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73-09-6

73-09-6 Structure

73-09-6 Structure
IdentificationBack Directory
[Name]

Etozolin
[CAS]

73-09-6
[Synonyms]

Elkapin
W-2900A
Etozolin
Etozoline
[3-Methyl-4-oxo-5-(1-piperidinyl)thiazolidin-2-ylidene]acetic acid ethyl
[3-Methyl-4-oxo-5-(1-piperidinyl)thiazolidin-2-ylidene]acetic acid ethyl ester
[EINECS(EC#)]

200-794-0
[Molecular Formula]

C13H20N2O3S
[MDL Number]

MFCD00867341
[MOL File]

73-09-6.mol
[Molecular Weight]

284.378
Chemical PropertiesBack Directory
[Melting point ]

140°
[Boiling point ]

230.9°C (rough estimate)
[density ]

1.2117 (rough estimate)
[refractive index ]

1.6360 (estimate)
Hazard InformationBack Directory
[Originator]

Elkapin,Goedecke,W. Germany,1977
[Uses]

Diuretic.
[Manufacturing Process]

To a stirred solution of 20 g (0.1 mol) 2-carbethoxymethylene-3-methyl-4- thiazolidinone in 120 ml chloroform is added, dropwise, a solution of 5 ml (0.1 mol) bromine in 20 ml chloroform. The solvent is removed by distillation and the residue crystallized from methanol to yield 18 g (65%) of 2- carbethoxymethylen-3-methyl-5-bromo-4-thiazolidinone, MP 76°C.
To a solution of 28 g (0.1 mol) 2-carbethoxymethylene-3-methyl-5-bromo-4- thiazolidinone prepared as described in 200 ml benzene is added (0.2 mol) piperidine and the mixture is allowed to stand for 3 hours at 25°C. The resulting suspension is filtered to remove the precipitated piperidine hydrobromide and the filtrate is evaporated to dryness. The residue is taken up in ether, filtered and the filtrate saturated with dry hydrogen chloride to yield the hydrochloride salt of 2-carbethoxymethylene-3-methyl-5-piperidino- 4-thiazolidinone, MP 158°C to 159°C.
[Therapeutic Function]

Diuretic
Safety DataBack Directory
[Toxicity]

LD50 in male mice, rats (mg/kg): 1210, 1575 i.p.; in male, female mice, rats (mg/kg): 8670, 9360, 11040, 10250 orally (Herrmann)
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