CHEBI:7770 - olsalazine

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ChEBI Name olsalazine
ChEBI ID CHEBI:7770
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H10N2O6
Net Charge 0
Average Mass 302.23900
Monoisotopic Mass 302.054
InChI InChI=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)
InChIKey QQBDLJCYGRGAKP-UHFFFAOYSA-N
SMILES OC(=O)c1cc(ccc1O)N=Nc1ccc(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.
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ChEBI Ontology
Outgoing 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 olsalazine(2−) (CHEBI:63719) is conjugate base of olsalazine (CHEBI:7770)
IUPAC Name
3,3'-diazene-1,2-diylbis(6-hydroxybenzoic acid)
INN Source
olsalazine KEGG DRUG
Synonyms Sources
3,3'-Azobis(6-hydroxybenzoic acid) ChemIDplus
5,5'-Azobis(salicylic acid) ChemIDplus
Olsalazina ChemIDplus
Olsalazine KEGG COMPOUND
Olsalazinum ChemIDplus
Manual Xrefs Databases
1988 DrugCentral
C07323 KEGG COMPOUND
D08295 KEGG DRUG
DB01250 DrugBank
DE278613 Patent
EP36636 Patent
Olsalazine Wikipedia
US1157169 Patent
US4528367 Patent
View more database links
Registry Numbers Types Sources
15722-48-2 CAS Registry Number ChemIDplus
3218651 Reaxys Registry Number Reaxys
Last Modified
22 February 2017