Title: Diacerein
CAS Registry Number: 13739-02-1
CAS Name: 4,5-Bis(acetyloxy)-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic acid
Synonyms: 9,10-dihydro-4,5-dihydroxy-9,10-dioxo-2-anthroic acid diacetate; 1,8-diacetoxy-3-carboxyanthraquinone; diacerhein; diacetylrhein; DAR
Manufacturers' Codes: SF-277
Trademarks: Artrodar (Proter); Fisiodar (Abiogen)
Molecular Formula: C19H12O8
Molecular Weight: 368.29
Percent Composition: C 61.96%, H 3.28%, O 34.75%
Literature References: Diacetyl derivative of rhein,
q.v. Demonstrates anti-arthritic activity without inhibiting prostaglandin synthesis. Prepn: A. Tschirch, K. Heuberger,
Arch. Pharm. 240, 596 (1902); V. K. Murty
et al., Tetrahedron 23, 515 (1967). Effect on prostaglandin release: P. Pomarelli
et al., Farmaco Ed. Sci. 35, 836 (1980). Inhibition of proteases: L. Raimondi
et al., Pharmacol. Res. Commun. 14, 103 (1982). Use in arthritis: C. A. Friedmann,
DE 2711493;
idem, US 4244968 (1977, 1981 both to Proter). Preliminary clinical study in osteoarthritis: A. G. Kay
et al., Curr. Med. Res. Opin. 6, 548 (1980). Use in multiple sclerosis, amyotrophic lateral sclerosis: C. A. Friedmann,
US 4346103 (1982);
idem, JP Kokai 83 225015 (1983 to Proter),
C.A. 100, 144991e (1984). Clinical trial in osteoarthritis: S. Adami
et al., Clin. Ter. 112, 439 (1985).
Properties: Yellow plates from acetic acid, mp 217-218°.
Melting point: mp 217-218°
Therap-Cat: Antiarthritic.
Keywords: Antiarthritic/Antirheumatic.
