CHEBI:102265 - sulfamethazine

ChEBI IDCHEBI:102265
ChEBI Namesulfamethazine
Stars
DefinitionA sulfonamide consisting of pyrimidine with methyl substituents at the 4- and 6-positions and a 4-aminobenzenesulfonamido group at the 2-position.
Last Modified18 November 2019
DownloadsMolfile
FormulaC12H14N4O2S
Net Charge0
Average Mass278.337
Monoisotopic Mass278.08375
SMILESCc1cc(C)nc(NS(=O)(=O)c2ccc(N)cc2)n1
InChIInChI=1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)
InChIKeyASWVTGNCAZCNNR-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
ligand  Any molecule or ion capable of binding to a central metal atom to form coordination complexes.
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
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.
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
drug allergen  Any drug which causes the onset of an allergic reaction.
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.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
sulfamethazine (CHEBI:102265) has functional parent sulfanilamide (CHEBI:45373)
sulfamethazine (CHEBI:102265) has role antibacterial drug (CHEBI:36047)
sulfamethazine (CHEBI:102265) has role antiinfective agent (CHEBI:35441)
sulfamethazine (CHEBI:102265) has role antimicrobial agent (CHEBI:33281)
sulfamethazine (CHEBI:102265) has role carcinogenic agent (CHEBI:50903)
sulfamethazine (CHEBI:102265) has role drug allergen (CHEBI:88188)
sulfamethazine (CHEBI:102265) has role EC 2.5.1.15 (dihydropteroate synthase) inhibitor (CHEBI:50502)
sulfamethazine (CHEBI:102265) has role environmental contaminant (CHEBI:78298)
sulfamethazine (CHEBI:102265) has role ligand (CHEBI:52214)
sulfamethazine (CHEBI:102265) has role xenobiotic (CHEBI:35703)
sulfamethazine (CHEBI:102265) is a pyrimidines (CHEBI:39447)
sulfamethazine (CHEBI:102265) is a sulfonamide (CHEBI:35358)
sulfamethazine (CHEBI:102265) is a sulfonamide antibiotic (CHEBI:87228)
Incoming Relation(s)
sulfabromomethazine (CHEBI:145405) has functional parent sulfamethazine (CHEBI:102265)
IUPAC Name 
4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide
INNs  Source
sulfadimidineKEGG DRUG
sulfadimidinaChemIDplus
sulfadimidinumChemIDplus
Synonyms  Source
4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamideChEMBL
4-Amino-N-(4,6-dimethyl-pyrimidin-2-yl)-benzenesulfonamideChEMBL
(p-Aminobenzolsulfonyl)-2-amino-4,6-dimethylpyrimidinChEBI
2-(p-Aminobenzenesulfonamido)-4,6-dimethylpyrimidineChemIDplus
2-Sulfanilamido-4,6-dimethylpyrimidineChemIDplus
4,6-Dimethyl-2-sulfanilamidopyrimidineChemIDplus
Manual XrefsDatabases
D02436KEGG DRUG
DB01582DrugBank
GB546158Patent
US2407966Patent
GB552887Patent
US3119818Patent
SulfadimidineWikipedia
EP1861101Patent
WO2005016386Patent
HMDB0015522HMDB
C19530KEGG COMPOUND
LSM-5295LINCS
2502DrugCentral
1829VSDB
Registry NumbersSources
Gmelin:1009759Gmelin
Reaxys:261304Reaxys
CAS:57-68-1ChemIDplus
CAS:57-68-1NIST Chemistry WebBook
CAS:57-68-1KEGG COMPOUND
Citations