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:
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.
drug allergen  Any drug which causes the onset of an allergic reaction.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antibacterial drug  A drug used to treat or prevent bacterial infections.
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.
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.
Applications:
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.
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
sulfamethazine (CHEBI:102265) has functional parent sulfanilamide (CHEBI:45373)
sulfamethazine (CHEBI:102265) has role antibacterial agent (CHEBI:33282)
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
sulfadimidinaChemIDplus
sulfadimidineKEGG DRUG
sulfadimidinumChemIDplus
Synonyms  Source
2-(4-Aminobenzenesulfonamido)-4,6-dimethylpyrimidineNIST Chemistry WebBook
2-(p-Aminobenzenesulfonamido)-4,6-dimethylpyrimidineChemIDplus
2-Sulfanilamido-4,6-dimethylpyrimidineChemIDplus
4,6-Dimethyl-2-sulfanilamidopyrimidineChemIDplus
4-Amino-N-(2,6-dimethyl-4-pyrimidinyl)benzenesulfonamideChemIDplus
4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamideChEMBL
Brand Names  Source
Smz-med 454ChEMBL
Sulfamethazine component of lantrisulChEMBL
Sulfamethazine component of neotrizineChEMBL
Sulfamethazine component of sulfaloidChEMBL
Sulfamethazine component of sulfoseChEMBL
Sulfamethazine component of terfonylChEMBL
Manual XrefsDatabases
1829VSDB
2502DrugCentral
C19530KEGG COMPOUND
D02436KEGG DRUG
DB01582DrugBank
EP1861101Patent
GB546158Patent
GB552887Patent
HMDB0015522HMDB
LSM-5295LINCS
SulfadimidineWikipedia
US2407966Patent
US3119818Patent
WO2005016386Patent
Registry NumbersSources
Gmelin:1009759Gmelin
Reaxys:261304Reaxys
CAS:57-68-1ChemIDplus
CAS:57-68-1NIST Chemistry WebBook
CAS:57-68-1KEGG COMPOUND
Citations