327602-34-6Relevant articles and documents
Synthesis and stability of 3-hydroxyanagrelide, a biologically potent metabolite of anagrelide
Scott, Richard B.,Downey, Kristin M.,Healy, Keith P.,Henderson, Alistair P.,Robinson, Claire L.,Clegg, William,Harrington, Ross W.,Franklin, Richard,Golding, Bernard T.
, p. 1637 - 1646 (2013/08/23)
Metabolism of 6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazolin- 2-one (anagrelide), a drug for treating essential thrombocythemia, gives 6,7-dichloro-3-hydroxy-1,5-dihydroimidazo[2,1-b]quinazolin-2-one (3-hydroxyanagrelide) and 2-amino-5,6-dichloro-3,4-dihydroquinazoline. To enable the properties of 3-hydroxyanagrelide to be fully evaluated, the racemic compound has been synthesized. In pH 7.4 aqueous buffer 3-hydroxyanagrelide readily equilibrates with an isomer, 6,7-dichloro-1-hydroxy-3,5- dihydroimidazo[1,2-a]- quinazolin-2-one, and is also hydrolyzed to 2-amino-5,6-dichloro-3,4-dihydroquinazoline. 3-Hydroxyanagrelide (half-life 40 hours) was the dominant species at equilibrium and it was concluded that the equilibration and decomposition are sufficiently slow that published assays of 3-hydroxyanagrelide are reliable.