7441. Pinaverium Bromide

Nomenclature

CAS number: 53251-94-8
4-[(2-Bromo-4,5-dimethoxyphenyl)methyl]-4-[2-[2-(6,6-dimethylbicyclo[3.1.1]hept-2-yl)ethoxy]ethyl]morpholinium bromide; 4-(6-bromoveratryl)-4-[2-[2-(6,6-dimethyl-2-norpinyl)ethoxy]ethyl]morpholinium bromide; LAT-1717; Dicetel (Latema).
C26H41Br2NO4; mol wt 591.42.
C 52.80%, H 6.99%, Br 27.02%, N 2.37%, O 10.82%.

Description and references

Spasmolytic agent with low incidence of anticholinergic effects. Prepn: BE 769469; R. Baronnet, US 3845048 (1971, 1974 both to Societe Berri-Balzac). Synthesis and pharmacology: R. Baronnet et al., Eur. J. Med. Chem. 9, 182 (1974). Pharmacodynamics: J. Bretaudeau et al., Therapie 30, 919 (1975). Synthesis of 14C pinaverium bromide and pharmacokinetics: C. Jacquot et al., Eur. J. Med. Chem. 13, 61 (1978). Mechanism of action: J. Bretaudeau, O. Foussard-Blanpin, J. Pharmacol. 11, 233 (1980). Inhibition of gastrointestinal contractile activity in dogs: Z. Itoh, T. Takahashi, Arzneim.-Forsch. 31, 1450 (1981). Effects in humans on gastric emptying and transit time: J. Bertrand et al., Therapie 36, 555 (1981).

Chemical structure

Properties

Crystals from methyl ethyl ketone, mp 181°; also reported as mp ≈170° (Baronnet, 1974). LD50 in mice (mg/kg): 1400 orally; 66 i.v. (Baronnet, 1974); also reported as LD50 i.v. in mice: 37 ±2.4 mg/kg (Baronnet et al.).

Therapeutic Category

Antispasmodic.

Keywords

Antispasmodic