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Sulfamethoxazole (SMZ or SMX), is an antibiotic. It was used for bacterial infections such as urinary tract infections, bronchitis, and prostatitis and is effective against both gram negative and positive bacteria such as Listeria monocytogenes and E. coli.
Common side effects include nausea, vomiting, loss of appetite, and skin rashes. It is a sulfonamide and bacteriostatic. It resembles a component of folic acid. It prevents folic acid synthesis in the bacteria that must synthesize their own folic acid. Mammalian cells, and some bacteria, do not synthesize but require preformed folic acid (vitamin B9), they are therefore insensitive to sulfamethoxazole.
It was introduced to the United States in 1961. It is now mostly used in combination with trimethoprim (abbreviated SMX-TMP). Other names include: sulfamethalazole, sulfisomezole, and sulfamethazole.
Basic Info
Numbering system
Properties
Safety Info
Basic Info
| Chemical Name | sulfamethoxazole |
| CAS No. | 723-46-6 |
| Molecular Formula | C10H11N3O3S |
| Molecular Weight | 253.27800 |
| PSA | 106.60000 |
| LogP | 3.10100 |
Numbering system
| MDL number | MFCD00010546 |
Properties
| Appearance & Physical State | Crystals or white powder |
| Density | 1.462 g/cm3 |
| Boiling Point | 482.1ºC at 760 mmHg |
| Melting Point | 166-169ºC |
| Flash Point | 245.4ºC |
| Stability | Stable, but light sensitive. Incompatible with strong oxidizing agents. |
| Storage Condition | 0-6ºC |
Safety Info
| RTECS | WP0700000 |
| Safety Statements | S22-S26-S36/37/39 |
| HS Code | 2935003000 |
| WGK Germany | 2 |
| Risk Statements | R22; R36/37/38 |
| Hazard Codes | Xn |
| Caution Statement | P261; P280; P305 + P351 + P338 |
| Symbol | GHS07 |
| Signal Word | Warning |
| Hazard Declaration | H315; H317; H319; H335 |
As an antibacterial agent, it is particularly effective against Staphylococcus and Escherichia coli. It is mainly used for the treatment of avian cholera, etc.
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