CHEBI:9337 - sulfathiazole

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ChEBI Name sulfathiazole
ChEBI ID CHEBI:9337
Definition A 1,3-thiazole compound having a 4-aminobenzenesulfonamido group at the 2-position.
Stars This entity has been manually annotated by the ChEBI Team.
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Formulae C9H9N3O2S2
C9H9N3O2S2
Net Charge 0
Average Mass 255.319
Monoisotopic Mass 255.014
InChI InChI=1S/C9H9N3O2S2/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9/h1-6H,10H2,(H,11,12)
InChIKey JNMRHUJNCSQMMB-UHFFFAOYSA-N
SMILES C=1(C=CC(=CC1)N)S(NC2=NC=CS2)(=O)=O
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
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.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
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.
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ChEBI Ontology
Outgoing sulfathiazole (CHEBI:9337) has functional parent sulfanilamide (CHEBI:45373)
sulfathiazole (CHEBI:9337) has role antiinfective agent (CHEBI:35441)
sulfathiazole (CHEBI:9337) has role EC 2.5.1.15 (dihydropteroate synthase) inhibitor (CHEBI:50502)
sulfathiazole (CHEBI:9337) has role environmental contaminant (CHEBI:78298)
sulfathiazole (CHEBI:9337) has role xenobiotic (CHEBI:35703)
sulfathiazole (CHEBI:9337) is a 1,3-thiazole (CHEBI:38418)
sulfathiazole (CHEBI:9337) is a substituted aniline (CHEBI:48975)
sulfathiazole (CHEBI:9337) is a sulfonamide (CHEBI:35358)
sulfathiazole (CHEBI:9337) is a sulfonamide antibiotic (CHEBI:87228)
Incoming N-succinylsulfathiazole (CHEBI:9309) has functional parent sulfathiazole (CHEBI:9337)
IUPAC Name
4-amino-N-1,3-thiazol-2-ylbenzenesulfonamide
INNs Sources
sulfathiazol ChemIDplus
sulfathiazole KEGG DRUG
sulfathiazolum ChemIDplus
Sulfatiazol ChemIDplus
Synonyms Sources
2-(p-Aminobenzenesulfonamido)thiazole ChemIDplus
2-(p-Aminobenzenesulphonamido)thiazole ChemIDplus
2-(Sulfanilylamino)thiazole ChemIDplus
2-Sulfanilamidothiazol ChemIDplus
2-Sulfanilamidothiazole ChemIDplus
2-Sulfonamidothiazole ChemIDplus
4-Amino-N-2-thiazolylbenzenesulfonamide ChemIDplus
N1-2-Thiazolylsulfanilamide ChemIDplus
Sulfanilamidothiazole ChemIDplus
sulfthiazole ChEBI
Sulphathiazole ChemIDplus
Database Links Databases
C11169 KEGG COMPOUND
D01047 KEGG DRUG
DB06147 DrugBank
GB517272 Patent
HMDB15619 HMDB
LSM-5327 LINCS
Sulfathiazole Wikipedia
US2362087 Patent
US4665100 Patent
View more database links
Registry Numbers Types Sources
218965 Gmelin Registry Number Gmelin
226178 Reaxys Registry Number Reaxys
226178 Beilstein Registry Number Beilstein
72-14-0 CAS Registry Number ChemIDplus
72-14-0 CAS Registry Number NIST Chemistry WebBook
72-14-0 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
11431418 PubMed citation CiteXplore
7486915 PubMed citation CiteXplore
Last Modified
18 April 2016
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag