acetic acids 6a-e. Compounds 6a-e are further converted into acid chloride derivatives 7a-e by reaction with thionyl chloride. Subsequent treatment of 7a-e with N-hydroxysuccinimide in the presence of TEA furnishes the title compounds 8a-e. Antibacterial and antifungal activities of the final compounds have been evaluated and all the compounds have shown significant inhibition of bacterial and fungal growth.
A variety of phthalimido[2-aryl-3-(5′-(4′′-pyridyl)-1′,3′,4′-thiadiazol-2′-yl)-4-oxothiazolidin-5-yl]ethanoates 7a-h and 3-N-alkoxyphthalimido-2-isonicotinoylhydrazido-1,3-thiazolidin-4-ones 9a-c were synthesized using thiosemicarbazide of isoniazid 2 by two alternative pathways. The structures of these compounds were confirmed by IR, NMR ( 1 H & 13 C) and Mass spectral studies. Synthesized compounds 7a-h and 9a-c were evaluated for their antimicrobial activity. Some of the compounds exhibited good antimicrobial activity compared to standard drugs. The structure activity relationships of synthesized compounds have also been studied in order to develop the most potential antimicrobial agent for preclinical evaluation.
3-Methylpyrazol-5-one 3 reacts with substituted benzaldehydes 4a-d in the presence of anhydrous sodium acetate to produce the corresponding 4-arylidene-5-methyl-2,4-dihydro-pyrazol-3-ones 5a-d and the condensation of 5a-d with 2-bromoalkoxy-1H-isoindole-1, 3-(2H)-diones 2a-c furnished corresponding 2-[2-(4-arylidene-3-methyl-5-oxo-4,5-dihydro-pyrazol-1-yl)alkoxy]-isoindole-1,3-diones 6a-l, which on cyclisation with o-phenylendiamine give titled compounds 7a-l. All the synthesized compounds have been characterized by elemental analysis and spectral data and screened for their antibacterial properties against various bacterial strains in order to obtain chemotherapeutic properties.
VIII) lead us to some interesting results variable with a pH. The structure of all synthesized compounds has been established by IR, 1 H NMR, and mass studies. These compounds have been screened for antimicrobial activities in order to evaluate the possibility of the derivatives to be used as potential chemotherapeutic agents.
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