7219. Phencyclidine

Nomenclature

CAS number: 77-10-1
1-(1-Phenylcyclohexyl)piperidine; angel dust; HOG; PCP; CI-395.
C17H25N; mol wt 243.39.
C 83.89%, H 10.35%, N 5.75%.

Description and references

Prepn: GB 836083 and Godefroi et al., US 3097136 (1960, 1963 to Parke, Davis); V. H. Maddox et al., J. Med. Chem. 8, 230 (1965). Pharmacology: G. Chen et al., J. Pharmacol. Exp. Ther. 127, 241 (1959); J. C. Munch, Bull. Narc. 26, 9 (1974). Human metabolism: L. K. Wong, K. Biemann, Biomed. Mass Spectrom. 2, 204 (1975). Toxicity: K. Bailey et al., J. Pharm. Pharmacol. 28, 713 (1976). Extensive bibliography: R. L. Balster, R. S. Pross, J. Psychedelic Drugs 10, 1-15 (1978). Review: R. E. Garey, ibid. 11, 265-275 (1979). Review of neuropharmacology: K. M. Johnson, S. M. Jones, Annu. Rev. Pharmacol. Toxicol. 30, 707-750 (1990).

Chemical structure

Properties

Colorless crystals, mp 46-46.5°. bp1.0 135-137°. uv max (0.1N HCl): 252, 257.5, 262, 268.5 nm (E1%1cm 7.9, 11.2, 13.0, 9.7).

Derivative

Hydrochloride.

Nomenclature

CAS number: 956-90-1
Sernyl; Sernylan.
C17H25N.HCl; mol wt 279.85.
C 72.96%, H 9.36%, N 5.01%, Cl 12.67%.

Properties

Crystals from 2-propanol, mp 233-235°. uv max (ethanol): 254, 258, 262.5, 269 nm (E1%1cm 7.9, 10.8, 12.7, 10.0). LD50 orally in mice: 76.5 mg/kg (Bailey).

Derivative

Hydrobromide.

Properties

Crystals, mp 214-218°.

Caution

This is a controlled substance (depressant): 21 CFR, 1308.12. The ethylamine, pyrrolidine and thiophene analogs are controlled substances (hallucinogens): 21 CFR, 1308.11.

Therapeutic Category

Anesthetic (intravenous).

Therapeutic Category (Veterinary)

Analgesic; anesthetic.

Keywords

Anesthetic (Intravenous)