5596. Lumazine

Nomenclature

CAS number: 487-21-8
2,4(1H,3H)-Pteridinedione.
C6H4N4O2; mol wt 164.12.
C 43.91%, H 2.46%, N 34.14%, O 19.50%.

Description and references

Prepn from 4,5-diamino-2,6-dihydoxypyrimidine and glyoxal sodium bisulfate in the presence of ammonia: Weijlard et al., J. Am. Chem. Soc. 67, 804 (1945); US 2479442 (1950 to Merck & Co.); from 5,6-diaminouracil hydrosulfite + ethylene glycol disulfonic acid disodium salt + HCl: Dallacker, Steiner, Ann. 660, 98 (1962).

Chemical structure

Properties

Yellow to orange needles from water, mp 348-349°. Soly in water at 25° = 0.125%. Sol in acetic acid. Aq solns have a bluish-green fluorescence when neutral, a green fluorescence when alkaline, and a blue fluorescence when acid.