CAS 91-70-3

N-(4-Amino-2-methoxy-5-methylphenyl)-4-methylbenzenesulfonamide

Description:

N-(4-Amino-2-methoxy-5-methylphenyl)-4-methylbenzenesulfonamide, commonly known as Sulfamethoxazole, is a sulfonamide antibiotic that exhibits bactericidal properties. It is characterized by its sulfonamide functional group, which is essential for its antimicrobial activity. The compound features an aromatic amine and a methoxy group, contributing to its solubility and interaction with bacterial enzymes. Sulfamethoxazole works by inhibiting the bacterial synthesis of folate, a vital nutrient for bacterial growth and reproduction. It is often used in combination with trimethoprim to enhance its efficacy against a broad spectrum of Gram-positive and Gram-negative bacteria. The substance is typically administered orally and is well-absorbed in the gastrointestinal tract. Its pharmacokinetics include a moderate half-life, allowing for effective dosing regimens. However, it may cause side effects such as allergic reactions or gastrointestinal disturbances in some individuals. Overall, sulfamethoxazole remains an important agent in the treatment of various bacterial infections, particularly urinary tract infections and respiratory tract infections.

Formula: C₁₅H₁₈N₂O₃S

InChI: InChI=1/C15H18N2O3S/c1-10-4-6-12(7-5-10)21(18,19)17-14-8-11(2)13(16)9-15(14)20-3/h4-9,17H,16H2,1-3H3

SMILES: Cc1ccc(cc1)S(=O)(=O)Nc1cc(C)c(cc1OC)N

Synonyms:

• 4'-Amino-5'-methyl-p-toluenesulfon-o-anisidide