Structural Formula Vector Image
Title: Meperidine
CAS Registry Number: 57-42-1
CAS Name: 1-Methyl-4-phenyl-4-piperidinecarboxylic acid ethyl ester
Additional Names: 1-methyl-4-phenylisonipecotic acid ethyl ester; N-methyl-4-phenyl-4-carbethoxypiperidine; ethyl 1-methyl-4-phenylpiperidine-4-carboxylate; isonipecaine; pethidine
Molecular Formula: C15H21NO2
Molecular Weight: 247.33
Percent Composition: C 72.84%, H 8.56%, N 5.66%, O 12.94%
Literature References: Prepn: Eisleb, US 2167351 (1939 to Winthrop); Smissman, Hite, J. Am. Chem. Soc. 81, 1201 (1959). Pharmacokinetics: L. E. Mather, P. J. Meffin, Clin. Pharmacokinet. 3, 352 (1978). Metabolism: S. Y. Yeh et al., J. Pharm. Sci. 70, 867 (1981). GC-MS/MS determn in biological fluids: A. Ishii et al., J. Chromatogr. B 792, 117 (2003). Toxicity data: O. W. Barlow, J. R. Lewis, J. Pharmacol. Exp. Ther. 103, 147 (1951). Comprehensive description: N. P. Fish, N. J. DeAngelis in Anal. Profiles Drug Subs. 1, 175-205 (1972).
Derivative Type: Hydrochloride
CAS Registry Number: 50-13-5
Trademarks: Algil (Maggioni); Alodan (Gerot); Centralgin (Amino); Demerol hydrochloride (Sanofi Winthrop); Dispadol (Specia); Dolantin (HMR); Dolestine (Teva); Dolosal (Specia); Mefedina (Farmitalia)
Molecular Formula: C15H21NO2.HCl
Molecular Weight: 283.79
Percent Composition: C 63.48%, H 7.81%, N 4.94%, O 11.28%, Cl 12.49%
Properties: Minute crystals, mp 186-189°. Slightly bitter taste. Stable to air. Just acid to litmus (1:10 soln). Sol in water, acetone, ethyl acetate; slightly sol in alcohol, isopropanol. Insol in benzene, ether. Aq solns may be sterilized by boiling for short periods without dec. LD50 orally in rats: 170 mg/kg (Barlow, Lewis).
Melting point: mp 186-189°
Toxicity data: LD50 orally in rats: 170 mg/kg (Barlow, Lewis)
NOTE: This is a controlled substance (opiate): 21 CFR, 1308.12.
Therap-Cat: Analgesic (narcotic).
Therap-Cat-Vet: Analgesic (narcotic); sedative; anesthetic.
Keywords: Analgesic (Narcotic).

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