Structure via PubChem · Public domain (PubChem)
sulfadiazine
Sign in to saveAlso known as Sulfapyrimidine, Adiazine, Sulfolex, Coco-diazine, Sulphadiazine, Diazyl, 4-amino-N-2-pyrimidinylbenzenesulfonamide, 2-sulfanilamidopyrimidine
Sulfadiazine is an antibiotic. Used together with pyrimethamine, a dihydrofolate reductase inhibitor, it is the treatment of choice for toxoplasmosis, which is caused by a protozoan parasite. It is a second-line treatment for otitis media, prophylaxis of rheumatic fever, chancroid, chlamydia, and infections by Haemophilus influenzae. It is also used as adjunct therapy for chloroquine-resistant malaria and several forms of bacterial meningitis. It is taken by mouth. Sulfadiazine is available in multiple generic tablets of 500 mg. For urinary tract infections, the usual dose is 4 to 6 grams
Chemical data
- Formula
- C10H10N4O2S
- Molecular weight
- 250.28 g/mol
- IUPAC name
- 4-amino-N-pyrimidin-2-ylbenzenesulfonamide
- SMILES
- C1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
- InChIKey
- SEEPANYCNGTZFQ-UHFFFAOYSA-N
- XLogP
- -0.1
- Polar surface area
- 106 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1941
- Admin. routes
- oral, parenteral, topical
- Indications
- osteomyelitis, cerebral toxoplasmosis, congenital toxoplasmosis, burn
via ChEMBL · EBI
Research
6,982 papers- Sulfadiazine revisited.The Journal of infectious diseases · 1989
- Landmark perspective: Sulfadiazine.JAMA · 1984
- Silver sulfadiazine: an antibacterial agent for topical use in burns. A review of the literature.Scandinavian journal of plastic and reconstructive surgery · 1984
- [Geriatric sulfadiazine?].Revista brasileira de medicina · 1966
- Stability of extemporaneous sulfadiazine oral suspensions from commercially available tablets for treatment of congenital toxoplasmosis.Tropical medicine & international health : TM & IH · 2020
via PubMed
Wikidata facts
- Mass
- 250.052447
- Has use
- medication
Show 9 more facts
- melting point
- 255
- chemical formula
- C₁₀H₁₀N₄O₂S
- medical condition treated
- malaria
- defined daily dose
- 0.6
- canonical SMILES
- C1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
- subject has role
- bactericide
- World Health Organisation international non-proprietary name
- sulfadiazine
- Commons category
- Sulfadiazine
- stylized name
- sulfADIAZINE
Sources (8)
via Wikidata · CC0
~3 min read
Encyclopedic overview
8 sectionsContents
- Medical uses
- Other uses
- Mechanism of action
- Side effects
- Brand names
- See also
- References
- External links
Sulfadiazine is an antibiotic. Used together with pyrimethamine, a dihydrofolate reductase inhibitor, it is the treatment of choice for toxoplasmosis, which is caused by a protozoan parasite. It is a second-line treatment for otitis media, prophylaxis of rheumatic fever, chancroid, chlamydia, and infections by Haemophilus influenzae. It is also used as adjunct therapy for chloroquine-resistant malaria and several forms of bacterial meningitis. It is taken by mouth. 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.
Common side effects include nausea, diarrhea, headache, fever, rash, depression, and pancreatitis. It should not be used in people who have severe liver problems, kidney problems, or porphyria. If used during pregnancy, it may increase the risk of kernicterus in the baby. While the company that makes it does not recommend use during breastfeeding, use is believed to be safe if the baby is otherwise healthy. It is in the sulfonamide class of medications.
Excerpted from Wikipedia’s “sulfadiazine” article, available under the CC BY-SA 4.0 licence.