622. Anagrelide

Nomenclature

CAS number: 68475-42-3
6,7-Dichloro-1,5-dihydroimidazo[2,1-b]quinazolin-2(3H)-one; 6,7-dichloro-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-2-one.
C10H7Cl2N3O; mol wt 256.09.
C 46.90%, H 2.76%, Cl 27.69%, N 16.41%, O 6.25%.

Description and references

Phosphodiesterase inhibitor with antiplatelet activity. Prepn: W. N. Beverung, A. Partyka, US 3932407; US RE 31617; T. A. Jenks et al., US 4146718 (1976, 1984, 1979 all to Bristol-Myers); H. Yamaguchi, F. Ishikawa, J. Heterocycl. Chem. 18, 67 (1981). Antithrombotic and platelet aggregation inhibiting properties: J. S. Fleming, J. P. Buyniski, Thromb. Res. 15, 373 (1979). Mode of action studies: S. S. Tang, M. M. Frojmovic, J. Lab. Clin. Med. 95, 241 (1980); S. Seiler et al., J. Pharmacol. Exp. Ther. 243, 767 (1987). GC-MS determn in human plasma: E. H. Kerns et al., J. Chromatogr. 416, 357 (1987). Clinical reduction of platelet counts: W. A. Andes et al., Thromb. Haemostasis 52, 325 (1984). Clinical trials to control thrombocytosis in chronic myeloproliferative diseases: M. N. Silverstein et al., N. Engl. J. Med. 318, 1292 (1988); Anagrelide Study Group, Am. J. Med. 92, 69 (1992). Review of pharmacology and clinical experience: P. E. Petrides, Expert Opin. Pharmacother. 5, 1781-1798 (2004).

Chemical structure

Derivative

Hydrochloride monohydrate.

Nomenclature

CAS number: 58579-51-4
BL-4162A; BMY-26538-01; Agrylin (Shire); Thromboreductin (AOP Orphan Pharm.); Xagrid (Shire).
C10H7Cl2N3O.HCl.H2O; mol wt 310.56.
C 38.67%, H 3.25%, Cl 34.25%, N 13.53%, O 10.30%.

Properties

Off-white powder. Very slightly sol in water; sparingly sol in DMSO, DMF. Also prepd as the hemihydrate; crystals from ethanolic HCl, mp >280°.

Therapeutic Category

Antithrombocythemic.

Keywords

Antithrombocythemic