olsalazine

Also known as SID50125747, Dipentum

Olsalazine is an anti-inflammatory medication used in the treatment of ulcerative colitis. It is sold under the brand name Dipentum.

In the Vinony graph

Vinony's link graph records 63 inbound references to olsalazine, and connects out to bismuth, antibiotic and digital object identifier.

It sits within the topics Chemicals using indexlabels, Drugboxes which contain changes to verified fields and ECHA InfoCard ID from Wikidata.

Vinony links it to 11 Wikipedia language editions.

Chemical data

Formula: C14H10N2O6
Molecular weight: 302.24 g/mol
IUPAC name: 5-[(2Z)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]-2-hydroxybenzoic acid
SMILES: C1=CC(=C(C=C1N/N=C\2/C=CC(=O)C(=C2)C(=O)O)C(=O)O)O
InChIKey: ULGVHUUBIHTFAM-PXNMLYILSA-N
XLogP: 2.2
Polar surface area: 136 Å²
H-bond donors: 4
H-bond acceptors: 8
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1990
Admin. routes: oral
Indications: ankylosing spondylitis

via ChEMBL · EBI

Research

315 papers

Olsalazine.2006
Evolution of olsalazine.Scandinavian journal of gastroenterology. Supplement · 1988
Pharmacology of olsalazine.Scandinavian journal of gastroenterology. Supplement · 1988
Olsalazine pretreatment augments chemosensitivity of gemcitabine in hepatocellular carcinoma.Journal of biochemical and molecular toxicology · 2024
Olsalazine. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential in inflammatory bowel disease.Drugs · 1991

via PubMed

Wikidata facts

Mass: 302.05388603999995
Has use: medication

Show 8 more facts

chemical formula: C₁₄H₁₀N₂O₆
canonical SMILES: OC(=O)c1cc(ccc1O)N=Nc2ccc(O)c(c2)C(=O)O
medical condition treated: ulcerative colitis
defined daily dose: 1
NCI Thesaurus ID: C1176
Commons category: Olsalazine
significant drug interaction: azathioprine
isomeric SMILES: O=C(O)c1cc(/N=N/c2ccc(O)c(C(=O)O)c2)ccc1O

Sources (4)

via Wikidata · CC0

~1 min read

Encyclopedic overview

4 sections

Contents

History
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Research
References

Olsalazine is an anti-inflammatory medication used in the treatment of ulcerative colitis. It is sold under the brand name Dipentum.

Olsalazine itself is a prodrug of mesalazine (5-aminosalicyclic acid or 5-ASA) and is not absorbed in the small intestine. Instead it continues through to the colon where it is cleaved into two molecules of 5-ASA by azoreductases produced by colonic bacteria. Olsalazine thus exerts its anti-inflammatory effect by its colonic breakdown into 5-ASA which inhibits cyclooxygenase and lipoxygenase thereby reducing prostaglandin and leukotriene production.

Excerpted from Wikipedia’s “olsalazine” article, available under the CC BY-SA 4.0 licence.