Sulfadiazine

Sulfa drug From Wikipedia, the free encyclopedia

Sulfadiazine is an antibiotic.[1] Used together with pyrimethamine, a dihydrofolate reductase inhibitor, it is the treatment of choice for toxoplasmosis, which is caused by a protozoan parasite.[2] It is a second-line treatment for otitis media, prophylaxis of rheumatic fever, chancroid, chlamydia, and infections by Haemophilus influenzae.[1] It is also used as adjunct therapy for chloroquine-resistant malaria and several forms of bacterial meningitis.[3] It is taken by mouth.[1] Sulfadiazine is available in multiple generic tablets of 500 mg. For urinary tract infections, the usual dose is 4 to 6 grams daily in 3 to 6 divided doses.[3]

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Sulfadiazine
Clinical data
AHFS/Drugs.comMonograph
MedlinePlusa682130
Routes of
administration
Topical cream, by mouth
Drug classAntibiotic (sulfonamide)[1]
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability?
Protein binding38-48%[1]
MetabolismLiver (acetylation)[1]
Elimination half-life7-17 hours [1]
ExcretionUrine [1]
Identifiers
  • 4-amino-N-(pyrimidin-2-yl)benzenesulfonamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.623 Edit this at Wikidata
Chemical and physical data
FormulaC10H10N4O2S
Molar mass250.28 g·mol−1
3D model (JSmol)
Melting point252 to 256 °C (486 to 493 °F)
  • Nc1ccc(S(=O)(=O)Nc2ncccn2)cc1
  • InChI=1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14) checkY
  • Key:SEEPANYCNGTZFQ-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)
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Common side effects include nausea, diarrhea, headache, fever, rash, depression, and pancreatitis.[1] It should not be used in people who have severe liver problems, kidney problems, or porphyria.[2] If used during pregnancy, it may increase the risk of kernicterus in the baby.[1] While the company that makes it does not recommend use during breastfeeding, use is believed to be safe if the baby is otherwise healthy.[4] It is in the sulfonamide class of medications.[1]

Sulfadiazine was approved for medical use in the United States in 1941.[1][5] It is on the World Health Organization's List of Essential Medicines.[6] Sulfadiazine is available as a generic medication.[1]

Medical uses

It eliminates bacteria that cause infections by stopping the production of folate inside the bacterial cell, and is commonly used to treat urinary tract infections and burns.

In combination, sulfadiazine and pyrimethamine can be used to treat toxoplasmosis, the disease caused by Toxoplasma gondii.

Other uses

Sulfadiazine is used in plant research for selecting and maintaining genetically manipulated cells.[7]

Mechanism of action

Sulfadiazine works by inhibiting the enzyme dihydropteroate synthetase.

Side effects

Side effects reported for sulfadiazine include nausea, loss of appetite, dizziness, gastrointestinal upset, rash and fever.[3]

Brand names

This drug is sold branded as Lantrisul, Neotrizine, Sulfadiazine, Sulfaloid, Sulfonamides Duplex and Sulfose.

"Triple sulfa" (or trisulfapyrimidines) is a name often given to a combination of sulfadiazine with sulfamerazine and sulfamethazine. This is marketed under brand names such as Sulfa-Triple #2, Terfonyl, Triple Sulfa, Triple Sulfas and Triple Sulfoid.

See also

References

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