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Antibiotic (sulfonamide)

Sulfadiazine

Also called Sulphadiazine, Sulfapyrimidine, Adiazine

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Part of the metabolic pathway of Sulfadiazine. See the timeline on the metabolic highway.

Overview

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.[1][2][3] WP

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.[1][2][4] WP

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

Drug class

Antibiotic (sulfonamide) WP

From the Wikipedia article's infobox.

Uses, dosage and effects

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. WP

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

Risks and side effects

Side effects

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

Pharmacology

Mechanism of action

Sulfadiazine works by inhibiting the enzyme dihydropteroate synthetase. WP

Chemistry

Formula
C10H10N4O2S PC
CAS number
68-35-9 PC
Molar mass (g/mol)
250.28 PC
IUPAC name (computed by PubChem)
4-amino-N-pyrimidin-2-ylbenzenesulfonamide PC
SMILES
C1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N PC
InChIKey
SEEPANYCNGTZFQ-UHFFFAOYSA-N PC
PubChem CID
5215
IUPAC name
4-amino-N-(pyrimidin-2-yl)benzenesulfonamide WP

Harm reduction information

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Sources

  1. Other Sulfadiazine
  2. Other WHO Model Formulary 2008. 2009
  3. Journal / agency Sulfadiazine. 2012. PMID 31643992
  4. Other Sulfadiazine Use During Pregnancy | Drugs.com
  5. Journal / agency Drugs@FDA: FDA Approved Drug Products
  6. Other World Health Organization model list of essential medicines: 21st list 2019. 2019

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.