3383. Divicine

Nomenclature

CAS number: 32267-39-3
2,6-Diamino-1,6-dihydro-4,5-pyrimidinedione; 2,6-diamino-4,5-pyrimidinediol; 2,6-diamine-5-hydroxy-4(3H)-pyrimidinone; 2,4-diamino-5,6-dihydroxypyrimidine.
C4H6N4O2; mol wt 142.12.
C 33.80%, H 4.26%, N 39.42%, O 22.52%.

Description and references

From vicine by heating with dil H2SO4: Ritthausen, Ber. 29, 2108 (1896); Levene, Senior, J. Biol. Chem. 25, 607 (1916). Structure: Bendich, Clements, Biochim. Biophys. Acta 12, 462 (1953). Synthesis: Davall, Laney, J. Chem. Soc. 1956, 2124; Chesterfield et al., ibid. 1964, 1001.

Chemical structure

Properties

Brownish needles, dec above 280°. One gram dissolves in 100 ml boiling water, in about 350 ml cold water. Soluble in 10% KOH.

Derivative

Diacetate.
C8H10N4O4; mol wt 226.19.
C 42.48%, H 4.46%, N 24.77%, O 28.29%.

Properties

Crystals from water, dec 309-312°.