2280. Cimetropium Bromide
Nomenclature
CAS number: 51598-60-8
(1α,2β,4β,5α,7β)-9-(Cyclopropylmethyl)-7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane bromide; 8-(cyclopropylmethyl)-6β,7β-epoxy-3α-hydroxy-1αH,5αH-tropanium bromide (-)-(S)-tropate; N-cyclopropylmethylscopolamine bromide; DA-3177; Alginor (De Angeli). C21H28BrNO4; mol wt 438.36.
C 57.54%, H 6.44%, Br 18.23%, N 3.20%, O 14.60%.
Description and references
Spasmolytic agent with affinity for intestinal muscarinic receptors. Prepn: S. Casadio, A. Donetti, DE 2316728; eidem, US 3853886 (1973, 1974 both to De Angeli). Crystal and molecular structure: G. Giuseppetti et al., Farmaco Ed. Sci. 35, 231 (1980). Molecular conformation in solution: A. Gallazzi et al., ibid. 913. Pharmacology: A. Schiavone et al., Arzneim.-Forsch. 35, 796 (1985); C. Scarpignato, G. Bianchi Porro, Int. J. Clin. Pharmacol. Res. 5, 467 (1985). Clinical trials in treatment of irritable bowel syndrome: G. Piai et al., Clin. Trials J. 23, 6 (1986); A. Ferrari et al., Clin. Ther. 8, 320 (1986).
Properties
Crystals from acetonitrile, mp 174°. [α]D20 -18.3° (c = 3).Therapeutic Category
Antispasmodic.
Keywords
Antispasmodic; Antimuscarinic