Erythrocin Stearate,Abbott,US,1952
oil lubricant, plasticizer, solvent
Semi-synthetic macrolide antibiotic. Antibacterial
ChEBI: Erythromycin stearate is an aminoglycoside.
To a well-stirred solution of 3.18 grams (10.5 mmol) of stearoyl chloride and
1.24 grams (11.0 mmol) of 1-ethylpiperidine in 50 ml of methylene chloride is
added 7.20 grams (10.0 mmol) of erythromycin. After a short time complete
solution is obtained and stirring is then discontinued. The solution is allowed
to stand overnight. The solution is diluted to 250 ml by the addition of
methylene chloride and washed three times with 100 ml portions of water
followed by two washes with 5% sodium bicarbonate solution. The organic
layer is dried over anhydrous sodium sulfate and filtered, the solvent being
removed under diminished pressure. The product is dried to constant weightat room temperature in a vacuum desiccator.
Bristamycin (Bristol-Myers Squibb); Erythrocin (Abbott).
Erythromycin stearate (Ethril, Wyamycin S, Erypar) is thestearic acid salt of erythromycin. Like erythromycin base,the stearate is acid labile. It is film coated to protect it fromacid degradation in the stomach. In the alkaline pH of theduodenum, the free base is liberated from the stearateand absorbed. Erythromycin stearate is a crystalline powderthat is practically insoluble in water but soluble in alcoholand ether.
Fluffy colorless powder or fine white powder.
A base. Readily forms salts with acids.
Flash point data for Erythromycin stearate are not available; however, Erythromycin stearate is probably combustible.