Dipyridamole
Title: Dipyridamole
CAS Registry Number: 58-32-2
CAS Name: 2,2¢,2¢¢,2¢¢¢-[(4,8-Di-1-piperidinylpyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetrakisethanol
Additional Names: 2,6-bis(diethanolamino)-4,8-dipiperidinopyrimido-[5,4-d]pyrimidine
Manufacturers' Codes: NSC-515776; RA-8
Trademarks: Anginal (Yamanouchi); Cardoxin (RAFA); Cleridium (Marcofina); Coridil (Delalande); Coronarine (NEGMA); Curantyl (Berlin-Chemie); Dipyridan (Hokuriku); Gulliostin (Taiyo); Natyl (Interdelta); Peridamol (Boehringer, Ing.); Persantine (Boehringer, Ing.); Piroan (Towa Yakuhin); Prandiol (Bottu); Protangix (Lefrancq)
Molecular Formula: C24H40N8O4
Molecular Weight: 504.63
Percent Composition: C 57.12%, H 7.99%, N 22.21%, O 12.68%
Literature References: Phosphodiesterase inhibitor that reduces platelet aggregation; also acts as a coronary vasodilator. Prepn: GB 807826; F. G. Fischer, et al., US 3031450 (1959, 1962 both to Thomae). Activity studies: Saraf, Seth, Indian J. Physiol. Pharmacol. 15, 135 (1971). Toxicological study: F. Takenaka et al., Arzneim.-Forsch. 22, 892 (1972). Symposium on pharmacology and clinical experience as antithrombotic: Thromb. Res. 60, Suppl. 12, 1-99 (1990). Review of use as pharmacological stress agent in echocardiography: M. B. Buchalter et al., Postgrad. Med. J. 66, 531-535 (1990); in 201Tl cardiac imaging: S. G. Beer et al., Am. J. Cardiol. 67, Suppl., 18D-26D (1991).
Properties: Deep yellow needles from ethyl acetate, mp 163°. Bitter taste. Slightly sol in H2O; sol in dil acid having a pH of 3.3 or below; very sol in methanol, ethanol, chloroform; not too sol in acetone, benzene, ethyl acetate. Solns are yellow and show strong blue-green fluorescence. LD50 in rats: 8.4 g/kg orally; 208 mg/kg i.v. (Takenaka).
Melting point: mp 163°
Toxicity data: LD50 in rats: 8.4 g/kg orally; 208 mg/kg i.v. (Takenaka)
 
Derivative Type: Combination with aspirin
Trademarks: Aggrenox (Boehringer, Ing.)
Literature References: Review of pharmacology and clinical efficacy in secondary prevention of stroke: P. S. Hervey, K. L. Goa, Drugs 58, 469-475 (1999).
 
Therap-Cat: Antithrombotic; diagnostic aid (cardiac stress testing).
Keywords: Antithrombotic; Diagnostic Aid; Phosphodiesterase Inhibitor.

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