| Identification | Back Directory | [Name]
Erythromycin 2'-propionate dodecyl sulfate | [CAS]
3521-62-8 | [Synonyms]
ilosone
Eriscel
Togiren
Eupragin
eromycin
eritroger
Erytrarco
Estomicina
roxomicina
NSC 263364
lauromicina
stellamicina
neo-erycinum
Lubomycine B
Marcoeritrex
Propiocine Enfant
Phtalic anhydride
Erythro* Estolate
Erythromycin 2'-prop
Erythromycin estorate
ERYTHROMYCIN ESTOLATE
Relying on erythromycin
Erythromycin Estolate BP
ERYTHROMYCINESTOLATE,USP
ErythroMycin Estolate API
Erythromycin Estolate I.P/Bp
ErythromycinEstolate-Bp/Ep/Usp
Erythromycin Estolate (200 mg)
erythromycinpropionyllaurylsulfate
erythromycinpropionatelaurylsulfate
ERYTHROMYCINPROPIONATELAURYLSULPHATE
Propionylerythromycin lauryl sulfate
laurylsulfatepropionylerythromycinester
ERYTHROMYCIN ESTOLATE USP(CRM STANDARD)
ERYTHROMYCIN ESTOLATE EPE(CRM STANDARD)
ERYTHROMYCIN 2-PROPIONATE DODECYL SULFATE
erythromycin5-(3-propionate)dodecylsulfate
ERYTHROMYCIN 2'-PROPIONATE DODECYL SULFATE
ErythromycinEstolateErythromycinEstolateBp/Usp
erythromycinpropionate,compd.withdodecylsulfate
ERYTHROMYCIN 2'-PROPANOATE DODECYL SULFATE SALT
Erythromycin, 2'-propionate, dodecyl sulfate (salt) (8CI)
Erythromycin, propionate, compd. with dodecyl sulfate (7CI)
Erythromycin, monopropanoate (ester), dodecyl sulfate (salt)
erythromycin,propionate(ester),compd.withmonododecylsulfate(1:1)
Propionic acid, 2'-ester with erythromycin, dodecyl sulfate salt (6CI)
Erythromycin, monopropionate (ester), compd. with monododecyl sulfate (1:1)
Sulfuric acid, monododecyl ester, compd. with erythromycin 2'-propanoate (1:1) (9CI)
Sulfuric acid, monododecyl ester, compd. with erythromycin 2'-propionate (1:1) (8CI)
[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
[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 | [EINECS(EC#)]
222-532-4 | [Molecular Formula]
C52H97NO18S | [MDL Number]
MFCD00084691 | [MOL File]
3521-62-8.mol | [Molecular Weight]
1056.39 |
| Chemical Properties | Back Directory | [Appearance]
Long Needles | [Melting point ]
135-140°C dec. | [Boiling point ]
743℃ | [density ]
1.0053 (rough estimate) | [refractive index ]
1.6550 (estimate) | [Fp ]
>110°(230°F) | [storage temp. ]
-20°C Freezer | [solubility ]
chloroform: soluble4.0ML, clear, colorless (200 mg + 4.0 mL Chloroform) | [form ]
neat | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
Long Needles | [Uses]
Macrolides Antibiotics | [Uses]
Used as an antibacterial agent. LD50 >5000 mg/kg for oral administration to rats | [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 | [Originator]
Ilosone,Dista,US,1958 | [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. | [storage]
Store at -20°C |
|
|