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CHEBI:7770 - olsalazine

ChEBI IDCHEBI:7770
ChEBI Nameolsalazine
Stars
DefinitionAn azobenzene that consists of two molecules of 4-aminosalicylic acid joined by an azo linkage. A prodrug for mesalazine, an anti-inflammatory drug, it is used (as the disodium salt) in the treatment of inflammatory bowel disease.
Last Modified22 February 2017
DownloadsMolfile
FormulaC14H10N2O6
Net Charge0
Average Mass302.242
Monoisotopic Mass302.05389
SMILESO=C(O)c1cc(N=Nc2ccc(O)c(C(=O)O)c2)ccc1O
InChIInChI=1S/C14H10N2O6/c17-11-3-1-7(5-9(11)13(19)20)15-16-8-2-4-12(18)10(6-8)14(21)22/h1-6,17-18H,(H,19,20)(H,21,22)
InChIKeyQQBDLJCYGRGAKP-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
olsalazine (CHEBI:7770) has functional parent salicylic acid (CHEBI:16914)
olsalazine (CHEBI:7770) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
olsalazine (CHEBI:7770) has role prodrug (CHEBI:50266)
olsalazine (CHEBI:7770) is a azobenzenes (CHEBI:22682)
olsalazine (CHEBI:7770) is a dicarboxylic acid (CHEBI:35692)
olsalazine (CHEBI:7770) is conjugate acid of olsalazine(2−) (CHEBI:63719)
Incoming Relation(s)
olsalazine(2−) (CHEBI:63719) is conjugate base of olsalazine (CHEBI:7770)
IUPAC Name 
3,3'-diazene-1,2-diylbis(6-hydroxybenzoic acid)
INN  Source
olsalazineKEGG DRUG
Synonyms  Source
OlsalazineKEGG COMPOUND
OlsalazinumChemIDplus
5,5'-Azobis(salicylic acid)ChemIDplus
OlsalazinaChemIDplus
3,3'-Azobis(6-hydroxybenzoic acid)ChemIDplus
Manual XrefsDatabases
C07323KEGG COMPOUND
D08295KEGG DRUG
DB01250DrugBank
DE278613Patent
US1157169Patent
EP36636Patent
US4528367Patent
OlsalazineWikipedia
1988DrugCentral
Registry NumbersSources
Reaxys:3218651Reaxys
CAS:15722-48-2KEGG COMPOUND
CAS:15722-48-2ChemIDplus