CHEBI:9328 - sulfadiazine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sulfadiazine
ChEBI ID CHEBI:9328
Definition A sulfonamide consisting of pyrimidine with a 4-aminobenzenesulfonamido group at the 2-position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C10H10N4O2S
Net Charge 0
Average Mass 250.27700
Monoisotopic Mass 250.052
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)
InChIKey SEEPANYCNGTZFQ-UHFFFAOYSA-N
SMILES Nc1ccc(cc1)S(=O)(=O)Nc1ncccn1
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): coccidiostat
An agent useful in the treatment or prevention of coccidiosis in man or animals.
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via sulfonamide antibiotic )
EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the activity of sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming), EC 1.1.1.153, which plays an important part in the biosynthesis of tetrahydrobiopterin.
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.
Application(s): coccidiostat
An agent useful in the treatment or prevention of coccidiosis in man or animals.
antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sulfadiazine (CHEBI:9328) has functional parent sulfanilamide (CHEBI:45373)
sulfadiazine (CHEBI:9328) has role antiinfective agent (CHEBI:35441)
sulfadiazine (CHEBI:9328) has role antimicrobial agent (CHEBI:33281)
sulfadiazine (CHEBI:9328) has role antiprotozoal drug (CHEBI:35820)
sulfadiazine (CHEBI:9328) has role coccidiostat (CHEBI:35818)
sulfadiazine (CHEBI:9328) has role EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor (CHEBI:74234)
sulfadiazine (CHEBI:9328) has role EC 2.5.1.15 (dihydropteroate synthase) inhibitor (CHEBI:50502)
sulfadiazine (CHEBI:9328) has role environmental contaminant (CHEBI:78298)
sulfadiazine (CHEBI:9328) has role xenobiotic (CHEBI:35703)
sulfadiazine (CHEBI:9328) is a pyrimidines (CHEBI:39447)
sulfadiazine (CHEBI:9328) is a substituted aniline (CHEBI:48975)
sulfadiazine (CHEBI:9328) is a sulfonamide (CHEBI:35358)
sulfadiazine (CHEBI:9328) is a sulfonamide antibiotic (CHEBI:87228)
sulfadiazine (CHEBI:9328) is conjugate acid of sulfadiazinate (CHEBI:33127)
Incoming sulfadiazinate (CHEBI:33127) is conjugate base of sulfadiazine (CHEBI:9328)
IUPAC Name
4-amino-N-(pyrimidin-2-yl)benzenesulfonamide
INNs Sources
sulfadiazina WHO MedNet
sulfadiazine WHO MedNet
sulfadiazine WHO MedNet
sulfadiazinum WHO MedNet
Synonyms Sources
2-sulfanilamidopyrimidine NIST Chemistry WebBook
2-sulfanilylaminopyrimidine NIST Chemistry WebBook
4-amino-N-2-pyrimidinylbenzenesulfonamide NIST Chemistry WebBook
N1-2-pyrimidinylsulfanilamide NIST Chemistry WebBook
N1-2-pyrimidylsulfanilamide NIST Chemistry WebBook
sulfadiazin ChEBI
Sulfadiazine KEGG COMPOUND
sulfapyrimidine ChemIDplus
sulphadiazine NIST Chemistry WebBook
Database Links Databases
2500 DrugCentral
C07658 KEGG COMPOUND
D00587 KEGG DRUG
DB00359 DrugBank
GB557055 Patent
HMDB0014503 HMDB
LSM-5457 LINCS
Sulfadiazine Wikipedia
US2407966 Patent
US2410793 Patent
View more database links
Registry Numbers Types Sources
219136 Gmelin Registry Number Gmelin
235192 Beilstein Registry Number Beilstein
235192 Reaxys Registry Number Reaxys
68-35-9 CAS Registry Number ChemIDplus
68-35-9 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
11431418 PubMed citation Europe PMC
12811231 PubMed citation Europe PMC
13037579 PubMed citation Europe PMC
15907564 PubMed citation Europe PMC
18706672 PubMed citation Europe PMC
20244050 PubMed citation Europe PMC
23206954 PubMed citation Europe PMC
23245764 PubMed citation Europe PMC
23270807 PubMed citation Europe PMC
23322489 PubMed citation Europe PMC
23396336 PubMed citation Europe PMC
23411088 PubMed citation Europe PMC
23411170 PubMed citation Europe PMC
23704574 PubMed citation Europe PMC
23707894 PubMed citation Europe PMC
7378112 PubMed citation Europe PMC
8429812 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag