643-22-1

Basic information

• Product Name: Erythromycin stearate
• Synonyms: ERYTHROMYCIN STEARATE;abboticine;bristamycin;dowmycine;eratrex;erypar;erythrocinstearate;erythromycin,octadecanoate(salt)
• CAS NO: 643-22-1
• Molecular Formula: C55H103NO15
• Molecular Weight: 1018.4
• EINECS: 211-396-1
• Product Categories: Organics;Intermediates & Fine Chemicals;Pharmaceuticals;A - KAntibiotics;Antibacterial;Antibiotics A to;Antibiotics A-FAntibiotics;Chemical Structure Class;Interferes with Protein SynthesisAntibiotics;Macrolides;Mechanism of Action;Spectrum of Activity;API;Pharmaceutical ingredients
• Mol File: 643-22-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: 77-79°C
• Boiling Point: 986.7 °C at 760 mmHg
• Flash Point: 550.5 °C
• Appearance: white to off-white/
• Density: 1.112g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.518
• Storage Temp.: 2-8°C
• Solubility: ethanol: soluble50mg/mL, clear to very slightly hazy, colorless
• Stability: Stable. Combustible. Incompatible with acids, strong oxidizing agents.
• CAS DataBase Reference: Erythromycin stearate(CAS DataBase Reference)
• NIST Chemistry Reference: Erythromycin stearate(643-22-1)
• EPA Substance Registry System: Erythromycin stearate(643-22-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 42/43-36/37/38
• Safety Statements: 36-26
• WGK Germany: 2
• RTECS: KF5785000
• Hazardous Substances Data: 643-22-1(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Originator

Erythrocin Stearate,Abbott,US,1952

Uses

Different sources of media describe the Uses of 643-22-1 differently. You can refer to the following data:
1. Semi-synthetic macrolide antibiotic. Antibacterial
2. oil lubricant, plasticizer, solvent
3. Macrodiles antibacterial

Manufacturing Process

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.

Brand name

Bristamycin (Bristol-Myers Squibb); Erythrocin (Abbott).

Therapeutic Function

Antibacterial

General Description

Different sources of media describe the General Description of 643-22-1 differently. You can refer to the following data:
1. 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.
2. Fluffy colorless powder or fine white powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

A base. Readily forms salts with acids.

Fire Hazard

Flash point data for Erythromycin stearate are not available; however, Erythromycin stearate is probably combustible.

InChI:InChI=1/C55H101NO14/c1-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-43(57)68-47-41(56(12)13)32-36(4)65-52(47)70-50-38(6)46(69-44-34-54(10,64-14)49(60)40(8)66-44)39(7)51(61)67-42(16-2)55(11,63)48(59)37(5)45(58)35(3)33-53(50,9)62/h35-42,44,46-50,52,59-60,62-63H,15-34H2,1-14H3/t35-,36-,37+,38+,39-,40+,41+,42-,44+,46+,47-,48-,49+,50-,52+,53-,54-,55-/m1/s1