Erythromycin Estolate
Erythromycin Estolate Basic information
- Product Name:
- Erythromycin Estolate
- Synonyms:
-
- eritroger
- eromycin
- erythromycin,propionate(ester),compd.withmonododecylsulfate(1:1)
- erythromycin5-(3-propionate)dodecylsulfate
- erythromycinpropionate,compd.withdodecylsulfate
- erythromycinpropionatelaurylsulfate
- ERYTHROMYCIN ESTOLATE
- ERYTHROMYCIN 2'-PROPANOATE DODECYL SULFATE SALT
- CAS:
- 3521-62-8
- MF:
- C52H97NO18S
- MW:
- 1056.39
- EINECS:
- 222-532-4
- Product Categories:
-
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Mol File:
- 3521-62-8.mol
Erythromycin Estolate Chemical 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)
- pka
- 6.9(at 25℃)
- form
- neat
- color
- white
- Water Solubility
- Freely soluble in organic solvents, practically insoluble in water /n
- Sensitive
- Light Sensitive
- CAS DataBase Reference
- 3521-62-8
Safety Information
- 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)
MSDS
- Language:English Provider:Erythromycin 2'-propionate dodecyl sulfate
- Language:English Provider:SigmaAldrich
Erythromycin Estolate Usage And Synthesis
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
Uses
Used as an antibacterial agent. LD50 >5000 mg/kg for oral administration to rats.
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
Preparation Products
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