30685-43-9 Usage
Chemical Properties
White Solid
Originator
Lanitop,Boehringer Mannheim,W. Germany,1972
Uses
Cardiotonic. Obtained by the O-methylation of Digoxin.
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
Check Digit Verification of cas no
The CAS Registry Mumber 30685-43-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,0,6,8 and 5 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 30685-43:
(7*3)+(6*0)+(5*6)+(4*8)+(3*5)+(2*4)+(1*3)=109
109 % 10 = 9
So 30685-43-9 is a valid CAS Registry Number.
InChI:InChI=1/C42H66O14/c1-20-37(49-6)28(43)17-35(50-20)55-39-22(3)52-36(19-30(39)45)56-38-21(2)51-34(18-29(38)44)53-24-11-13-40(4)23(15-24)7-8-25-27(40)16-32(46)41(5)26(12-14-42(25,41)48)31-9-10-33(47)54-31/h9,20-30,32,34-39,43-46,48H,7-8,10-19H2,1-6H3/t20?,21?,22?,23-,24+,25-,26-,27+,28?,29?,30?,32-,34?,35?,36?,37?,38?,39?,40+,41+,42+/m1/s1
30685-43-9Relevant articles and documents
Process for the preparation of β-methyldigoxin
-
, (2008/06/13)
The invention relates to a process for the preparation of β-methyldigoxin by the selective methylation of digoxin with dimethyl sulfate in the presence of a basic strontium compound and, if appropriate, of an inert inorganic adsorbent. Strontium hydroxide octahydrate, strontium methylate or strontium hydroxymethylate is used as the basic strontium compound, and an oxide, silicate or phosphate of magnesium, calcium, aluminum, silicon or titanium, with a water content in the range of 0 to 20% by weight, is used as the inorganic adsorbent. The reaction is carried out at temperatures of -15° to 15° C. in the presence of 3 to 24 moles of water per mole of digoxin, the water being introduced in the reaction mixture by the water content of strontium hydroxide octahydrate and/or the inorganic adsorbent used and purification of the methylation product so formed by column chromatography on SiO2 with a mixture of chlorohydrocarbon and a lower aliphatic alcohol.