2954. Dextroamphetamine

Nomenclature

CAS number: 51-64-9
(αS)-α-Methylbenzeneethanamine; (+)-α-methylphenethylamine; d-amphetamine; (S)-1-phenyl-2-aminopropane; d-β-phenylisopropylamine; dexamphetamine.
C9H13N; mol wt 135.21.
C 79.95%, H 9.69%, N 10.36%.

Description and references

Prepn by resolution of amphetamine: Temmler, GB 508757 (1939); Nabenhauer, US 2276508 (1942 to SK&F); Magidson, Garkusha, J. Gen. Chem. USSR 11, 339 (1941); from d-phenylalanine: D. B. Repke et al., J. Pharm. Sci. 67, 1167 (1978). Toxicity data: E. J. Warawa et al., J. Med. Chem. 18, 71 (1975). GC-MS determn in urine: V. A Tetlow, J. Merrill, Ann. Clin. Biochem. 33, 50 (1996). Review of pharmacology: S. J. Chee, Neurosci. Biobehav. Rev. 16, 481-496 (1992).

Chemical structure

Derivative

Sulfate.

Nomenclature

CAS number: 51-63-8
Dexamin (Streuli); Dexedrine (GSK); Dextrostat (Shire).

Properties

White, odorless, crystalline powder with bitter taste. mp >300°. [α]D20 +21.8° (c = 2). Freely sol in water (about 1:10); slightly sol in alcohol (about 1:800). Insol in ether. pH 5% aq soln: 5.0 to 6.0. LD50 orally in mice: 10 mg/kg (Warawa).

Derivative

Tannate.

Nomenclature

CAS number: 1407-85-8
Tanphetamin; Synatan (Ferring).

Description and references

Prepn: Cavallito, US 2950309 (1960 to Irwin, Neisler and Co.).

Note

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

Therapeutic Category

CNS stimulant; anorexic.

Keywords

Anorexic; CNS Stimulant