7079. Pemoline

Nomenclature

CAS number: 2152-34-3
2-Amino-5-phenyl-4(5H)-oxazolone; phenoxazole; phenylisohydantoin; phenylpseudohydantoin; azoxodone; PIO; LA-956; YH-1; Cylert (Abbott); Tradon (Lilly).
C9H8N2O2; mol wt 176.17.
C 61.36%, H 4.58%, N 15.90%, O 18.16%.

Description and references

Prepn: W. Traube, R. Ascher, Ber. 46, 2077 (1913); L. Schmidt, H. Scheffler, US 2892753 (1959 to Boehringer, Ing.). Prepn of magnesium hydroxide mixture, originally thought to be a chelate complex: W. E. Lange et al., J. Pharm. Sci. 51, 477 (1962); B. H. Candon, M. Chessin, US 3108045 (1963 to Purdue Frederick). CNS stimulant activity: L. Schmidt, Arzneim.-Forsch. 6, 423 (1956). Efficacy in minimal brain dysfunction in hyperkinetic children: C. K. Connors et al., Psychopharmacologia 26, 321 (1972); J. G. Page et al., J. Learn. Disabil. 7, 498 (1974). Toxicity data: E. W. Schafer, Toxicol. Appl. Pharmacol. 21, 315 (1972). Review: A. T. Dren, R. S. Janicki, in Pharmacological and Biochemical Properties of Drug Substances vol. 1, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1977) pp 33-65.

Chemical structure

Properties

Crystals, mp 256-257° (dec). Practically insol in water, ether, acetone, dil hydrochloric acid. Sol in propylene glycol (1%); in hot alcohol. LD50 orally in rats: 500 mg/kg (Schafer).

Derivative

Magnesium hydroxide mixture.

Nomenclature

CAS number: 18968-99-5
Magnesium pemoline; Abbott 30400.

Note

This is a controlled substance (stimulant): 21 CFR, 1308.14.

Therapeutic Category

CNS stimulant.

Keywords

CNS Stimulant