mesalazine   Click here for help

GtoPdb Ligand ID: 2700

Synonyms: 5-aminosalicylic acid | 5-ASA | mesalamine (USAN) | Pentasa®
Approved drug Immunopharmacology Ligand
mesalazine is an approved drug (FDA (1987))
Compound class: Synthetic organic
Comment: Mesalazine is an aminosalicylate anti-inflammatory drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 1
Topological polar surface area 83.55
Molecular weight 153.04
XLogP 0.84
No. Lipinski's rules broken 0
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Canonical SMILES Nc1ccc(c(c1)C(=O)O)O
Isomeric SMILES Nc1ccc(c(c1)C(=O)O)O
InChI InChI=1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)
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Summary of Clinical Use Click here for help
Mesalazine is used to treat active ulcerative colitis and to prevent symptom recurrence. It may also be used for the management of other types of inflammatory bowel disease (e.g. Crohn's disease).
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The exact mechanism of action of mesalazine is unknown, but is believed to be derived from inhibition of cyclooxygenase and prostaglandin production in the colon. Its action is believed to be topical rather than systemic.
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