4006. Fentonium Bromide

Nomenclature

CAS number: 5868-06-4
[3(S)-endo]-8-(2-[1,1′-Biphenyl]-4-yl-2-oxoethyl)-3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-azoniabicyclo[3.2.1]octane bromide; 3α-hydroxy-8-(p-phenylphenacyl)-1αH,5αH-tropanium bromide ()-tropate; N-(4-phenylphenacyl)-1-hyoscyaminium bromide; phentonium bromide; FA-402; Z-326; Ketoscilium (Zambon); Ulcesium (Zambon).
C31H34BrNO4; mol wt 564.51.
C 65.96%, H 6.07%, Br 14.15%, N 2.48%, O 11.34%.

Description and references

Anticholinergic. Prepn: U. Teotino, D. Della Bella, GB 1026640; eidem, US 3356682 (1966, 1967 both to Whitefin Holding); Teotino et al., Chim. Ther. 3, 453 (1968). Human pharmacology: Azzollini et al., Curr. Ther. Res. 12, 734 (1970). Clinical studies: Alberto et al., Minerva Med. 62, 852 (1971).

Chemical structure

Properties

Crystals, mp 203-205° (dec). [α]D23 5.68° (c = 5 in DMF). Also reported as mp 193-194°. [α]D25 4.7° (c = 5 in DMF). LD50 in mice (mg/kg): 12.1 i.v.; >400 s.c. and orally (Teotino, Della Bella).

Therapeutic Category

Antispasmodic.

Keywords

Antispasmodic; Antimuscarinic