Acemetacin

Acemetacin

Systematic (IUPAC) name
2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxyacetic acid
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status	UK: POM (Prescription only)
Identifiers
CAS Number	53164-05-9 Y
ATC code	M01AB11
PubChem	CID 1981
ChemSpider	1904 Y
UNII	5V141XK28X Y
KEGG	D01582 Y
ChEBI	CHEBI:31162
ChEMBL	CHEMBL189171 Y
Chemical data
Formula	C21H18ClNO6
Molar mass	415.82372 g/mol
SMILES Clc1ccc(cc1)C(=O)n3c2ccc(OC)cc2c(c3C)CC(=O)OCC(=O)O
InChI InChI=1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25) Y Key:FSQKKOOTNAMONP-UHFFFAOYSA-N Y
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Acemetacin is a non-steroidal anti-inflammatory drug, used for the treatment of osteoarthritis, rheumatoid arthritis, lower back pain, and relieving post-operative pain. It is manufactured by Merck KGaA under the tradename Emflex, and is available in the UK as a prescription-only drug. Other brand names for acemetacin include Rheutrop (Austria), Acemetadoc, Acephlogont, Azeat, Rantudil (Germany, Hungary, Mexico, Portugal, Turkey), Gamespir (Greece), Oldan, Reudol (Spain), Tilur (Switzerland), Ost-map (Egypt).

Acemetacin, a glycolic acid ester of indometacin, acts as a prodrug; in the body, it is metabolized to indometacin, which then acts as an inhibitor of cyclooxygenase, producing the anti-inflammatory effects. An advantage of acemetacin is that it reduces gastric damage when compared to indometacin.