BETA-ACETYLDIGOXIN
Synonym(s):β-Acetyldigoxin;Digoxin 4″′-acetate
- CAS NO.:5355-48-6
- Empirical Formula: C43H66O15
- Molecular Weight: 822.98
- MDL number: MFCD00242932
- EINECS: 226-337-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-04 17:34:39
What is BETA-ACETYLDIGOXIN?
Chemical properties
White Solid
Originator
Novodigal ,Asta Medica Arzneimittel
The Uses of BETA-ACETYLDIGOXIN
Digoxin derivative, a cardiotonic glycosides
What are the applications of Application
β-Acetyl Digoxin is a digoxin derivative
Definition
ChEBI: Acetyldigoxin is a cardenolide glycoside.
Manufacturing Process
Dried crude product of the partial acetylation of digoxin (42 g) prepared from
digitalis - is dissolved under reflux in acetone (480 ml) and n-hexane (2400
ml) is added to the solution with stirring. Fine crystals, which begin to
separate immediately, are left at room temperature for 5 hours, then they are
filtered with suction, washed with n-hexane and dried in vacuum at 40°C,
yielding 32 g of crude β-acetyldigoxin (product 1). Product 1 (31 g) is
dissolved under reflux in chloroform (500 ml) and toluene (2500 ml) is added
thereto with stirring. The crystals, which separate after standing for 6 hours at
room temperature, are filtered, washed with toluene and ether and dried in
vacuum yielding 29 g of β-acetyldigoxin (product 2). MP: 249°-251°C.
The filtrate, which results from the separation of product 1, is evaparated to
dryness in vacuum. The residue, which mainly contains unreacted digoxin, is
purified by recrystallization from pyridine/ether/water (3.5:5:40) and
repeatedly acetylated. It can then be recycled to produce more β-
acetyldigoxin. The filtrate resulting from the separation of product 2 is
evaporated to dryness. The resulting residue contains the di- and polyacetyl
derivatives of digoxin, which are deacetylated to digoxin in a known manner and later is returned to a further acetylation process and can then be recycled
to produce more β-acetyldigoxin.
Beta-Acetyldigoxin may be prepared from digoxin, acetic acid and
dicyclohexylcarbodiimide using the last one as a condensing agent.
Therapeutic Function
Cardiotonic
Properties of BETA-ACETYLDIGOXIN
Melting point: | 271-273°C |
alpha | D20 +30.4° (c = 1.2 in alc) |
Boiling point: | 681.03°C (rough estimate) |
Density | 1.1139 (rough estimate) |
refractive index | 1.5940 (estimate) |
storage temp. | -20°C Freezer |
solubility | Practically insoluble in water, sparingly soluble in methylene chloride, slightly soluble in ethanol (96 per cent). |
form | neat |
pka | 13.41±0.70(Predicted) |
Safety information for BETA-ACETYLDIGOXIN
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P403+P233:Store in a well-ventilated place. Keep container tightly closed. |
Computed Descriptors for BETA-ACETYLDIGOXIN
New Products
6-Bromo 2-Iodo Indole Pyridine 2,4,6-Tricarboxaldehyde Fosfomycin EP impurity D Ivermectin EP Impurity B Rimegepant Impurity 3 Tubulysin M Tubulysin C Tubulysin F Tubulysin I Tubulysin E Potassium HMDS (1.0 M in THF) (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine Fuel shell 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate Calcium Sodium Phosphosilicate IH 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol 4,7-Dibromobenzo[c][1,2,5]thiadiazole-5,6-diamine Benzene butanoic acid, 2-hydroxy-3-iodo-, methyl ester 1-(4-Chlorophenyl)piperidin-2-one 2-(2,4-Dibutoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 3-Morpholino-1-[4-(2-oxo-1-piperidyl)phenyl]-5,6-dihydropyridin-2(1H)-one 3,6-Bis(4-iodophenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 3-HYDROXY-8-FLUORONAPHTHALENE-1-BORONIC ACID PINACOL ESTERRelated products of tetrahydrofuran
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