3891. Etozolin

Nomenclature

CAS number: 73-09-6
[3-Methyl-4-oxo-5-(1-piperidinyl)-2-thiazolidinylidene]acetic acid ethyl ester; 2-carbethoxymethylene-3-methyl-5-piperidino-4-thiazolidone; 3-methyl-4-oxo-5-piperidino-Δ2,α-thiazolidineacetic acid ethyl ester; G"o-687; W-2900A; Elkapin (G"odecke).
C13H20N2O3S; mol wt 284.37.
C 54.91%, H 7.09%, N 9.85%, O 16.88%, S 11.28%.

Description and references

A member of a new class of heterocyclic compounds, the 2-methylenethiazolidones; a diuretic with choleretic properties. Prepn: Satzinger, Ann. 665, 150 (1963); US 3072653 (1963 to Warner-Lambert). Pharmacology: O. Heidenreich et al., Arzneim.-Forsch. 14, 1242 (1964). Series of articles on activity, metabolism and toxicology: G. Satzinger et al., ibid. 27, 1742-1817 (1977); M. Herrmann et al., ibid. 1745.

Chemical structure

Properties

Crystals from methanol, mp 140°. uv max (methanol): 283, 243 nm (log ε 4.32, 4.0). LD50 in male mice, rats (mg/kg): 1210, 1575 i.p.; in male, female mice, rats (mg/kg): 8670, 9360, 11040, 10250 orally (Herrmann).

Derivative

Hydrochloride.
C13H20N2O3S.HCl; mol wt 320.84.
C 48.67%, H 6.60%, N 8.73%, O 14.96%, S 9.99%, Cl 11.05%.

Properties

Crystals, mp 158-159°.

Derivative

Free acid.

Nomenclature

Ozolinone; G"odecke 3282.
C11H16N2O3S; mol wt 256.32.
C 51.54%, H 6.29%, N 10.93%, O 18.73%, S 12.51%.

Therapeutic Category

Diuretic.

Keywords

Diuretic