Metildigoxin Property

Melting point:

200-202°C (dec.)

Boiling point:

668.38°C (rough estimate)

Density 

1.1020 (rough estimate)

refractive index 

1.6130 (estimate)

storage temp. 

Hygroscopic, Refrigerator, Under Inert Atmosphere

solubility 

DMSO (Sparingly), Methanol (Slightly)

pka

13.50±0.70(Predicted)

form 

Solid

color 

White to Off-White

Stability:

Hygroscopic

Safety

Toxicity

LD50 in rats, mice (mg/kg): 4.8, 4.9 i.v.; 6.2, 4.8 i.p.; 8.3, 7.8 orally (Czerwek)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

H319Causes serious eye irritation

H330Fatal if inhaled

H372Causes damage to organs through prolonged or repeated exposure

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P314Get medical advice/attention if you feel unwell.

P320Specific treatment is urgent (see … on this label).

P321Specific treatment (see … on this label).

P330Rinse mouth.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

Metildigoxin Chemical Properties,Usage,Production

Chemical Properties

White Solid

Originator

Lanitop,Boehringer Mannheim,W. Germany,1972

Uses

Cardiotonic. Obtained by the O-methylation of Digoxin.

Definition

ChEBI: Metildigoxin is a cardenolide glycoside.

Manufacturing Process

Digoxin (10 g) is dissolved in a mixture of dimethylformamide (80 ml) and dioxane (80 ml) and then strontium hydroxide (3.5 g) and aluminum oxide (10 g, activity 1-2 according to Brockmann) are added. To this suspension methyl mesylate (9.3 g), dissolved in dioxane (80 ml) is added dropwise within one hour in the presence of an inert gas and under stirring. After the addition of the methylating agent is completed, the reaction mixture is stirred for further 5 hours, then chloroform (160 ml) is added, the precipitate is filtered off, washed with chloroform (100 ml), pyridine (40 ml) is added to the filtrate, which is then concentrated in vacuo to an oily residue. The latter is diluted with chloroform (300 ml) and extracted four times with distilled water (40 ml portions). The combined chloroform extracts are dried with anhydrous sodium sulfate and then concentrated in vacuo to a dry residue. Therefrom βmethyldigoxin is eluted on a SiO2 column with a chloroformlethanol mixture (93:7). After recrystallization from ethyl acetate, saturated with water, the yield of β-methyldigoxin is 6.7 g; MP 225°C to 229°C. IR spectrum is identical with the spectrum of standard methyldigoxin.

Therapeutic Function

Cardiotonic