7485. Piprozolin

Nomenclature

CAS number: 17243-64-0
[3-Ethyl-4-oxo-5-(1-piperidinyl)-2-thiazolidinylidene]acetic acid ethyl ester; 3-ethyl-4-oxo-5-piperidino-Δ2,α-thiazolidineacetic acid ethyl ester; G"o-919; W-3699; Coleflux (Finadiet); Epsyl (Exa); Probilin (G"odecke; Warner-Lambert); Secrebil (Isnardi).
C14H22N2O3S; mol wt 298.40.
C 56.35%, H 7.43%, N 9.39%, O 16.09%, S 10.75%.

Description and references

Prepn: G. Satzinger, Ann. 665, 150 (1963); G. Satzinger et al., DE 2414345 (1975 to Goedecke), corresp to US 3971794 (1976 to Warner-Lambert). Metabolism and pharmacokinetics: K. O. Vollmer, F. W. Koss, Arch. Int. Pharmacodyn. Ther. 198, 312 (1972). Mechanism of action: F. W. Koss et al., ibid. 333. Series of articles on synthesis, pharmacology, toxicology and clinical studies: Arzneim.-Forsch. 27, 463-526 (1977). Toxicity data: M. Herrmann et al., ibid. 467.

Chemical structure

Properties

Colorless cryst, mp 86-87°. Practically insol in water. Sol in dil aq acids and most organic solvents. uv max (methanol): 245, 285 nm (ε 8200, 20000) (Vollmer). LD50 in mice, rats (mg/kg): 1070, 3256 orally (Herrmann).

Therapeutic Category

Choleretic.

Keywords

Choleretic