The hitherto unknown 5‐(2‐aryl‐2‐oxoethyl)‐4‐oxo‐1,3‐thiazolidines 1a‐l have been synthesized viacycloaddition process between thiourea and/or its derivatives with 3‐aroylpropenoic acids. 1H NMR spectra revealed the presence of 1a‐c as a tautmeric mixture. The presence of the thiazoline tautmers (1a‐c)′ was confirmed by methylating the tautmeric mixture, to the respective methylated derivatives 2‐N‐methylanilino‐5‐(2‐aryl‐2‐oxoethyl)‐4‐oxo‐1,3‐thiazolines2a‐c and 1g‐i. Acidic treatment of 1 provided the respective 2‐oxo homologues 3a‐i. When 1a‐d, k were refluxed with DMF, molecular rearrangement was achieved, providing the 4‐oxo‐2‐thioxoimidazolidine isomers4a‐d, k. Bromination of 4a and 4d in hot acetic acid afforded the respective (E,Z)‐5‐benzoylmethylene derivatives 5a,d which were prepared authentically. Thiation of 1a‐c and 4a‐c gave 5‐aryl‐2,3‐dihydro‐2‐phenyliminothieno[2,3‐d]thiazoles 6a‐cand 1‐phenyl‐5‐aryl‐2,3‐dihydro‐2‐thioxothieno[2,3‐d]imidazoles 7a‐c, respectively. The proposed structures have been confirmed by elemental analysis and spectroscopic data. The selected products showed different antimicrobial effect.
The components of electrocardiograms (ECG) of 253 workers exposed to carbon disulfide (CDS) and those of 99 controls were quantitatively measured and evaluated. ECG of the exposed workers showed a statistically significant higher prevalence of ECG pathological changes, higher P amplitude and Macruz index, longer P duration, longer both crude and corrected Q-T intervals and R-R intervals and shorter P-R segments and QRS intervals than that of the controls. On the other hand, P-R intervals and heart rates of the two groups were not significantly different. Among both the the exposed and control groups, values of P duration were significantly negatively correlated with that of P-R segment: r = -0.216 and -0.132, respectively, p greater than 0.05. Values of the ECG components were not related to duration of exposure to CDS. Moreover, no significant difference was observed between duration of exposure of the exposed workers with and of those without pathological ECG changes. The method used in our study may be useful in evaluating the ECG of exposed workers before the appearance of the known pathological abnormalities.
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