Structural Formula Vector Image
Title: Tramadol
CAS Registry Number: 27203-92-5
CAS Name: (1R,2R)-rel-2-[(Dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol
Manufacturers' Codes: E-265; CG-315E; U-26225A
Molecular Formula: C16H25NO2
Molecular Weight: 263.38
Percent Composition: C 72.96%, H 9.57%, N 5.32%, O 12.15%
Literature References: Prepn: GB 997399; K. Flick, E. Frankus, US 3652589 (1965, 1972 both to Grünenthal); K. Flick et al., Arzneim.-Forsch. 28, 107 (1978). Series of articles on pharmacology and clinical studies: ibid. 114-219. Toxicology: F. Lagler et al., ibid. 164. Mechanism of action study: R. B. Raffa et al., J. Pharmacol. Exp. Ther. 267, 331 (1993). HPLC determn in urine: B. Elsing, G. Blaschke, J. Chromatogr. 612, 223 (1993). HPLC determn in plasma and pharmacokinetics: A. Küçük et al., J. Chromatogr. B 816, 203 (2005). Symposium on pharmacology and clinical experience: Drugs 47, Suppl. 1, 1-46 (1994).
Derivative Type: Hydrochloride
CAS Registry Number: 22204-88-2
Trademarks: Amadol (TAD); Contramal (Grñenthal); Crispin (Kowa); Tradonal (Viatris); Tramal (Grñenthal); Ultram (Ortho); Zamadol (Viatris); Zydol (Searle)
Molecular Formula: C16H25NO2.HCl
Molecular Weight: 299.84
Percent Composition: C 64.09%, H 8.74%, N 4.67%, O 10.67%, Cl 11.82%
Properties: White crystals, mp 180-181°. Sol in water. LD50 in mice, rats (mg/kg): 350, 228 orally; 200, 286 s.c. (Lagler).
Melting point: mp 180-181°
Toxicity data: LD50 in mice, rats (mg/kg): 350, 228 orally; 200, 286 s.c. (Lagler)
Therap-Cat: Analgesic.
Keywords: Analgesic (Non-Narcotic).

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