1798. Carbimazole

Nomenclature

CAS number: 22232-54-8
2,3-Dihydro-3-methyl-2-thioxo-1H-imidazole-1-carboxylic acid ethyl ester; 1-ethoxycarbonyl-3-methyl-2-thio-4-imidazoline; ethyl 3-methyl-2-thioimidazoline-1-carboxylate; 1-methyl-3-carbethoxy-2-thioglyoxalone; athyromazole; Neo-mercazole (Roche); Neo-Thyreostat (Herbrand).
C7H10N2O2S; mol wt 186.23.
C 45.15%, H 5.41%, N 15.04%, O 17.18%, S 17.22%.

Description and references

Thyroid inhibitor. Prepn: Rimington et al., US 2671088, reissued as US RE 24505; US 2815349 (1954, 1958, 1957, all to Natl. Res. Dev. Corp.); Baker, J. Chem. Soc. 1958, 2387. Clinical efficacy in Graves' disease: J. Duprey et al., Presse Med. 17, 1124 (1988).

Chemical structure

Properties

Crystalline powder with characteristic odor; tasteless at first, followed by bitter taste; mp 122-125°. Sol (at 20°) in 500 parts of water; in 50 parts of ethanol; in 330 parts of ether; in 3 parts of chloroform; in 17 parts of acetone. uv max in 0.1N HCl : water (1:8): 291 nm; in 0.1N H2SO4: 227 nm and 291 nm (E1%1cm 557).

Therapeutic Category

Antihyperthyroid.

Keywords

Antihyperthyroid