Diacerein

Diacerein
Clinical data
Other names	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
AHFS/Drugs.com	International Drug Names
Pregnancy; category	Lacking information;
Routes of; administration	Oral
ATC code	M01AX21 (WHO) ;
Pharmacokinetic data
Protein binding	99%
Metabolism	Hepatic: deacetylation to rhein, later glucuronidation and sulfate conjugation
Elimination half-life	4 to 5 hours
Excretion	Renal (30%)
Identifiers
	IUPAC name 4,5-diacetyloxy-9,10-dioxo-anthracene-2-; carboxylic acid;
CAS Number	13739-02-1 ;
PubChem CID	26248;
DrugBank	DB11994 ;
ChemSpider	24456 ;
UNII	4HU6J11EL5;
KEGG	D07270 ;
ChEMBL	ChEMBL41286 ;
CompTox Dashboard (EPA)	DTXSID4045636 ;
ECHA InfoCard	100.033.904
Chemical and physical data
Formula	C19H12O8
Molar mass	368.297 g·mol−1
3D model (JSmol)	Interactive image;
Solubility in water	Practically insoluble in water 0.01 mg/mL (20 °C)
	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) ; Key:TYNLGDBUJLVSMA-UHFFFAOYSA-N ;
	(verify)

Diacerein (INN), also known as diacetylrhein, is a slow-acting medicine of the class anthraquinone used to treat joint diseases such as osteoarthritis (swelling and pain in the joints).^[1] It works by inhibiting interleukin-1 beta. An updated 2014 Cochrane review found diacerein had a small beneficial effect on pain.^[2] Diacerein-containing medications are registered in some European Union and Asian countries^[which?] and included as a treatment option on several international therapeutic guidelines.^[which?]^{[citation needed]}

^ Gouvas H (2011). Use of Sodium Hyaluronate in the treatment of Osteoarthritis. Greece.{{cite book}}: CS1 maint: location missing publisher (link)
^ Fidelix TS, Macedo CR, Maxwell LJ, Fernandes Moça Trevisani V (February 2014). "Diacerein for osteoarthritis". The Cochrane Database of Systematic Reviews (2): CD005117. doi:10.1002/14651858.CD005117.pub3. PMC 10712695. PMID 24515444.

[1] Gouvas H (2011). Use of Sodium Hyaluronate in the treatment of Osteoarthritis. Greece.{{cite book}}: CS1 maint: location missing publisher (link)

[2] Fidelix TS, Macedo CR, Maxwell LJ, Fernandes Moça Trevisani V (February 2014). "Diacerein for osteoarthritis". The Cochrane Database of Systematic Reviews (2): CD005117. doi:10.1002/14651858.CD005117.pub3. PMC 10712695. PMID 24515444.

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