Title: Oxycodone
CAS Registry Number: 76-42-6
CAS Name: (5a)-4,5-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one
Additional Names: 6-deoxy-7,8-dihydro-14-hydroxy-3-O-methyl-6-oxomorphine; dihydrohydroxycodeinone; 14-hydroxydihydrocodeinone
Trademarks: Dihydrone
Molecular Formula: C18H21NO4
Molecular Weight: 315.36
Percent Composition: C 68.55%, H 6.71%, N 4.44%, O 20.29%
Literature References: m-Opioid receptor agonist. Prepn from thebaine: M. Freund, E. Speyer, J. Prakt. Chem. 94, 135 (1916); R. Krassnig et al., Arch. Pharm. 329, 325 (1996); from codeine: A. J. Walker, N. C. Bruce, Tetrahedron 60, 561 (2004). Bibliography: Small, Lutz, "Chemistry of the Opium Alkaloids," Suppl. No. 103 to Public Health Reports, Washington (1932); K. W. Bentley, The Chemistry of the Morphine Alkaloids (Oxford, 1954). In vitro liposolubility and protein binding: R. Pöyhiä, T. Seppälä, Pharmacol. Toxicol. 74, 23 (1994). HPLC determn in serum: A. W. E. Wright et al., J. Chromatogr. B 712, 169 (1998). Review of pharmacokinetics and clinical experience: E. Kalso, J. Pain Symptom Manage. 29, S47-S56 (2005); of abuse potential: T. J. Cicero et al., J. Pain 6, 662-672 (2005).
Properties: Long rods from alc, mp 218-220°. pKa 8.53. Sol in alcohol, chloroform. Nearly insol in ether, water, KOH, NaOH, NH4OH.
Melting point: mp 218-220°
pKa: pKa 8.53
Derivative Type: Hydrochloride
CAS Registry Number: 124-90-3
Trademarks: Dinarkon (Biotika); Eubine (Chiesi); Eukodal (Merck KGaA); OxyContin (Purdue); Oxygesic (Mundipharma); Oxynorm (Mundipharma); Supeudol (Sabex)
Molecular Formula: C18H21NO4.HCl
Molecular Weight: 351.82
Percent Composition: C 61.45%, H 6.30%, N 3.98%, O 18.19%, Cl 10.08%
Properties: Component of Percocet (Endo) and Percodan (Endo) . Long rods from water, dec 270-272°. [a]D20 -125° (c = 2.5). Partition coefficient (octanol/water): 0.7. One gram dissolves in 6-7 ml water. Slightly sol in alcohol.
Optical Rotation: [a]D20 -125° (c = 2.5)
Log P: Partition coefficient (octanol/water): 0.7
Derivative Type: Pectinate
CAS Registry Number: 9012-92-4
Trademarks: Proladone (Abbott)
Properties: Used for prolonged action.
NOTE: This is a controlled substance (opiate): 21 CFR, 1308.12.
Therap-Cat: Analgesic (narcotic).
Keywords: Analgesic (Narcotic). |