Structure via PubChem · Public domain (PubChem)
olsalazine
Sign in to saveAlso 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.
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 Ų
- 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
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- History
- Supply
- 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.
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via Wikidata sitelinks · CC0