N-Butylscopolammonium Bromide
Title: N-Butylscopolammonium Bromide
CAS Registry Number: 149-64-4
CAS Name: [7(S)-(1a,2b,4b,5a,7b)]-9-Butyl-7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane bromide
Additional Names: a-(hydroxymethyl)benzeneacetic acid 9-butyl-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]non-7-yl ester bromide; 8-butyl-6b,7b-epoxy-3a-hydroxy-1aH,5aH-tropanium bromide (-)-tropate; butylscopolamine bromide; hyoscine-N-butyl bromide; scopolamine-N-butyl bromide; scopolamine bromobutylate
Trademarks: Amisepan (Nippon Shoji); Buscapina; Buscol; Buscolysin (Pharmachim); Buscopan (Boehringer, Ing.); Butylmin (Nippon Kayaku); Donopon; Monospan (Santen); Scobro (Ono); Scobron (Mohan); Scobutil (Rumanian); Sparicon (Yamanouchi); Sporamin (Hishiyama); Stibron (Iwaki); Tirantil
Molecular Formula: C21H30BrNO4
Molecular Weight: 440.37
Percent Composition: C 57.28%, H 6.87%, Br 18.14%, N 3.18%, O 14.53%
Literature 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).
Properties: Crystals from methanol, mp 142-144°. [a]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).
Melting point: mp 142-144°
Optical Rotation: [a]D20 -20.8° (c = 3 in water)
Toxicity data: LD50 in mice (mg/kg): 15.6 i.v.; 74 i.p.; 570 s.c.; 3000 orally (Stockhaus, Wick)
Therap-Cat: Antispasmodic.
Keywords: Antispasmodic; Antimuscarinic.

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