Loprinone
Title: Loprinone
CAS Registry Number: 106730-54-5
CAS Name: 1,2-Dihydro-5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-3-pyridinecarbonitrile
Additional Names: 1,2-dihydro-5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxonicotinonitrile; olprinone
Molecular Formula: C14H10N4O
Molecular Weight: 250.26
Percent Composition: C 67.19%, H 4.03%, N 22.39%, O 6.39%
Literature References: Inotropic agent which inhibits cAMP phosphodiesterase. Prepn: M. Yamanaka et al., JP Kokai 86 218589; eidem, US 4751227 (1986, 1988 both to Eisai). Synthesis: M. Yamanaka et al., J. Labelled Compd. Radiopharm. 31, 125 (1992). Pharmacology: M. Tajimi et al., Arch. Pharmacol. 344, 602 (1991). Pharmacokinetics in dogs: Y. Uemura et al., J. Pharm. Pharmacol. 45, 1077 (1993). Review of pharmacology, toxicology and clinical evaluation: M. Endoh, Cardiovasc. Drug Rev. 11, 432-450 (1993).
Properties: Crystals from DMF, mp >300°.
Melting point: mp >300°
 
Derivative Type: Hydrochloride monohydrate
Manufacturers' Codes: E-1020
Molecular Formula: C14H10N4O.HCl.H2O
Molecular Weight: 304.73
Percent Composition: C 55.18%, H 4.30%, N 18.39%, O 10.50%, Cl 11.63%
Properties: White to yellowish-white odorless crystalline powder, mp >300°. Sol in water (pH 3-5) up to 3 mg/ml. LD50 in male, female rats, mice (mg/kg): 7,804, >10,000, >10,000, >10,000 orally; 176, 240, 242, 269 i.v.; 2,133, 2,890, 3,898, 4,479 s.c. (Endoh).
Melting point: mp >300°
Toxicity data: LD50 in male, female rats, mice (mg/kg): 7,804, >10,000, >10,000, >10,000 orally; 176, 240, 242, 269 i.v.; 2,133, 2,890, 3,898, 4,479 s.c. (Endoh)
 
Therap-Cat: Cardiotonic.
Keywords: Cardiotonic.

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