7992. Pyrithiamine
Nomenclature
CAS number: 534-64-5
1-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-3-(2-hydroxyethyl)-2-methylpyridinium
bromide monohydrobromide; 1-(2-methyl-4-amino-5-pyrimidyl)methyl-2-methyl-3-hydroxyethylpyridinium
bromide hydrobromide; neopyrithiamine. C14H20Br2N4O; mol wt 420.14.
C 40.02%, H 4.80%, Br 38.04%, N 13.34%, O 3.81%.
Description and references
Thiamine antagonist prepd by condensation of 2-methyl-3-(β-hydroxyethyl)pyridine with the pyrimidine moiety of vitamin B1: Tracy, Elderfield, J. Org. Chem. 6, 54 (1941); improved procedure: Wilson, Harris, J. Am. Chem. Soc. 71, 2231 (1949); US 2587262 (1952 to Merck & Co.). Cf. Woolley, J. Am. Chem. Soc. 72, 5763 (1950).
Properties
Crystals from acetone, dec 218-220°. uv max (water): 238, 271 nm. Sol in water.Derivative
Chloride hydrochloride.C14H20Cl2N4O; mol wt 331.24.
C 50.76%, H 6.09%, Cl 21.41%, N 16.91%, O 4.83%.