7130. Pentobarbital

Nomenclature

CAS number: 76-74-4
5-Ethyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-ethyl-5-(1-methylbutyl)barbituric acid; mebubarbital; pentobarbitone; Neodorm (Minden).
C11H18N2O3; mol wt 226.27.
C 58.39%, H 8.02%, N 12.38%, O 21.21%.

Description and references

Prepn: DE 293163 (1916 to Bayer), Frdl. 13, 799 (1923); and hypnotic activity: E. H. Volwiler, D. L. Tabern, J. Am. Chem. Soc. 52, 1676 (1930). Toxicity data: E. W. Schafer, Toxicol. Appl. Pharmacol. 21, 315 (1972). HPLC determn in plasma: M. J. Avram, T. C. Krejcie, J. Chromatogr. 414, 484 (1986). Use in clinical management of elevated intracranial pressure: P. S. Woster, K. L. LeBlanc, Clin. Pharm. 9, 762 (1990); for euthanasia: A. T. Evans et al., J. Am. Vet. Med. Assoc. 203, 664 (1993).

Chemical structure

Properties

Crystals from alcohol, mp 129-130°.

Derivative

Sodium salt.

Nomenclature

CAS number: 57-33-0
Pentobarbital sodium; soluble pentobarbital; Carbrital (Parke-Davis); Narcoren (Veterinaria); Nembutal (Abbott); Pentone (Faulding); Praecicalm (Molimin); Sopental (Continental).
C11H17N2NaO3; mol wt 248.25.
C 53.22%, H 6.90%, N 11.28%, Na 9.26%, O 19.33%.

Properties

White powder; slightly bitter taste. Dec ≈127°. Freely sol in water, alc. Practically insol in benzene, ether. Aq solns are unstable. LD50 orally in rats: 118 mg/kg (Schafer).

Derivative

Calcium salt.

Nomenclature

CAS number: 7563-42-0
Pentobarbital calcium; Repocal (Desitin).
C22H34CaN4O6; mol wt 490.61.
C 53.86%, H 6.99%, Ca 8.17%, N 11.42%, O 19.57%.

Note

This is a controlled substance (depressant): 21 CFR, 1308.12 and 1308.13.

Therapeutic Category

Sedative, hypnotic.

Therapeutic Category (Veterinary)

Anesthetic (intravenous); for euthanasia.

Keywords

Sedative/Hypnotic; Barbituric Acid Derivatives