Diacerein

Diacerein

Systematic (IUPAC) name
4,5-diacetyloxy-9,10-dioxo-anthracene-2- carboxylic acid
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	Lacking information
Legal status	?
Routes	Oral
Pharmacokinetic data
Protein binding	99%
Metabolism	Hepatic: deacetylation to rhein, later glucuronidation and sulfate conjugation
Half-life	4 to 5 hours
Excretion	Renal (30%)
Identifiers
CAS number	13739-02-1 Y
ATC code	M01AX21
PubChem	CID 26248
ChemSpider	24456 Y
UNII	4HU6J11EL5 Y
KEGG	D07270 Y
ChEMBL	CHEMBL41286 Y
Synonyms	Diacetylrhein; Diacerhein; 2-Anthracenecarboxylic acid, 4,5-bis(acetyloxy)-9,10-dihydro-9,10-dioxo-; 2-Anthroic acid, 9,10-dihydro-4,5-dihydroxy-9,10-dioxo-, diacetate; 9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-anthroic acid, diacetate
Chemical data
Formula	C19H12O8
Mol. mass	368.294 g/mol
SMILES O=C(Oc3cccc2C(=O)c1cc(cc(OC(=O)C)c1C(=O)c23)C(=O)O)C
InChI InChI=1S/C19H12O8/c1-8(20)26-13-5-3-4-11-15(13)18(23)16-12(17(11)22)6-10(19(24)25)7-14(16)27-9(2)21/h3-7H,1-2H3,(H,24,25) Y Key:TYNLGDBUJLVSMA-UHFFFAOYSA-N Y
Y (what is this?)  (verify)

Diacerein (INN), also known as diacetylrhein, is a drug used in the treatment of osteoarthritis.^[1] It works by inhibiting interleukin-1. A 2005 Cochrane review found diacerein to be slightly, but significantly, more effective than placebo in improving pain and slowing the progress of osteoarthritis in the hip.^[2]

Side effects

The most common side effects of diacerein treatment are gastrointestinal, such as diarrhea.^[2] Another side effect of diacerein is that the medicine changes the color of urine.^{[citation needed]}

Dosage

The dosage of diacerein is 50 mg twice daily, after meals, for 3 or more years.^{[citation needed]}

Marketing

It is marketed in Egypt and the Middle East by Evapharma.^[3] The Original product company was TRB Ltd Swiss. In Pakistan, it is marketed and sold as Diora (Getz Pharma). In Greece it has been sold since 2001 by Faran Ltd under the trade name Verboril.^[4] In Bangladesh, Diacerin combination with Glucosamin available as "Jointec Max" by Beximco Pharmaceuticals.

See also

• Rhein

References