ChemicalBook > CAS DataBase List > Erythromycin Estolate

Erythromycin Estolate

Product Name
Erythromycin Estolate
CAS No.
3521-62-8
Chemical Name
Erythromycin Estolate
Synonyms
Phtalic anhydride;ilosone;Eriscel;Togiren;eromycin;Eupragin;eritroger;Erytrarco;Estomicina;NSC 263364
CBNumber
CB1286137
Molecular Formula
C52H97NO18S
Formula Weight
1056.39
MOL File
3521-62-8.mol
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Erythromycin Estolate Property

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)
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
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
E1400000
Product name
Erythromycin estolate
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
e1400000
Price
$220
Updated
2024/03/01
Sigma-Aldrich
Product number
1243002
Product name
Erythromycin estolate
Packaging
200mg
Price
$401
Updated
2024/03/01
Alfa Aesar
Product number
J66548
Product name
Erythromycin estolate
Packaging
5g
Price
$160
Updated
2021/12/16
TRC
Product number
E650000
Product name
Erythromycin estolate
Packaging
10g
Price
$195
Updated
2021/12/16
TRC
Product number
E650000
Product name
Erythromycin estolate
Packaging
500mg
Price
$65
Updated
2021/12/16
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Erythromycin Estolate Chemical Properties,Usage,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.

Erythromycin Estolate Preparation Products And Raw materials

Raw materials

Sodium dodecyl sulfate Acetone Propionic anhydride Erythromycin

Preparation Products

2-(4-chlorop henyl)-4，5-dihydro-1-methyl-5-(trifluoromethyl)-1H-pyr role-3-carbonitrile ROKITAMYCIN Zopiclone Pipecuronium bromide Disperse Yellow HG DL-Histidine L-Isoleucine Ozagrel 2-cyano-N-[(ethylamino)carbonyl]acetamide disodium 5-((4-acetylamino-2-sulphophenyl)azo)-6-amino-4-hydroxynaphthalene-2-disulphonate azafenidin DL-Tyrosine polybenzo conductive polymer materials PGA and its copolymer Acetylcholine chloride Nilvadipine N-Hydroxymethyl-3,4,5,6-tetrahydrophthalimide
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View Lastest Price from Erythromycin Estolate manufacturers

WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Erythromycin Estolate 3521-62-8
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-10-27
Shaanxi Dideu Medichem Co. Ltd
Product
Erythromycin Estolate 3521-62-8
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-05-07
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Erythromycin Estolate 3521-62-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%,USP
Supply Ability
500kg/month
Release date
2021-07-23

3521-62-8, Erythromycin EstolateRelated Search:

EPROSARTAN Ipriflavone Eprinomectin Etodolac Eplerenone Etoricoxib N-DEMETHYL ERYTHROMYCIN A Erythromycin Estolate Erythromycin METHYL-(TETRAHYDRO-PYRAN-4-YL)-AMINE HCL ERYTHROMYCIN A DIHYDRATE 3-METHOXYETHOXYPROPYLAMINE Ammonium lauryl sulfate 1-AMINO-3,3-DIETHOXYPROPANE (S)-3-Hydroxy Myristic Acid METHYL 3-HYDROXYUNDECANOATE 4-(Dimethylamino)tetrahydro-2H-pyran 2-Methylbutyl 2-methylbutyrate

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  • [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)
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  • ErythromycinEstolateErythromycinEstolateBp/Usp
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  • 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
  • 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
  • erythromycinpropionyllaurylsulfate
  • ilosone
  • 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
  • Phtalic anhydride
  • 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)