Erythromycin ethylsuccinate Chemical Properties

Melting point:

219-224 C

Boiling point:

778.19°C (rough estimate)

Density 

1.1417 (rough estimate)

refractive index 

1.5280 (estimate)

Flash point:

>110°(230°F)

storage temp. 

Sealed in dry,Room Temperature

solubility 

ethanol: soluble50mg/mL

form 

solid

pka

13.09±0.70(Predicted)

color 

white

Water Solubility 

Freely soluble in organic solvents, practically insoluble in water

Stability:

Hygroscopic

InChIKey

NSYZCCDSJNWWJL-UHFFFAOYSA-N

SMILES

C1(OC(=O)CCC(OCC)=O)C(N(C)C)CC(C)OC1OC1C(CC(C(C(C(O)C(O)(C)C(CC)OC(=O)C(C)C(OC2OC(C)C(O)C(C)(OC)C2)C1C)C)=O)C)(O)C

CAS DataBase Reference

1264-62-6

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

42/43-36/37/38

Safety Statements 

36-26

WGK Germany 

2

RTECS 

WM9800000

HS Code 

29419000

Hazardous Substances Data

1264-62-6(Hazardous Substances Data)

Toxicity

LD50 oral in mouse: > 10gm/kg

MSDS

• Language:English Provider:Erythromycin ethylsuccinate
• Language:English Provider:SigmaAldrich

Erythromycin ethylsuccinate Usage And Synthesis

Chemical Properties

Erythromycin ethylsuccinate is a white powder or crystals, odourless and tasteless. It is insoluble in water, slightly soluble in diethyl ether, and readily soluble in anhydrous ethanol, acetone or chloroform.

Uses

A broad spectrum antibiotic commonly targeting bacteria responsible for respiratory tract infections

Definition

ChEBI: Erythromycin ethylsuccinate is a erythromycin derivative that is erythromycin A in which the hydroxy group at position 3R is substituted by a (4-ethoxy-4-oxobutanoyl)oxy group. It is used for the treatment of a wide variety of bacterial infections. It is a succinate ester, a cyclic ketone, an erythromycin derivative and an ethyl ester. It is functionally related to an erythromycin A.

Application

Erythromycin Ethylsuccinate may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations[1][2][3] by various chromatography techniques.

brand name

E-Mycin (Pharmacia & Upjohn); E.E.S. (Abbott); Eryped (Abbott); Pediamycin (Ross); Wyamycin (Wyeth).

General Description

Erythromycin ethylsuccinate (EES, Pediamycin, EryPed) isthe ethylsuccinate mixed ester of erythromycin in which the2＇-hydroxyl group of the desosamine is esterified. It isabsorbed as the ester and hydrolyzed slowly in the body toform erythromycin. It is somewhat acid labile, and itsabsorption is enhanced by the presence of food. The ester isinsoluble in water but soluble in alcohol and ether.

References

[1] FAHIMEH KAMAREI . Development of a stability-indicating high performance liquid chromatography method for assay of erythromycin ethylsuccinate in powder for oral suspension dosage form[J]. Arabian Journal of Chemistry, 2014, 7 6: Pages 1079-1085. DOI:10.1016/j.arabjc.2011.01.004. 
[2] B. LIAWRUANGRATH   S. L. High performance thin layer chromatographic determination of erythromycin in pharmaceutical preparations[J]. Chromatographia, 2001, 54 5-6: 405-408. DOI:10.1007/BF02492693. 
[3] JACQUELINE WARDROP . Determination of Erythromycin and Related Substances in Enteric‐Coated Tablet Formulations by Reversed‐Phase Liquid Chromatography[J]. Journal of pharmaceutical sciences, 2000, 89 9: Pages 1097-1105. DOI:10.1002/1520-6017(200009)89:9<1097::AID-JPS1>3.0.CO;2-D.

Erythromycin ethylsuccinate (1264-62-6)Related Product Information

• Erythromycin
• Metroprolol succinate
• Succinic acid
• iron succinate
• ETHOSUXIMIDE
• Ethyl formate
• Disodium succinate
• Diethyl succinate
• METHYL-(TETRAHYDRO-PYRAN-4-YL)-AMINE HCL
• METHYL 3-HYDROXYUNDECANOATE
• (S)-3-Hydroxy Myristic Acid
• Glycerol 5-hydroxydecanoate
• ERYTHROMYCIN A DIHYDRATE
• 2-Methylbutyl 2-methylbutyrate
• 4-(Dimethylamino)tetrahydro-2H-pyran
• MONO-ETHYL SUCCINATE
• FEMA 3604
• 9-OXODECANOICACIDETHYLESTER