Sulfamethoxazole

CAS: 723-46-6

Ref. 3D-FS27933

Product Information

• Name: Sulfamethoxazole
• Synonyms: 4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide, 3-(P-Aminophenylsulfonamido)-5-Methylisoxazole, 3-(p-Aminobenzenesulfonamido)-5-methylisoxazole, 3-Sulfanilamido-5-methylisoxazole, 4-Amino-N-(5-methyl-3-isoxazolyl)benzensulfonamide, 5-Methyl-3-sulfanilamidoisoxazole, Benzenesulfonamide, 4-amino-N-(5-methyl-3-isoxazolyl)-, Gantanol, Ms 53, N-(5-Methylisoxazol-3-yl)-4-aminobenzenesulfonamide, N1-(5-Methyl-3-isoxazolyl)sulfanilamide, N1-(5-methylisoxazol-3-yl)sulphanilamide, N¹-(5-Methyl-3-isoxazolyl)sulfanilamide, Nsc 147832, Radonil, Ro 4-2130, Sinomin, Stx 608, Sulfamethalazole, Sulfamethoxazol, Sulfamethoxazole(SMZ), Sulfametoxazol, Sulfanilamide, N1-(5-methyl-3-isoxazolyl)-, Sulfanilamide, N¹-(5-methyl-3-isoxazolyl)-, Sulfisomezole, Sulfomethoxazole, Sulphamethoxazole

Description

Sulfamethoxazole is a synthetic bacterostatic antibiotic that is effective against both Gram-positive and Gram-negative bacteria. The antibiotic functions by inhibiting growth by interfering with folic acid synthesis, which bacteria need to synthesise nucleic acids. Sulfamethoxazole competes with para-aminobenzoic acid (structural analog) for binding to the enzyme dihydropteroate synthetase, blocking the production of dihydrofolate that is needed for bacterial folic acid synthesis. Sulfamethoxazole is a sulfonamide that is associated with poor water solubility. Two structural requirements are needed for the antibiotic to function:1) a sulfonamide group2) a free amino group, at positions 1 and 4, respectively.

• Brand: Biosynth

Chemical properties

• Molecular weight: 253.28 g/mol
• Formula: C₁₀H₁₁N₃O₃S
• Purity: Min. 98 Area-%
• Color/Form: Powder
• InChI: InChI=1S/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13)
• InChI key: InChIKey=JLKIGFTWXXRPMT-UHFFFAOYSA-N
• SMILES: Cc1cc(NS(=O)(=O)c2ccc(N)cc2)no1