CAS 127-76-4

Acetylsulfathiazole

Description:

Acetylsulfathiazole, with the CAS number 127-76-4, is a sulfonamide antibiotic that exhibits antibacterial properties. It is characterized by its sulfonamide functional group, which is essential for its mechanism of action, inhibiting bacterial growth by interfering with folic acid synthesis. The compound is typically a white to off-white crystalline powder, soluble in water and organic solvents, which facilitates its use in various formulations. Acetylsulfathiazole is primarily used in the treatment of bacterial infections, particularly those caused by susceptible strains of bacteria. Its pharmacological profile includes a relatively short half-life, necessitating multiple doses for effective therapeutic outcomes. Additionally, it may exhibit side effects common to sulfonamides, such as allergic reactions or gastrointestinal disturbances. Due to its specific action against bacteria, it has been utilized in both human and veterinary medicine, although its use has declined with the advent of more effective antibiotics. Proper handling and storage conditions are essential to maintain its stability and efficacy.

Formula: C₁₁H₁₁N₃O₃S₂

InChI: InChI=1S/C11H11N3O3S2/c1-8(15)13-9-2-4-10(5-3-9)19(16,17)14-11-12-6-7-18-11/h2-7H,1H3,(H,12,14)(H,13,15)

InChI key: InChIKey=KXNXWINFSDKMHD-UHFFFAOYSA-N

SMILES: S(NC1=NC=CS1)(=O)(=O)C2=CC=C(NC(C)=O)C=C2

Synonyms:

• 2-(p-Acetamidobenzenesulfonamido)thiazole
• AST
• Acetamide, N-[4-[(2-thiazolylamino)sulfonyl]phenyl]-
• Acetanilide, 4′-(2-thiazolylsulfamoyl)-
• Acetylsulfathiazole
• N-Acetylsulfathiazole
• N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]acetamide
• N-[4-[(2-Thiazolylamino)sulfonyl]phenyl]acetamide
• N4-acetylsulfathiazole
• N⁴-Acetylsulfathiazole
• Sulfathiazole, acetyl-

Acetamide, N-[4-[(2-thiazolylamino)sulfonyl]phenyl]-

CAS: 127-76-4

Formula: C₁₁H₁₁N₃O₃S₂

Purity: 95%

Color and Shape: Solid

Molecular weight: 297.3533

Ref: IN-DA000WJN

N-(4-(N-(Thiazol-2-yl)sulfamoyl)phenyl)acetamide

CAS: 127-76-4

N-(4-(N-(Thiazol-2-yl)sulfamoyl)phenyl)acetamide

Purity: 95%

Molecular weight: 297.36g/mol

Ref: 54-OR1045895

N-Acetylsulfathiazole

CAS: 127-76-4

Applications N-Acetylsulfathiazole (~90%) is a metabolite of veterinary drugs found in urine. It is also an organic pollutant detected in the municipal wastewater.
References Kaufmann, A., et al.: Anal. Chim. Acta, 586, 13 (2007); Schymanski, E., et al.: Environ. Sci. Technol., 48, 1811 (2014);

Formula: C₁₁H₁₁N₃O₃S₂

Color and Shape: Neat

Molecular weight: 297.35

Ref: TR-A187975

N-(4-(N-(Thiazol-2-yl)sulfamoyl)phenyl)acetamide

CAS: 127-76-4

Purity: 95%

Molecular weight: 297.3500061

Ref: 10-F694997

N-Acetylsulfathiazole

CAS: 127-76-4

N-Acetylsulfathiazole is a sulfa drug that acts as an inhibitor of bacterial growth. It reacts with sulfonic acids in the receptor molecule and forms hydrogen chloride, which inhibits bacterial growth by denaturing proteins. N-Acetylsulfathiazole has been shown to be effective against bacteria such as E. coli, Klebsiella pneumoniae, Pseudomonas aeruginosa, Staphylococcus aureus, Streptococcus pyogenes, and Salmonella enterica. This antibiotic binds to the active site of the enzyme dihydropteroate synthase and inhibits pyrimidine synthesis by competing with para-aminobenzoic acid (PABA) for binding sites on the enzyme. The formation of PABA is necessary for the synthesis of folic acid (vitamin B9). N-Acetylsulfathiazole is also used to treat vitamin B6 deficiency caused by

Formula: C₁₁H₁₁N₃O₃S₂

Purity: Min. 95%

Molecular weight: 297.4 g/mol

Ref: 3D-AAA12776