Synthesis of various isoniazidothiazolidinones and their imidoxy derivatives of potential biological interest

Abstract

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.

Synthesis, Characterization and Pharmacological Evaluation of Biphenyl Based 4-Thiazolidinones

“…1 H-NMR spectra were recorded on Varian Mercury (600 mHz) and Bruker Avance II (400 mHz) using DMSO-d 6 and CDCl 3 , as solvents and TMS was internal standard. 1 H NMR and Mass spectra studies was outsourced from Sophisticated Analytical Instrument facility (SAIF), Punjab. Purification of intermediate and final products was performed by techniques such as re-crystallization or column chromatography using appropriate solvents and solvent systems as per requirements.…”

“…The structures of the synthesized compounds (VIIa-VIIh) were confirmed by elemental analysis and IR spectra (KBr pellet technique). 1 H NMR (DMSO-d 6 and CDCl 3 as solvents and TMS was internal standard), Mass spectral analysis and elemental analysis (carbon, hydrogen, nitrogen) was carried out for representative compounds.…”

“…The incidences of microbial infections have increased over the last two decades leading to superficial illness to life threatening diseases. 1 If atleast one atom other than carbon forming the part of a ring system is replaced by other atom, then it is designated as a heterocyclic compound. Of the various divisions of organic chemistry which are assumed to have immense biological and industrial importance, heterocyclic chemistry has a major share.…”

Design, Synthesis and Antimicrobial Activity of 2-Aromatic Substituted-1,3-Thaizolidine Derivatives

“…The synthesized compounds were evaluated for Antimicrobial activity by agar diffusion method. Ranjana et al [7] prepared a series of phthalimido [ 2- Meltem Ceylan et al [8] prepared 3-(substituted-benzyl)-5-(4-chloro-2-piperidin-1yl-thiazole-5ylmethylene)-thiazolidine-2,4-dione derivatives and evaluated their antimicrobial activity against Bhoot D. P. et al [4] prepared a series of 2-arylimino-3-aryl-5-[5′- (3,4-dichlorophenyl)-2′furylidene]-4-thiazolidinones and analyzed their antimicrobial activity against E. coli, P.…”

Synthesis of 5-arylidine amino-1,3,4-thiadiazol-2-[(N-substituted benzyol)]sulphonamides endowed with potent antioxidants and anticancer activity induces growth inhibition in HEK293, BT474 and NCI-H226 cells

“…Schiff bases are also one of the intensively investigated classes of aromatic and heteroaromatic compounds. This class of compounds showed a variety of applications ranging from anticancer (Sharma et al ., 1998 ; Kuzmin et al ., 2005 ), antibacterial (More et al ., 2002 ; Vaghasiya et al ., 2004 ), diuretic (Supran et al ., 1996 ), antifungal (Manrao et al ., 1982 , 1995 , 2001 ) and antiparasitic activity (Rathelot et al ., 2002 ). They have also medicinal importance and are used in drug design due to their activity against a wide range of organisms (Khan et al ., 2002 ; Verma et al ., 2004 ).…”