Sulfathiazole 2- thiazole

Levulinic acid is fairly easily converted into thiazole derivatives by the intermediate formation of an a-halogenated ketone such as the /3-bromo derivative (XL) or /3-chloro derivative, which reacts with thiourea to form 2-amino-4-methyl-5-thiazoleacetic acid (XLI) or with thioformamide to give 4-methyl-5-thiazoleacetic acid (XLII). The aminothiazole (XLI) and its ethyl ester (XLIII) have been converted into their corresponding sulfanilamide derivatives, (XLIV) and (XLV). These sulfanilamides, particularly the acid XLIV, have considerable chemotherapeutic activity moreover the acid possesses distinct solubility advantages over sulfathiazole itself. 

The structural formulas of several cyclic compounds containing both nitrogen and sulfur are shown in Figure 17.4. Basic to the structures of these compounds is the simple ring structure of thiazole. It is a colorless liquid (bp, 117°C). One of its major uses has been for the manufacture of sulfathiazole, one of the oldest of the sulfonamide class of antibacterial drugs. The use of sulfathiazole is now confined to the practice of veterinary medicine because of its serious side effects. 

Platinum complexes, 161 Polarographic studies, 153, 154 of 2-aminothiazoles, 29 of 2-anilinothiazoles, 30 of 2-azothiazoles, 107, 108 Polyacrylonitrile, 105, 163, 164, 167 Polyamines, 156-168 Polycaprolactam, 156-168 Polyesters, 163, 165, 166, 167 Polyhalogenothiazole. reactivity of, 408-409 Polymers, e-caprolactam, butadiene, 438 Polymorphism, of sulfathiazole, 116 Positive colored image, 440 Postemergence activity, 134 Potassium salts, of acetamido thiazoles, 90 Potentiometric measurements, and amido-imido equilibrium, 116 and amino-imino equilibrium, 21 P.P.P. approximation, charge diagrams calculations by, 17... 

POLISEPTIL RP 2990 STREPTOSILTHIAZOLE SULEAMUL 2-SULFANILAMIDOTHIAZOLE 2-(SULFANILYLAMINO)THIAZOLE SULFATHIAZOL SULFATHIAZOLE (USDA) 2-SULFONAMIDOTHI-AZOLE SULPFL THIAZOLE SULZOL ... 

It is interesting to observe that certain human genotypes are more susceptible to one type of sulfonamides than others. For example, the Japanese and Chinese metabolize sulfathiazole, 33, more quickly than Caucasians (e.g., Europeans) thereby reducing its efficacy [6]. It was discovered that this specificity problem of sulfathiazole could be overcome by replacing the thiazole ring in sulfathiazole with a pyrimidine ring to give sulfadiazine, 34. 

Amino-l,3-thiazole is an important intermediate in the pharmaceutical field it is a precursor of sulfathiazole, which is one of the early but still clinically useful sulfa dmgs. It is synthesized by a modified Hantzsch process, in which thiourea is used instead of a thioamide... 

In the early twentieth century, one of the first commercial synthetic drugs containing thiazole was sulfathiazole, a short-acting sulfa drug. ... 

Thiazole ring system appears in the bacitradn and penicillin anhbiohcs and various S5mthetic drugs. S3mthetic drugs belonging to the thiazole family consist of the antimicrobial agents acinitrazole (1) and sulfathiazole [10], (2) antibiotic penicillin [11], (3) antidepressant prami-... 

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