9466. Tiropramide

Nomenclature

CAS number: 55837-29-1
α-(Benzoylamino)-4-[2-(diethylamino)ethoxy]-N,N-dipropylbenzenepropanamide; dl-α-benzamido-p-[2-(diethylamino)ethoxy]-N,N-dipropylhydrocinnamamide; O-(2-diethylaminoethyl)-N-benzoyl-dl-tyrosyl-di-n-propylamide; CR-605.
C28H41N3O3; mol wt 467.64.
C 71.91%, H 8.84%, N 8.99%, O 10.26%.

Description and references

Smooth muscle relaxant; deriv of tyrosine. Prepn: F. Makovec et al., DE 2503992; eidem, US 4004008 (1975, 1977 both to Rotta). Activity on gastrointestinal motility: P. Senin et al., Gastrointestinal Motility in Health and Disease, H. L. Duthie, Ed. (University Park Press, Baltimore, 1978) pp 417-427. Mechanism of action: R. R. Vidal y Plana et al., J. Pharm. Pharmacol. 33, 19 (1981).

Chemical structure

Properties

Cryst from petr ether, mp 65-67°. LD50 in rats: 33.9 mg/kg i.v. (Makovec).

Derivative

Hydrochloride.

Nomenclature

CAS number: 53567-47-8
Alfospas (Rorer); Maiorad (Rottapharm).
C28H41N3O3.HCl; mol wt 504.10.
C 66.71%, H 8.40%, N 8.34%, O 9.52%, Cl 7.03%.

Therapeutic Category

Antispasmodic.

Keywords

Antispasmodic