CHEBI:267413 - balsalazide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name balsalazide
ChEBI ID CHEBI:267413
Definition A monohydroxybenzoic acid consisting of 5-aminosalicylic acid (mesalazine) linked to 4-aminobenzoyl-β-alanine via an azo bond.
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 C17H15N3O6
Net Charge 0
Average Mass 357.31750
Monoisotopic Mass 357.09609
InChI InChI=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+
InChIKey IPOKCKJONYRRHP-FMQUCBEESA-N
SMILES OC(=O)CCNC(=O)c1ccc(cc1)\N=N\c1ccc(O)c(c1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Application(s): 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.
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.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
balsalazida ChemIDplus
balsalazide ChemIDplus
balsalazidum ChemIDplus
Synonyms Sources
(E)-5-((4-(((2-carboxyethyl)amino)carbonyl)phenyl)azo)-2-hydroxybenzoic acid ChemIDplus
(E)-5-({p-[(2-carboxyethyl)carbamoyl]phenyl}azo)-2-salicylic acid ChEBI
3-(2-{4-[(2-carboxyethyl)carbamoyl]phenyl}hydrazinylidene)-6-oxocyclohexa-1,4-diene-1-carboxylic acid IUPAC
5-[4-(2-carboxy-ethylcarbamoyl)-phenylazo]-2-hydroxy-benzoic acid ChEBI
balsalazido ChemIDplus
Manual Xrefs Databases
284 DrugCentral
Balsalazide Wikipedia
D07488 KEGG DRUG
DB01014 DrugBank
GB2080796 Patent
US4412992 Patent
View more database links
Registry Numbers Types Sources
80573-04-2 CAS Registry Number ChemIDplus
8081576 Beilstein Registry Number Beilstein
8081576 Reaxys Registry Number Reaxys
Last Modified
22 February 2017
General Comment
2011-03-23 Balsalazide is a prodrug, releasing the anti-inflammatory mesalazine in the large intestine. Generally administered as its disodium salt, it is used in the treatment of ulcerative colitis.