479. 2-Aminothiazole

Nomenclature

CAS number: 96-50-4
2-Thiazolamine; Abadol (Specia); Basedol.
C3H4N2S; mol wt 100.14.
C 35.98%, H 4.03%, N 27.97%, S 32.02%.

Description and references

Prepn from vinyl acetate: Christiansen, US 2242237 (1941 to Squibb); Kyrides, US 2330223 (1943 to Monsanto); cf. Skrimshire, GB 540032 (1941 to B.D.H.). Prepd also by condensing tribromoparaldehyde with thiourea: Leitch, Brickman, US 2230962 (1941); US 2339083 (1944 to Mallinckrodt). Prepn from paraldehyde and thiourea: Erlenmeyer et al., Helv. Chim. Acta 38, 1293 (1955). Toxicology: W. B. Deichmann et al., J. Ind. Hyg. Toxicol. 30, 71 (1948).

Chemical structure

Properties

Crystals from benzene + petr ether, mp 93°. Distills at 3 mm without decompn. Sol in hot water. Slightly sol in cold water, alc, ether. Freely sol in dil HCl and in 20% H2SO4. LD50 orally in rats: 0.48 g/kg (Deichmann).

Derivative

Hydrochloride monohydrate.
C3H4N2S.HCl.H2O; mol wt 154.62.
C 23.30%, H 4.56%, N 18.12%, S 20.74%, Cl 22.93%, O 10.35%.

Properties

Needles, freely sol in water. Also used as the acid tartrate. Crystals, sol in water.

Therapeutic Category

Thyroid inhibitor.

Keywords

Antihyperthyroid