7805. Propantheline Bromide

Nomenclature

CAS number: 50-34-0
N-Methyl-N-(1-methylethyl)-N-[2-[(9H-xanthen-9-ylcarbonyl)oxy]ethyl]-2-propanaminium bromide (1:1); (2-hydroxyethyl)diisopropylmethylammonium bromide xanthene-9-carboxylate; β-diisopropylaminoethyl 9-xanthenecarboxylate methobromide; Corrigast (Pfizer); Pro-Banthine (Concord).
C23H30BrNO3; mol wt 448.39.
C 61.61%, H 6.74%, Br 17.82%, N 3.12%, O 10.70%.

Description and references

Synthetic quaternary ammonium anticholinergic. Prepn: Cusic, Robinson, J. Org. Chem. 16, 1921 (1951); US 2659732 (1953 to Searle). Metabolic studies: Beermann et al., Clin. Pharmacol. Ther. 13, 212 (1972). Clinical pharmacokinetics: C. W. Vose et al., Br. J. Clin. Pharmacol. 7, 89 (1979); HPLC determn in serum: B. G. Charles, P. J. Ravenscroft, J. Chromatogr. 306, 424 (1984).

Chemical structure

Properties

Crystals from isopropanol + ether, mp 159-161°. Very soluble in water, alcohol, chloroform. Practically insol in ether, benzene.

Therapeutic Category

Antispasmodic; in treatment of urinary incontinence.

Therapeutic Category (Veterinary)

Antispasmodic.

Keywords

Antimuscarinic; Antispasmodic