CHEBI:267413 - balsalazide

ChEBI IDCHEBI:267413
ChEBI Namebalsalazide
Stars
DefinitionA monohydroxybenzoic acid consisting of 5-aminosalicylic acid (mesalazine) linked to 4-aminobenzoyl-β-alanine via an azo bond.
Last Modified22 February 2017
DownloadsMolfile
FormulaC17H15N3O6
Net Charge0
Average Mass357.322
Monoisotopic Mass357.09609
SMILESO=C(O)CCNC(=O)c1ccc(/N=N/c2ccc(O)c(C(=O)O)c2)cc1
InChIInChI=1S/C17H15N3O6/c21-14-6-5-12(9-13(14)17(25)26)20-19-11-3-1-10(2-4-11)16(24)18-8-7-15(22)23/h1-6,9,21H,7-8H2,(H,18,24)(H,22,23)(H,25,26)/b20-19+
InChIKeyIPOKCKJONYRRHP-FMQUCBEESA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Applications:
anti-ulcer drug  One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
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.
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.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
ChEBI Ontology
Outgoing Relation(s)
balsalazide (CHEBI:267413) has role anti-ulcer drug (CHEBI:49201)
balsalazide (CHEBI:267413) has role gastrointestinal drug (CHEBI:55324)
balsalazide (CHEBI:267413) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
balsalazide (CHEBI:267413) has role prodrug (CHEBI:50266)
balsalazide (CHEBI:267413) is a monohydroxybenzoic acid (CHEBI:25389)
balsalazide (CHEBI:267413) is conjugate acid of balsalazide(2−) (CHEBI:59165)
Incoming Relation(s)
balsalazide disodium (CHEBI:59164) has functional parent balsalazide (CHEBI:267413)
balsalazide(2−) (CHEBI:59165) is conjugate base of balsalazide (CHEBI:267413)
IUPAC Name 
5-[(E)-{4-[(2-carboxyethyl)carbamoyl]phenyl}diazenyl]-2-hydroxybenzoic acid
INNs  Source
balsalazideChemIDplus
balsalazidumChemIDplus
balsalazidaChemIDplus
Synonyms  Source
5-[4-(2-carboxy-ethylcarbamoyl)-phenylazo]-2-hydroxy-benzoic acidChEBI
(E)-5-((4-(((2-carboxyethyl)amino)carbonyl)phenyl)azo)-2-hydroxybenzoic acidChemIDplus
balsalazidoChemIDplus
(E)-5-({p-[(2-carboxyethyl)carbamoyl]phenyl}azo)-2-salicylic acidChEBI
3-(2-{4-[(2-carboxyethyl)carbamoyl]phenyl}hydrazinylidene)-6-oxocyclohexa-1,4-diene-1-carboxylic acidIUPAC
Manual XrefsDatabases
GB2080796Patent
US4412992Patent
DB01014DrugBank
D07488KEGG DRUG
BalsalazideWikipedia
284DrugCentral
Registry NumbersSources
Reaxys:8081576Reaxys
CAS:80573-04-2ChemIDplus