Title: Idebenone
CAS Registry Number: 58186-27-9
CAS Name: 2-(10-Hydroxydecyl)-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione
Additional Names: 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone; 2,3-dimethoxy-5-methyl-6-(10¢-hydroxydecyl)-1,4-benzoquinone; 6-(10-hydroxydecyl)ubiquinone
Manufacturers' Codes: CV-2619
Trademarks: Avan (Takeda); Daruma (Takeda); Lucebanol (Hormona); Mnesis (Takeda)
Molecular Formula: C19H30O5
Molecular Weight: 338.44
Percent Composition: C 67.43%, H 8.93%, O 23.64%
Literature References: Ubiquinone derivative with protective effects against cerebral ischemia. Prepn: H. Morimoto et al., DE 2519730; eidem, US 4271083 (1975, 1981 both to Takeda); K. Okamoto et al., Chem. Pharm. Bull. 30, 2797 (1982); C.-A. Yu, L. Yu, Biochemistry 21, 4096 (1982). Effect on ischemia-induced amnesia in rats: N. Yamazaki et al., Jpn. J. Pharmacol. 36, 349 (1984). Metabolism in animals: T. Kobayashi et al., J. Pharmacobio-Dyn. 8, 448 (1985). Disposition: H. Torii et al., ibid. 457. Pharmacokinetics and tolerance in humans: M. F. Barkworth et al., Arzneim.-Forsch. 35, 1704 (1985). Series of articles on pharmacology and clinical studies: Arch. Gerontol. Geriatr. 8, 193-366 (1989). Review of chemistry, toxicology and pharmacology: I. Zs-Nagy, Arch. Gerontol. Geriatr. 11, 177-186 (1990).
Properties: Orange needles from ligroin, mp 46-50° (Morimoto); also reported as crystals from hexane + ethyl acetate, mp 52-53° (Okamoto). Sol in organic solvents. Practically insol in water.
Melting point: mp 46-50° (Morimoto); mp 52-53° (Okamoto)
Therap-Cat: Nootropic.
Keywords: Nootropic. |