Simvastatin ammonium salt (139893-43-9) is also called for Simvastatin hydroxy acid, ammonium salt ; Ammonium (3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-(2,2-dimethylbutyryloxy)-1,2,6,7,8,8a-hexahydro-2,6-dimethyl-1-naphthyl]-3,5-dihydroxyheptanoate ; 1-Naphthaleneheptanoic acid, 8-(2,2-dimethyl-1-oxobutoxy)-1,2,6,7,8,8a ; 1-Naphthaleneheptanoic acid, 8-(2,2-dimethyl-1-oxobutoxy)-1,2,6,7,8,8a-hexahydro-,d-dihydroxy-2,6-dimethyl-, monoammonium salt, (R,dR,1S,2S,6R,8S,8aR)- (9CI) ; Simvastatin impurity A ; (3R,5R)-7-((1S,2S,6R,8S,8aR)-8-(2,2-Dimethylbutanoyloxy)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)-3,5-dihydroxyheptanoate ammonium salt and so on.
Molecular Formula: C25H43NO6
Molecular Weight: 453.61
The appearance of Simvastatin ammonium salt (139893-43-9) is white powder.
The molecular structure of Simvastatin ammonium salt (139893-43-9):
Simvastatin ammonium salt (139893-43-9) is used as pharmaceutical intermediates. It is also used as a competitive inhibitor of HMG-CoA reductase and metabolite of Simvastin.
Deionized water (127 mL) was added to simvastatin methyl ester(4.24 g; 0.0094 mol) at room temperature under nitrogen. Solid NaOH (3.76 g; 10 equivalents) was added while maintaining ambient temperature. The reaction was stirred for 1-2 hours and cooled to 0°Celsius. The pH was adjusted to 7.0 using 2N HCl and ethyl acetate (67 mL) was added. The pH was adjusted to 4.0 using 2 N HCl and the two phases were stirred for 30 minutes. Methanol (2.5 mL) was added to the organic layer and the temperature adjusted to 10°Celsius. 1:3 ammonium hydroxide:methanol (5.3 mL) was added over 30 minutes; seeding with 50 mg of pure simvastatin ammonium salt may be necessary at this point to initiate crystallization. The mixture was aged for 2 hours at 0°C, the slurry was filtered and the cake was washed with cold 9:1 ethyl acetate:methanol (9.5 mL). The product was dried to give a light pink solid, identified as compound(Simvastatin ammonium salt (139893-43-9)).
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
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