5948. Methamphetamine

Nomenclature

CAS number: 537-46-2
(αS)-N,α-Dimethylbenzeneethanamine; (S)-(+)-N,α-dimethylphenethylamine; d-N-methylamphetamine; d-deoxyephedrine; d-desoxyephedrine; 1-phenyl-2-methylaminopropane; d-phenylisopropylmethylamine; methyl-β-phenylisopropylamine; Norodin (Endo).
C10H15N; mol wt 149.23.
C 80.48%, H 10.13%, N 9.39%.

Description and references

Central stimulant. Can be prepd by reducing ephedrine or pseudoephedrine: Emde, Helv. Chim. Acta 12, 365 (1929). Prepn by reducing the condensation product of benzyl methyl ketone and methylamine: A. Ogata, J. Pharm. Soc. Jpn. 451, 751 (1919), C.A. 14, 745 (1920). Synthesis from d-phenylalanine: D. B. Repke et al., J. Pharm. Sci. 67, 1167 (1978). Stereochemistry-pharmacology aspects: Patil et al., J. Pharmacol. Exp. Ther. 155, 1, 13 (1967). Toxicity data: A. M. Lands et al., J. Pharmacol. Exp. Ther. 89, 382 (1947). Review of clinical trials in bulimia: H. G. Pope, Jr., J. I. Hudson, J. Clin. Psychiatry 47, 339 (1986). Review of pharmacology and abuse potential: A. K. Cho, Science 249, 631-634 (1990).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 51-57-0
“Speed”; “meth”; “ice”; Amphedroxyn (Lilly); Desfedrin; Desoxyfed; Desoxyn (Abbott); Destim (Central Pharm.); Doxephrin; Drinalfa (Squibb); Gerobit (Gerot); Hiropon; Isophen (Knoll); Madrine (Langley); Methampex (Lemmon); Methedrine (Burroughs Wellcome); Methylisomyn; Pervitin (Temmler); Soxysympamine (Ferndale); Syndrox (McNeil); Tonedron (Grimault).
C10H15N.HCl; mol wt 185.69.
C 64.68%, H 8.68%, N 7.54%, Cl 19.09%.

Properties

Crystals, mp 170-175°. Bitter taste. [α]D25 +14 to +20°. Sol in water, alcohol, chloroform. Practically insol in ether. A 1% aq soln is neutral or slightly acid to litmus. LD50 i.p. in mice: 70 mg/kg (Lands).

Note

This is a controlled substance (stimulant): 21 CFR, 1308.12.

Therapeutic Category

Anorexic. In attention deficit disorder with hyperactivity.

Therapeutic Category (Veterinary)

Sympathomimetic, CNS stimulant.

Keywords

Anorexic; CNS Stimulant