Title: Denopamine
CAS Registry Number: 71771-90-9
CAS Name: (aR)-a-[[[2-(3,4-Dimethoxyphenyl)ethyl]amino]methyl]-4-hydroxybenzenemethanol
Additional Names: (-)-(R)-a-[[(3,4-dimethoxyphenethyl)amino]methyl]-p-hydroxybenzyl alcohol; (-)-(R)-1-(4-hydroxyphenyl)-2-(3,4-dimethoxyphenethylamino)ethanol
Manufacturers' Codes: TA-064
Trademarks: Carguto (Tanabe Seiyaku); Kalgut (Tanabe Seiyaku)
Molecular Formula: C18H23NO4
Molecular Weight: 317.38
Percent Composition: C 68.12%, H 7.30%, N 4.41%, O 20.16%
Literature References: Selective b1-adrenoceptor agonist with positive inotropic activity. Prepn: M. Ikezaki et al., BE 833731; eidem, US 4032575 (1976, 1977 both to Tanabe Seiyaku); N. Umino et al., Chem. Pharm. Bull. 27, 1479 (1979). Effect on carbohydrate and lipid metabolism in rats: M. Inamasu et al., Biochem. Pharmacol. 33, 2171 (1984). Cardiovascular pharmacology in animals: T. Nagao et al., Jpn. J. Pharmacol. 35, 415 (1984); in humans: M. Kino et al., Am. J. Cardiol. 51, 802 (1983). Metabolism in humans: T. Suzuki et al., Drug Metab. Dispos. 11, 377 (1983). GC-MS determn in human urine: eidem, Chem. Pharm. Bull. 33, 2549 (1985). Binding affinity and selectivity: K. Naito et al., Jpn. J. Pharmacol. 38, 235 (1985). Clinical efficacy in congestive cardiomyopathy: J. Thormann et al., Am. Heart J. 110, 426 (1985). Series of articles on pharmacokinetics, metabolism and disposition in animals: Arzneim.-Forsch. 36, 643-667 (1986).
Derivative Type: l-Form hydrochloride
Molecular Formula: C18H23NO4.HCl
Molecular Weight: 353.84
Percent Composition: C 61.10%, H 6.84%, N 3.96%, O 18.09%, Cl 10.02%
Properties: Crystals from isopropanol, mp 138-139.5°. [a]D25 -38.0° (c = 1 in methanol).
Melting point: mp 138-139.5°
Optical Rotation: [a]D25 -38.0° (c = 1 in methanol)
Derivative Type: dl-Form hydrochloride
Properties: Crystals from isopropanol + isopropyl ether, mp 164-167°.
Melting point: mp 164-167°
Therap-Cat: Cardiotonic.
Keywords: ?Adrenergic Agonist; Cardiotonic. |