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Erythromycin Estolate

CAS No.
3521-62-8
Chemical Name:
Erythromycin Estolate
Synonyms
Phtalic anhydride;ilosone;Eriscel;Togiren;Eupragin;eromycin;Erytrarco;eritroger;Estomicina;NSC 263364
CBNumber:
CB1286137
Molecular Formula:
C52H97NO18S
Molecular Weight:
1056.39
MDL Number:
MFCD00084691
MOL File:
3521-62-8.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33

Erythromycin Estolate Properties

Melting point 135-140°C dec.
Boiling point 743℃
Density 1.0053 (rough estimate)
refractive index 1.6550 (estimate)
Flash point >110°(230°F)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility chloroform: soluble4.0ML, clear, colorless (200 mg + 4.0 mL Chloroform)
form Solid
pka 6.9(at 25℃)
color white
Water Solubility Freely soluble in organic solvents, practically insoluble in water /n
Sensitive Light Sensitive
CAS DataBase Reference 3521-62-8
FDA UNII XRJ2P631HP

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H317-H334
Precautionary statements  P261-P264-P280-P301+P312-P302+P352-P304+P340+P312
Hazard Codes  Xn,Xi
Risk Statements  22-42/43-36/37/38
Safety Statements  22-36-26
WGK Germany  3
RTECS  KF5775000
HS Code  29419000
Toxicity LD50 orally in rats: >5000 mg/kg (Goldenthal)

Erythromycin Estolate price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich E1400000 Erythromycin estolate European Pharmacopoeia (EP) Reference Standard 3521-62-8 e1400000 $220 2024-03-01 Buy
Sigma-Aldrich 1243002 Erythromycin estolate 3521-62-8 200mg $401 2024-03-01 Buy
Alfa Aesar J66548 Erythromycin estolate 3521-62-8 5g $160 2021-12-16 Buy
TRC E650000 Erythromycin estolate 3521-62-8 10g $195 2021-12-16 Buy
TRC E650000 Erythromycin estolate 3521-62-8 500mg $65 2021-12-16 Buy
Product number Packaging Price Buy
E1400000 e1400000 $220 Buy
1243002 200mg $401 Buy
J66548 5g $160 Buy
E650000 10g $195 Buy
E650000 500mg $65 Buy

Erythromycin Estolate Chemical Properties,Uses,Production

Description

Erythromycin estolate was synthesized by the Lilly Research Laboratories in 1959. It shows a higher and longer lasting serum level than erythromycin and the other esters, ethylsuccinate and stearate, when administered orally. This antibiotic is stable against gastric acids, and after oral absorption it is hydrolyzed gradually into erythromycin. Long-term usage of erythromycin estolate is toxic to the liver. Erythromycin ethylsuccinate [41342-53-4], (C43H75NO16, Mr 862.07) and erythromycin stearate [643-22-1] (C37H67NO13 · C18H36O2, Mr 1018.43) also have been used orally, and erythromycin lactobionate [3847-29-8] (C37H67NO13 · C12H22NO12, Mr 1092.25) has been used by intravenous administration and opthalmic topical application

Chemical Properties

Long Needles

Originator

Ilosone,Dista,US,1958

Uses

Used as an antibacterial agent. LD50 >5000 mg/kg for oral administration to rats.

Uses

Macrolides Antibiotics

Definition

ChEBI: Erythromycin estolate is an aminoglycoside sulfate salt and an erythromycin derivative. It has a role as an enzyme inhibitor. It contains an erythromycin A 2'-propanoate.

Manufacturing Process

16.7 grams of monopropionylerythromycin are dissolved in 50 ml of warm acetone. To the solution are added 6.4 grams of sodium lauryl sulfate dissolved in 50 ml of distilled water containing 2 ml of glacial acetic acid. The white crystalline precipitate of rnonopropionylerythromycin lauryl sulfate which separates is filtered off and dried. It melts at about 135° to 137°C.

brand name

Antibio-aberel;Apo-erythro-s;Bio-exazol;Biometran;Biomicron;Chemthromycin;Cimetrin;Cusimicina balsamica;Doboiosol;Dowmicyn;Dreimicina;Duozplin vitaminado;Dynabiotal;Ees-200;Ees-400;E-mycine;Endoeritrina;Erimec;Erirobios;Eritrazol;Eritrobios;Eritrobiotic;Eritrocin;Eritrodes;Eritronicol;Eritropan;Eritroveinte;Eritrovienite;Eritrowolf;Eritro-wolf;Erymycin;Eryped;Ery-tar;Erythromictine;Erythro-prat;Ery-toxinal;Erytrodol;Erytro-prot;Eryt-toxinal;Espimina;Estimina;Estomiicina;Estomycin;Fesmicina;Ilosone pulvules;Ilosone ready-mix;Ilothycin;Kesso-mycin;Laucetin;Laurilin;Lauritran;Liferitrin;Loderm;Lubomycina;Lubomycine;Makrocyklina;Manilina;Marocid;Neo-ilolycina;Neo-iloticina;Niux;Novorythro;Propriocin enfante;Prospiocine;Proterytrin;Pulmomas;Purmycin;Ritromin;Roxo chemil;Roxochemil;Rp-mycin;Rubibacter;Selvicin;Spetrasone;Stella micina;Taimoxin;Togerin;Togrien;Tosinova;Tropoxin;Wyamycin s.

