1588. N-Butylscopolammonium Bromide

Nomenclature

CAS number: 149-64-4
(1α,2β,4β,5α,7β)-9-Butyl-7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane bromide (1:1); α-(hydroxymethyl)benzeneacetic acid 9-butyl-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]non-7-yl ester bromide; 8-butyl-6β,7β-epoxy-3α-hydroxy-1αH,5αH-tropanium bromide (-)-tropate; butylscopolamine bromide; hyoscine-N-butyl bromide; scopolamine-N-butyl bromide; scopolamine bromobutylate; Buscapina (Boehringer, Ing.); Buscolysin (Pharmachim); Buscopan (Boehringer, Ing.); Scoburen (Renaudin).
C21H30BrNO4; mol wt 440.37.
C 57.28%, H 6.87%, Br 18.14%, N 3.18%, O 14.53%.

Description and references

Anticholinergic. Prepn: F. Adickes et al., DE 856890; eidem, US 2872452 (1952, 1959 both to Boehringer Ing.). Biological activity studies: Bauer et al., Arzneim.-Forsch. 18, 1132 (1968). Toxicological studies: K. Stockhaus, H. Wick, Arch. Int. Pharmacodyn. Ther. 180, 155 (1969). Use in endoscopic examinations: J. R. Lee, Clin. Radiol. 33, 273 (1982); D. N. Hupscher, O. Dommerholt, Diagn. Imag. Clin. Med. 53, 77 (1984); A. C. Steger et al., Am. J. Gastroenterol. 81, 615 (1986).

Chemical structure

Properties

Crystals from methanol, mp 142-144°. [α]D20 -20.8° (c = 3 in water). LD50 in mice (mg/kg): 15.6 i.v.; 74 i.p.; 570 s.c.; 3000 orally (Stockhaus, Wick).

Therapeutic Category

Antispasmodic.

Therapeutic Category (Veterinary)

Antispasmodic.

Keywords

Antispasmodic; Antimuscarinic