Title: Acetyldigitoxins
Molecular Formula: C43H66O14
Molecular Weight: 806.98
Percent Composition: C 64.00%, H 8.24%, O 27.76%
Literature References: Obtained by enzymatic hydrolysis of lanatoside A, q.v. Composed of the aglycone digitoxigenin and 3 mols digitoxose, to one of which an acetyl group is attached. Acetyldigitoxin-a differs from acetyldigitoxin-b in the position of the acetyl group. The b-form is obtained either by splitting off the glucose residue from lanatoside A by means of enzymes, or by extraction from the leaves of Digitalis ferruginea L., Scrophulariaceae. The a-form can be obtained from acetyldigitoxin-b by heating in an anhydrous or aq organic solvent at pH 3.5 to 8: Stoll, Kreis, US 2776963 (1957 to Sandoz).
Derivative Type: a-Form
CAS Registry Number: 1111-39-3
Trademarks: Acylanid (Sandoz)
Properties: Platelets from methanol, mp 217-221°. [a]D20 +5.0° (c = 0.7 in pyridine). Slightly sol in chloroform.
Melting point: mp 217-221°
Optical Rotation: [a]D20 +5.0° (c = 0.7 in pyridine)
Derivative Type: b-Form
Properties: Stout, solvated prisms from methanol losing their solvent of crystn in desiccator. When dry, dec 225°. [a]D20 +16.7° (pyridine). One gram dissolves in 7 to 9 ml chloroform, in 150 ml methanol, in 220 ml amyl alc. Almost insol in ether, water (one gram dissolves in 200 liters H2O at 20°).
Optical Rotation: [a]D20 +16.7° (pyridine)
Therap-Cat: Cardiotonic.
Keywords: Cardiotonic. |