5848. Mepenzolate Bromide

Nomenclature

CAS number: 76-90-4
3-[(Hydroxydiphenylacetyl)oxy]-1,1-dimethylpiperidinium bromide; N-methyl-3-piperidyl benzilate methyl bromide; N-methyl-3-piperidyl diphenylglycolate methobromide; Cantil (Aventis); Trancolon (Fujisawa).
C21H26BrNO3; mol wt 420.34.
C 60.00%, H 6.23%, Br 19.01%, N 3.33%, O 11.42%.

Description and references

Anticholinergic. Prepn: Biel, US 2918408 (1959 to Lakeside Labs.). Prepn of base: Biel et al., J. Am. Chem. Soc. 77, 2250 (1955). Crystal structure: J. M. Leger et al., Acta Crystallogr. B35, 886 (1979). Toxicity data: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971).

Chemical structure

Properties

Crystals, mp 228-229° (dec). LD50 orally in rats: 742±47 mg/kg (Goldenthal).

Derivative

Free base.

Nomenclature

CAS number: 25990-43-6

Properties

bp0.03 175-176°.

Note

N-Methyl-3-piperidyl benzilate is a controlled substance (hallucinogen): 21 CFR, 1308.11.

Therapeutic Category

Antispasmodic.

Keywords

Antispasmodic; Antimuscarinic