4216. Flutropium Bromide
Nomenclature
CAS number: 63516-07-4
(endo,syn)-8-(2-Fluoroethyl)-3-[(hydroxydiphenylacetyl)oxy]-8-methyl-8-azoniabicyclo[3.2.1]octane
bromide; (8r)-3α-benziloyloxy-8-(2-fluoroethyl)-8-methyl-8-azoniabicyclo[3.2.1]octane
bromide; (8r)-8-(2-fluoroethyl)-3α-hydroxy-1αH,5αH-tropanium bromide benzilate; N-β-fluoroethylnortropine benzilate methobromide; benzilic acid N-β-fluoroethylnortropine ester methobromide; Ba-598Br; Flubron (SS Pharm.). C24H29BrFNO3; mol wt 478.39.
C 60.26%, H 6.11%, Br 16.70%, F 3.97%, N 2.93%, O 10.03%.
Description and references
Anticholinergic agent. Prepn: R. Banholzer et al., DE 2540633; eidem, US 4042700 (both 1977 to Boehringer, Ing.). Synthesis: R. Banholzer et al., Arzneim.-Forsch. 36, 1161 (1986). Molecular and crystal structure: G. Kiel, ibid. 1166. Pharmacology in animals: S. Yanaura et al., Jpn. J. Pharmacol. 33, 971 (1983); R. Bauer, A. Fügner, Arzneim.-Forsch. 36, 1348 (1986). Pharmacodynamics: K. Yoshimura et al., Iyakuhin Kenkyu 18, 240 (1987), C.A. 107, 17197v (1987).
Properties
White crystals from acetonitrile, mp 192-193° (dec); from ethanol-acetone, mp 198-199° (dec). LD50 in male, female mice, male, female rats (mg/kg): 12.5, 11.0, 16.4, 18.4 i.v.; 760, 810, 830, 740 orally (Bauer, Fügner).Therapeutic Category
Bronchodilator.
Keywords
Bronchodilator; Quaternary Ammonium Compounds; Antimuscarinic