Therapeutic Function

Antibacterial

World Health Organization (WHO)

Erythromycin estolate, a macrolide antibiotic, was introduced in 1958 for the treatment of gram-positive infections. By the early 1970s its use had been associated with a higher incidence of hepatic toxicity than that seen with other salts and esters of erythromycin. This led to its withdrawal by some regulatory authorities whereas others required the addition of a warning in the product information. Evidence that the estolate ester is more hepatotoxic than other salts or esters has subsequently been disputed. It has been claimed to be the most effective ester for treatment of Legionnaire's disease and preparations remain widely available. (Reference: (BMJOAE) British Medical Journal, 286, 1954, 1983)

General Description

Erythromycin estolate, erythromycin propionate lauryl sulfate(Ilosone), is the lauryl sulfate salt of the 2'-propionateester of erythromycin. Erythromycin estolate is acid stableand absorbed as the propionate ester. The ester undergoesslow hydrolysis in vivo. Only the free base binds to bacterialribosomes. Some evidence, however, suggests that theester is taken up by bacterial cells more rapidly than thefree base and undergoes hydrolysis by bacterial esteraseswithin the cells. The incidence of cholestatic hepatitis is reportedlyhigher with the estolate than with other erythromycinpreparations.
Erythromycin estolate occurs as long needles that aresparingly soluble in water but soluble in organic solvents. administration for the treatment of serious infections,such as Legionnaires disease, or when oral administrationis not possible. Solutions are stable for 1 week whenrefrigerated.

Global( 388)Suppliers
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Shaanxi Dideu Medichem Co. Ltd
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View Lastest Price from Erythromycin Estolate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Erythromycin Estolate pictures 2024-11-22 Erythromycin Estolate
3521-62-8
US $0.00 / KG 1KG 99%,USP 500kg/month WUHAN FORTUNA CHEMICAL CO., LTD
Erythromycin estolate pictures 2024-11-19 Erythromycin estolate
3521-62-8
US $39.00-80.00 / mg 10g TargetMol Chemicals Inc.
Erythromycin Estolate pictures 2024-11-14 Erythromycin Estolate
3521-62-8
US $215.00 / KG 1KG 98% 1-10mt Baoji Guokang Bio-Technology Co., Ltd.
erythromycinpropionatelaurylsulfate ERYTHROMYCIN ESTOLATE ERYTHROMYCIN 2'-PROPANOATE DODECYL SULFATE SALT ERYTHROMYCIN 2'-PROPIONATE DODECYL SULFATE ERYTHROMYCIN 2-PROPIONATE DODECYL SULFATE [4-DIMETHYLAMINO-2-[[14-ETHYL-7,12,13-TRIHYDROXY-4-(5-HYDROXY-4-METHOXY-4,6-DIMETHYL-OXAN-2-YL)OXY-3,5,7,9,11,13-HEXAMETHYL-2,10-DIOXO-1-OXACYCLOTETRADEC-6-YL]OXY]-6-METHYL-OXAN-3-YL] PROPANOATE, 1-SULFOOXYDODECANE Erythromycin Estolate BP Erythromycin Estolate I.P/Bp ERYTHROMYCIN ESTOLATE USP(CRM STANDARD) ERYTHROMYCIN ESTOLATE EPE(CRM STANDARD) ErythromycinEstolate-Bp/Ep/Usp ErythromycinEstolateErythromycinEstolateBp/Usp ERYTHROMYCINESTOLATE,USP Eriscel Erythromycin, 2'-propionate, dodecyl sulfate (salt) (8CI) Erythromycin, monopropanoate (ester), dodecyl sulfate (salt) Erythromycin, monopropionate (ester), compd. with monododecyl sulfate (1:1) Erythromycin, propionate, compd. with dodecyl sulfate (7CI) Erytrarco Estomicina Eupragin Lubomycine B Marcoeritrex NSC 263364 Propiocine Enfant Propionic acid, 2'-ester with erythromycin, dodecyl sulfate salt (6CI) Propionylerythromycin lauryl sulfate erythromycinpropionyllaurylsulfate lauromicina laurylsulfatepropionylerythromycinester neo-erycinum roxomicina stellamicina Sulfuric acid, monododecyl ester, compd. with erythromycin 2'-propanoate (1:1) (9CI) Sulfuric acid, monododecyl ester, compd. with erythromycin 2'-propionate (1:1) (8CI) Togiren ERYTHROMYCINPROPIONATELAURYLSULPHATE [4-Dimethylamino-2-[[(3R,4S,6R,7R,9R,11R,12R,13R,14R)-14-ethyl-7,12,13-trihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyl-oxan-2-yl)oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-1-oxacyclotetradec-6-yl]oxy]-6-methyl-oxan-3-yl] propanoate 1-sulfooxydodecane Erythromycin estorate Erythro* Estolate Erythromycin 2'-prop Erythromycin Estolate (200 mg) ErythroMycin Estolate API eritroger eromycin erythromycin,propionate(ester),compd.withmonododecylsulfate(1:1) erythromycin5-(3-propionate)dodecylsulfate erythromycinpropionate,compd.withdodecylsulfate Relying on erythromycin Erytromycin ,Ilosone, Lauromycin, Laurylin, Propiocin, Ritromin Erythromycin estolate CRS (2S,3R,4S,6R)-4-(Dimethylamino)-2-(((3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-7,12,13-trihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3,5,7,9,11,13-hexamethyl-2,10-dioxooxacyclotetradecan-6-yl)oxy)-6-methyltet Erythromycin Estolate USP/EP/BP Erythromycin Estolate (1243002) propanoic acid [(2S,3R,4S,6R)-4-(dimethylamino)-2-[[(3R,4S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-7,12,13-trihydroxy-4-[[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-4,6-dimethyl-2-oxanyl]oxy]-3,5,7,9,11,13-hexameth Erythromycin Estolate Usp30 Phtalic anhydride ilosone