6898. Otilonium Bromide

Nomenclature

CAS number: 26095-59-0
N,N-Diethyl-N-methyl-2-[[4-[[2-(octyloxy)benzoyl]amino]benzoyl]oxy]ethanaminium bromide; octylonium bromide; SP-63; Doralin (Menarini); Menoctyl (Dong Wha); Pasminox (Beta); Spasen (Menarini); Spasmoctyl (Menarini); Spasmomen (Menarini).
C29H43BrN2O4; mol wt 563.57.
C 61.80%, H 7.69%, Br 14.18%, N 4.97%, O 11.36%.

Description and references

Quaternary ammonium salt with gastrointestinal spasmolytic activity. Prepn: BE 704269; M. Ghelardoni et al., US 3536723 (1968, 1970 both to Menarini); idem et al., J. Med. Chem. 16, 1063 (1973). Determn of finished pharmaceutical forms by HPLC: C. Mannucci et al., J. Pharm. Sci. 82, 367 (1993); by CE: S. Furlanetto et al., Analyst 126, 1700 (2001). Receptor binding study: S. Lindqvust et al., Br. J. Pharmacol. 137, 1134 (2002). Clinical trial in irritable bowel syndrome: G. Battaglia et al., Aliment. Pharmacol. Ther. 12, 1003 (1998). Review of pharmacology and clinical efficacy: S. Evangelista, J. Int. Med. Res. 27, 207-222 (1999); comparative review of clinical studies: idem, Curr. Pharm. Des. 10, 3561-3568 (2004).

Chemical structure

Properties

Crystals from ethanol, mp 166-168°. LD50 in mice (mg/kg) 87.0 i.p. (Ghelardoni, 1973).

Therapeutic Category

Antispasmodic.

Keywords

Antispasmodic; Antimuscarinic