N-[2-(4-Chloro­phen­yl)-5-methyl-4-oxo-1,3-thia­zolidin-3-yl]pyridine-3-carboxamide

The title compound, C16H14ClN3O2S, crystallizes with two mol­ecules in the asymmetric unit. In the 1,3-thia­zolidine rings, the carbonyl O atoms, the S atoms, the methyl groups and the ring carbon attached to the methyl groups are disordered with occupancy ratios of 0.509 (7):0.491 (7) in one mol­ecule and 0.464 (14):0.536 (14) in the other. The crystal structure is stabilized by inter­molecular N—H⋯N, C—H⋯O hydrogen bonds and C—H⋯Cl inter­actions. In addition, there is a π–π stacking inter­action [centroid–centroid distance = 3.794 (3) Å] between the benzene and pyridine rings

Synthesis, antibacterial and antifungal activities of 3-(1,2,4-triazol-3-yl)-4-thiazolidinones

A new series of 3-(1,2,4-triazol-3-yl)-4-thiazolidinone derivatives has been synthesized by the reaction of Schiff bases of 3-amino-1,2,4-triazoles with mercaptoacetic acid and 2-mercaptopropionic acid. Their antibacterial and antifungal activities were evaluated against S. aureus, S. epidermidis, C. albicans and C. glabrata

Stereochemical Investigations of Diastereomeric N-[2-(Aryl)-5-methyl-4-oxo-1,3-thiazolidine-3-yl]-pyridine-3-carboxamides by Nuclear Magnetic Resonance Spectroscopy (1D and 2D)

Some new N-[2-(aryl)-5-methyl-4-oxo-1,3-thiazolidine-3-yl]-pyridine-3-carboxamides were synthesized and their structures were investigated by IR, NMR(H-1, C-13, and 2D), and mass spectra. The presence of C-2 and C-5 stereogenic centers on the thiazolidinone ring resulted in diastereoisomeric pairs. The configurations of two stereogenic centers were assigned based upon H-1 NMR analysis of coupling constants and 2D nuclear overhauser enhancement spectroscopy (NOESY) experiment. Resolution of the diastereoisomers was performed by high performance liquid chromatography (HPLC) using a chiral stationary phase

ENANTIOSELECTIVE QUANTIFICATION OF DOXYLAMINE IN HUMAN PLASMA BY HPLC

A high pressure liquid chromatography-diode array detector (HPLC-DAD) method using amylose tris(3,5-dimethylphenyl carbamate) chiral stationary phase (Chiralpak AD-H) is described for the determination of doxylamine enantiomers in human plasma. Doxylamine enantiomers were separated on a Chiralpak AD-H column using a mobile phase composed of n-hexane-2-propanol-diethylamine (98:2:0.025, v/v/v). Diphenhydramine was used as an internal Standard (IS). Doxylamine was extracted from plasma samples using dichloromethane:hexane (1:2v/v), which yielded high extraction yields (87%), satisfactory precision (RSD1.05%), and good selectivity. Linearity was found in the 8-40 mu g center dot mL-1 range with the limits of detection 0.13 mu g center dot mL-1. Doxylamine enantiomers were well separated with no interference from endogenous plasma constituents. The method developed, showed a good linearity, sensitivity, and repeatability

N-[2-(4-Bromophenyl)-5-methyl-4-oxo-1,3-thiazolidin-3-yl]pyridine-3-carboxamide

In the title compound, C16H14BrN3O2S, the atoms of the 1,3-thiazolidine group, except for the N and the C atoms attached to the bromobenzene ring, are disordered over two sets of sites with occupancies of 0.605 (13) and 0.395 (13). The benzene and pyridine rings make a dihedral angle of 86.2 (2)degrees. In the crystal, molecules are linked by intermolecular N-H...N and C-H...O hydrogen bonds, forming a three-dimensional network. Furthermore, there is a pi-pi stacking interaction [centroid-centroid distance = 3.758 (2) A] between the pyridine and benzene rings

N-[5-Methyl-2-(2-nitrophenyl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-3-carboxamide monohydrate

In the title compound, C16H14N4O4S center dot H2O, the benzene and pyridine rings make a dihedral angle of 85.8 (1)degrees. Both enantiomers of the chiral title compound are statistically disordered over the same position in the unit cell. The methyl and carbonyl group attached to the stereogenic center (C-5 of the thiazolidine ring) were therefore refined with common site-occupation factors of 0.531 (9) and 0.469 (9), respectively, for each stereoisomer. In the crystal, intermolecular N-H center dot center dot center dot O, O-H center dot center dot center dot O and O-H center dot center dot center dot N hydrogen bonds link the molecules, forming a three-dimensional supramolecular network. The crystal structure further shows pi-pi stacking interactions [centroid-centroid distance = 3.5063 (13) angstrom] between the pyridine rings

N-[(2S)-2-(4-Bromophenyl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-3-carboxamide

In the title compound, C(15)H(12)BrN(3)O(2)S, the dihedral angle between the pyridine and benzene rings is 73.17 (19)degrees. The five-membered 1,3-thiazolidine ring has an envelope conformation, with the S atom displaced by 0.196 (1) angstrom from the mean plane of the four other ring atoms. An intramolecular C-H center dot center dot center dot N interaction occurs. The crystal structure is stabilized by intermolecular N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds and C-H center dot center dot center dot pi interactions. In addition, a weak pi-pi stacking interaction is also observed between the 1,3-thiazolidine and pyridine rings [centroid-centroid distance = 3.805 (2) angstrom]

N-[2-(4-Bromophenyl)-5-methyl-4-oxo-1,3-thiazolidin-3-yl]pyridine-3-carboxamide

In the title compound, C16H14BrN3O2S, the atoms of the 1,3-thiazolidine group, except for the N and the C atoms attached to the bromobenzene ring, are disordered over two sets of sites with occupancies of 0.605 (13) and 0.395 (13). The benzene and pyridine rings make a dihedral angle of 86.2 (2)degrees. In the crystal, molecules are linked by intermolecular N-H...N and C-H...O hydrogen bonds, forming a three-dimensional network. Furthermore, there is a pi-pi stacking interaction [centroid-centroid distance = 3.758 (2) A] between the pyridine and benzene rings