Sulfamethoxazole

Sulfamethoxazole is a sulfonamide antibiotic. It inhibits growth of E. coli (MIC = 10 µg/ml) and clinical isolates of methicillin-resistant S. aureus (MRSA, MICs = 25-50 µg/ml). Sulfamethoxazole, in combination with trimethoprim (Cay-16473) at a ratio of 20:1, inhibits growth of MRSA in vivo in mice (MIC = 0.8 µg/ml, ED50s = 6.4 and 9.6 mg/kg for two MRSA strains). In a mouse model of urinary tract infection with E. coli, a combination of sulfamethoxazole and trimethoprim decreases recurrent infection when administered for 10 days. Sulfamethoxazole acts by inhibiting dihydropteroate synthase (DHPS), which converts a pteridine and 4-aminobenzoic acid (PABA, Cay-18659) to dihydropteroate, an intermediate in folate biosynthesis. It inhibits recombinant P. carinii DHPS (IC50 = 23 nM, Ki = 7.5 nM) and folate biosynthesis in situ by 48.6%. Formulations containing sulfamethoxazole and trimethoprim have been used to treat bronchitis, prostatitis, and urinary tract infections among other infectious conditions.Formal Name: 4-amino-N-(5-methyl-3-isoxazolyl)-benzenesulfonamide. CAS Number: 723-46-6. Synonyms: NSC 147832, Ro 4-2130. Molecular Formula: C10H11N3O3S. Formula Weight: 253.3. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 50 mg/ml, DMSO: 50 mg/ml, DMSO:PBS (pH 7.2) (1:2): 0.5 mg/ml, Ethanol: 0.25 mg/ml. lambdamax: 271 nm. SMILES: NC1=CC=C(S(NC2=NOC(C)=C2)(=O)=O)C=C1. InChi Code: 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: JLKIGFTWXXRPMT-UHFFFAOYSA-N.