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Sulfamethoxazole (abbreviated SMZ and SMX)[1][2][3], also known as Gantanol (trade name), is a sulfonamide bacteriostatic antibiotic introduced to the United States in 1961[4] that is discontinued.[5][6] It is now commonly used as part of a synergistic combination with trimethoprim (abbreviated SMZ-TMP and SMX-TMP,[7] or TMP-SMZ and TMP-SMX), also known under trade names such as Bactrim, Bactrim DS, Septra DS, or Sulfatrim.[8]
Quick Facts Clinical data, AHFS/Drugs.com ...
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AHFS/Drugs.com | Micromedex Detailed Consumer Information |
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Routes of administration | Oral, IV |
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Protein binding | 70% |
Metabolism | Hepatic acetylation and glucuronidation |
Elimination half-life | 10 hours |
Excretion | Renal |
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Formula | C10H11N3O3S |
Molar mass | 253.279 g/mol g·mol−1 |
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Melting point | 169 °C (336 °F) |
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It was used for bacterial infections such as urinary tract infections, bronchitis, and prostatitis and is affective against both gram negative and positive bacteria such as Listeria monocytogenes and E. coli.[6]
Other names include: sulfamethalazole, sulfisomezole,[9][10] and sulfamethazole.[11]