CHEBI:9331 - sulfamethizole

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ChEBI Name sulfamethizole
ChEBI ID CHEBI:9331
Definition A sulfonamide consisting of a 1,3,4-thiadiazole nucleus with a methyl substituent at C-5 and a 4-aminobenzenesulfonamido group at C-2.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H10N4O2S2
Net Charge 0
Average Mass 270.33346
Monoisotopic Mass 270.025
InChI InChI=1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(10)3-5-8/h2-5H,10H2,1H3,(H,12,13)
InChIKey VACCAVUAMIDAGB-UHFFFAOYSA-N
SMILES Cc1nnc(NS(=O)(=O)c2ccc(N)cc2)s1
Roles Classification
Biological Role(s): EC 2.5.1.15 (dihydropteroate synthase) inhibitor
An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of dihydropteroate synthase (EC 2.5.1.15), an enzyme that catalyzes the formation of dihydropteroate from p-aminobenzoic acid and dihydropteridine-hydroxymethyl-pyrophosphate.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via sulfonamide antibiotic )
Application(s): antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sulfamethizole (CHEBI:9331) has role antiinfective agent (CHEBI:35441)
sulfamethizole (CHEBI:9331) has role antimicrobial agent (CHEBI:33281)
sulfamethizole (CHEBI:9331) has role EC 2.5.1.15 (dihydropteroate synthase) inhibitor (CHEBI:50502)
sulfamethizole (CHEBI:9331) is a sulfonamide (CHEBI:35358)
sulfamethizole (CHEBI:9331) is a sulfonamide antibiotic (CHEBI:87228)
sulfamethizole (CHEBI:9331) is a thiadiazoles (CHEBI:38099)
IUPAC Name
4-amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide
INNs Sources
sulfaméthizol ChEBI
sulfamethizole ChemIDplus
sulfamethizolum ChemIDplus
sulfametizol ChemIDplus
Synonyms Sources
Sulfamethizole KEGG COMPOUND
sulfamethylthiadiazole ChEBI
sulphamethazole ChEBI
sulphamethiozole ChEBI
Brand Name Source
Rufol DrugBank
Manual Xrefs Databases
2512 DrugCentral
C08050 KEGG COMPOUND
D00870 KEGG DRUG
DB00576 DrugBank
LSM-5455 LINCS
Sulfamethizole Wikipedia
US2447702 Patent
View more database links
Registry Numbers Types Sources
144-82-1 CAS Registry Number ChemIDplus
255002 Beilstein Registry Number Beilstein
255002 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11431418 PubMed citation Europe PMC
17180970 PubMed citation Europe PMC
20303138 PubMed citation Europe PMC
21275251 PubMed citation Europe PMC
Last Modified
22 February 2017