13-01081. Benzilonium Bromide [Archived]

Nomenclature

CAS number: 1050-48-2
1,1-Diethyl-3-[(hydroxydiphenylacetyl)oxy]pyrrolidinium bromide; 1-ethyl-3-pyrrolidinyl benzilate ethyl bromide; 3-benziloyloxy-1,1-diethylpyrrolidinium bromide; benzilic acid 1-ethyl-3-pyrrolidinyl ester ethyl bromide; CI-379; PU-239; Minelsin (Parke-Davis); Minelcin (Parke-Davis); Portyn (Parke-Davis); Ulcoban (Parke-Davis).
C22H28BrNO3; mol wt 434.37.
C 60.83%, H 6.50%, Br 18.40%, N 3.22%, O 11.05%.

Description and references

Anticholinergic. Prepd from 1-ethyl-3-hydroxypyrrolidine and ethyl benzilate followed by reaction with ethyl bromide: Bowman et al., GB 821436 (1956 to Parke, Davis); Ryan, Ainsworth, J. Org. Chem. 27, 2901 (1962). Toxicity study: Reichertz, Schliva, Arzneim.-Forsch. 12, 414 (1962). GC-MS determn in plasma: H. Dahlstrm et al., J. Chromatogr. 183, 511 (1980). Clinical evaluation for duodenal ulcer: M. Hradsky, Scand. J. Gastroenterol. Suppl. 54, 52 (1979).

Chemical structure

Properties

Crystals, mp 203-204°. LD50 orally in rats: 1.86 g/kg (Reichertz, Schliva).

Therapeutic Category

Antispasmodic.

Keywords

Antispasmodic; Antimuscarinic

Status

This monograph has been retired and is no longer subject to revision or update.