sulfadiazine   Click here for help

GtoPdb Ligand ID: 12635

Approved drug
sulfadiazine is an approved drug (FDA (1941), UK (2008))
Compound class: Synthetic organic
Comment: Sulfadiazine is a sulfonamide with broad-spectrum antimicrobial activity [4]. It is used in the treatment of toxoplasmosis, an infection with the protozoan parasite Toxoplasma gondi that can cause serious complications during pregnancy and in patients with weakened immune systems. Dermatological formulations containing silver sulfadiazine (PubChem CID 441244) are used to prevent and treat wound infections.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 105.29
Molecular weight 250.28
XLogP -1.47
No. Lipinski's rules broken 0
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Canonical SMILES C1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
Isomeric SMILES C1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI 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)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1941), UK (2008))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
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IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
421 sulfadiazine
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulfadiazine, silver sulfadiazine (salt of sulphadiazine)
Other databases
CAS Registry No. 68-35-9 (source: Scifinder)
DrugBank Ligand DB00359
DrugCentral Ligand 2500
GtoPdb PubChem SID 479821425
PubChem CID 5215
Search Google for chemical match using the InChIKey SEEPANYCNGTZFQ-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey SEEPANYCNGTZFQ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey SEEPANYCNGTZFQ-UHFFFAOYSA-N
Wikipedia Sulfadiazine