3158. Digitalin
Nomenclature
CAS number: 752-61-4
(3β,5β,16β)-3-[(6-Deoxy-4-O-β-d-glucopyranosyl-3-O-methyl-β-d-galactopyranosyl)oxy]-14,16-dihydroxycard-20(22)-enolide; digitalinum verum; digitalinum true; Schmiedeberg's digitalin; Diginorgin. C36H56O14; mol wt 712.82.
C 60.66%, H 7.92%, O 31.42%.
Description and references
Obtained from seeds of Digitalis purpurea L., Scrophulariaceae, and from roots of Adenium honghel A. DC., Apocynaceae: Schmiedeberg, Arch. Exp. Pathol. Pharmakol. 3, 16 (1874); Windaus, Haack, Ber. 62, 475 (1929); Hunger, Reichstein, Helv. Chim. Acta 33, 76 (1950); Sasakawa, J. Pharm. Soc. Jpn. 74, 474 (1954); Miyatake et al., Pharm. Bull. 5, 157 (1957).
Properties
Crystals from methanol + ether and methanol + water, mp 240-243°. [α]D20 -1.1° (c = 0.894 in methanol). Slightly sol in water, chloroform or ether; sol in alcohol.Derivative
16-Acetyldigitalinum verum.C38H58O15; mol wt 754.86.
C 60.46%, H 7.74%, O 31.79%.
Description and references
Prepn: Miyatake et al., US 3023147 (1962).
Properties
Amorphous powder. Freely sol in water, alcohol, acetone. Practically insol in benzene, ether. uv max: 217 nm (log ε 4.16). [α]D26 -21.1° (methanol).Therapeutic Category
Cardiotonic.
Keywords
Cardiotonic