CHEBI:9334 - sulfasalazine

ChEBI IDCHEBI:9334
ChEBI Namesulfasalazine
Stars
DefinitionAn azobenzene consisting of diphenyldiazene having a carboxy substituent at the 4-position, a hydroxy substituent at the 3-position and a 2-pyridylaminosulphonyl substituent at the 4'-position.
Secondary ChEBI IDCHEBI:101223
Last Modified26 May 2021
DownloadsMolfile
FormulaC18H14N4O5S
Net Charge0
Average Mass398.400
Monoisotopic Mass398.06849
SMILESO=C(O)c1cc(/N=N/c2ccc(S(=O)(=O)Nc3ccccn3)cc2)ccc1O
InChIInChI=1S/C18H14N4O5S/c23-16-9-6-13(11-15(16)18(24)25)21-20-12-4-7-14(8-5-12)28(26,27)22-17-3-1-2-10-19-17/h1-11,23H,(H,19,22)(H,24,25)/b21-20+
InChIKeyNCEXYHBECQHGNR-QZQOTICOSA-N
Roles Classification
Biological Roles:
EC 2.5.1.18 (glutathione transferase) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of a glutathione transferase (EC 2.5.1.18).
drug allergen  Any drug which causes the onset of an allergic reaction.
ferroptosis inducer  Any substance that induces or promotes ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
Applications:
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
gastrointestinal drug  A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
drug allergen  Any drug which causes the onset of an allergic reaction.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antiemetic  A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
non-steroidal anti-inflammatory drug  An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
ChEBI Ontology
Outgoing Relation(s)
sulfasalazine (CHEBI:9334) has functional parent sulfanilamide (CHEBI:45373)
sulfasalazine (CHEBI:9334) has role anti-inflammatory agent (CHEBI:67079)
sulfasalazine (CHEBI:9334) has role antiemetic (CHEBI:50919)
sulfasalazine (CHEBI:9334) has role antihypertensive agent (CHEBI:35674)
sulfasalazine (CHEBI:9334) has role antiinfective agent (CHEBI:35441)
sulfasalazine (CHEBI:9334) has role antineoplastic agent (CHEBI:35610)
sulfasalazine (CHEBI:9334) has role antirheumatic drug (CHEBI:35842)
sulfasalazine (CHEBI:9334) has role drug allergen (CHEBI:88188)
sulfasalazine (CHEBI:9334) has role EC 2.5.1.18 (glutathione transferase) inhibitor (CHEBI:76797)
sulfasalazine (CHEBI:9334) has role ferroptosis inducer (CHEBI:173085)
sulfasalazine (CHEBI:9334) has role gastrointestinal drug (CHEBI:55324)
sulfasalazine (CHEBI:9334) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
sulfasalazine (CHEBI:9334) is a azobenzenes (CHEBI:22682)
sulfasalazine (CHEBI:9334) is a pyridines (CHEBI:26421)
sulfasalazine (CHEBI:9334) is a sulfonamide (CHEBI:35358)
IUPAC Name 
2-hydroxy-5-{[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl}benzoic acid
INNs  Source
SalazosulfapiridinaChemIDplus
SalazosulfapyridinumChemIDplus
SulfasalazinaChemIDplus
sulfasalazineChemIDplus
SulfasalazinumChemIDplus
Synonyms  Source
2-Hydroxy-5-((4-((2-pyridinylamino)sulfonyl)phenyl)azo)benzoic acidChemIDplus
2-Hydroxy-5-[4-(pyridin-2-ylsulfamoyl)-phenylazo]-benzoic acidChEMBL
4-(Pyridyl-2-amidosulfonyl)-3'-carboxy-4'-hydroxyazobenzeneChemIDplus
5-(4-(2-Pyridylsulfamoyl)phenylazo)-2-hydroxybenzoic acidChemIDplus
5-((p-(2-Pyridylsulfamoyl)phenyl)azo)salicylic acidChemIDplus
5-(p-(2-Pyridylsulfamyl)phenylazo)salicylic acidChemIDplus
Brand Names  Source
AzulfidineKEGG DRUG
Azulfidine en-tabsChEMBL
ColizineChEMBL
SalazopyrinChEMBL
Salazopyrin e.c.ChEMBL
Salazopyrin-enChEMBL
Manual XrefsDatabases
C07316KEGG COMPOUND
D00448KEGG DRUG
DB00795DrugBank
SASPDBeChem
US2396145Patent
Registry NumbersSources
Gmelin:2666050Gmelin
Beilstein:356241Beilstein
Reaxys:8132868Reaxys
CAS:599-79-1ChemIDplus
CAS:599-79-1KEGG COMPOUND
Citations