Erythromycin stearate

Erythromycin stearate Basic information
Product Name:Erythromycin stearate
Synonyms:oe7;qidmycin;sk-erythromycin;ERYTHROMYCIN STEARATE USP(CRM STANDARD);ErythromycinStearate-Bp/Ep/Usp;ErythromycinStearateErythromycinStearateBp/Usp;Eryprim;Erythro S
CAS:643-22-1
MF:C55H103NO15
MW:1018.42
EINECS:211-396-1
Product Categories:Pharmaceutical ingredients;Intermediates & Fine Chemicals;Pharmaceuticals;API;A - KAntibiotics;Antibacterial;Antibiotics A to;Antibiotics A-FAntibiotics;Chemical Structure Class;Interferes with Protein SynthesisAntibiotics;Macrolides;Mechanism of Action;Spectrum of Activity;Organics
Mol File:643-22-1.mol
Erythromycin stearate Structure
Erythromycin stearate Chemical Properties
Melting point 77-79°C
storage temp. 2-8°C
solubility ethanol: soluble50mg/mL, clear to very slightly hazy, colorless
form neat
color white to off-white
Stability:Stable. Combustible. Incompatible with acids, strong oxidizing agents.
EPA Substance Registry SystemErythromycin stearate (643-22-1)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 42/43-36/37/38
Safety Statements 36-26
WGK Germany 2
RTECS KF5785000
HS Code 29415000
Hazardous Substances Data643-22-1(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Erythromycin stearate English
SigmaAldrich English
Erythromycin stearate Usage And Synthesis
Chemical PropertiesWhite Solid
OriginatorErythrocin Stearate,Abbott,US,1952
UsesMacrodiles antibacterial
Usesoil lubricant, plasticizer, solvent
UsesSemi-synthetic macrolide antibiotic. Antibacterial
DefinitionChEBI: Erythromycin stearate is an aminoglycoside.
Manufacturing ProcessTo 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.
Brand nameBristamycin (Bristol-Myers Squibb); Erythrocin (Abbott).
Therapeutic FunctionAntibacterial
General DescriptionErythromycin 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.
General DescriptionFluffy colorless powder or fine white powder.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileA base. Readily forms salts with acids.
Fire HazardFlash point data for Erythromycin stearate are not available; however, Erythromycin stearate is probably combustible.
Erythromycin stearate Preparation Products And Raw materials
Raw materialsStearic acid-->STEAROYL CHLORIDE-->Erythromycin-->1-Ethylpiperidine
Preparation ProductsComplex heat stabilizer
Potassium stearate Sodium Stearyl Fumarate 5-(methoxymethoxy)-Pentanoicacidmethylester (S)-3-Hydroxymyristic Acid 4 4-DIMETHOXY-2-METHYL-2-BUTANOL 97 METHYL-(TETRAHYDRO-PYRAN-4-YL)-AMINE HCL Erythromycin stearate 1,2,7,8-OCTANETETROL METHYL 3-HYDROXYDODECANOATE STEARATE (+/-)-3-HYDROXYPENTADECANOIC ACID 3-DECYLOXY PROPYLAMINE 4-methylpentyl isobutyrate 9-OXODECANOICACIDETHYLESTER 2-Methylbutyl 2-methylbutyrate ETHYL (S)-3-HYDROXYHEXANOATE 4-(Dimethylamino)tetrahydro-2H-pyran FEMA 3604

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