Mesalazine

Mesalazine
Clinical data
Trade names	Asacol, Lialda, Pentasa, others
Other names	mesalamine, 5-aminosalicylic acid, 5-ASA, Mesalamine (USAN US)
AHFS/Drugs.com	Monograph
MedlinePlus	a688021
License data	US DailyMed: Mesalamine;
Pregnancy; category	AU: C;
Routes of; administration	By mouth, rectal
ATC code	A07EC02 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); UK: POM (Prescription only); US: ℞-only; EU: Rx-only;
Pharmacokinetic data
Bioavailability	orally: 20–30% absorbed; rectally: 10–35%
Metabolism	Rapidly & extensively metabolized intestinal mucosal wall and the liver
Elimination half-life	5 hours after initial dose.; At steady state 7 hours
Identifiers
	IUPAC name 5-Amino-2-hydroxybenzoic acid;
CAS Number	89-57-6 ;
PubChem CID	4075;
IUPHAR/BPS	2700;
DrugBank	DB00244 ;
ChemSpider	3933 ;
UNII	4Q81I59GXC;
KEGG	D00377 ;
ChEBI	CHEBI:6775 ;
ChEMBL	ChEMBL704 ;
CompTox Dashboard (EPA)	DTXSID5024506 ;
ECHA InfoCard	100.001.745
Chemical and physical data
Formula	C7H7NO3
Molar mass	153.137 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	283 °C (541 °F)
	SMILES O=C(O)c1cc(ccc1O)N;
	InChI InChI=1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11) ; Key:KBOPZPXVLCULAV-UHFFFAOYSA-N ;
	(verify)

Mesalazine, also known as mesalamine or 5-aminosalicylic acid (5-ASA), is a medication used to treat inflammatory bowel disease, including ulcerative colitis and Crohn's disease. It is generally used for mildly to moderately severe disease. It is taken by mouth or rectally. The formulations which are taken by mouth appear to be similarly-effective.

Common side-effects include headache, nausea, abdominal pain, and fever. Serious side-effects may include pericarditis, liver problems, and kidney problems. Use in pregnancy and breastfeeding appears safe. In people with a sulfa allergy certain formulations may result in problems. Mesalazine is an aminosalicylate and anti-inflammatory. It works by direct contact with the intestines.

Mesalazine was approved for medical use in the United States in 1987. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. In 2021, it was the 239th most commonly prescribed medication in the United States, with more than 1 million prescriptions.

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