3683. Erythromycin Estolate

Nomenclature

CAS number: 3521-62-8
Erythromycin 2′-propanoate dodecyl sulfate (salt); erythromycin propionate lauryl sulfate; lauryl sulfate salt of the propionic acid ester of erythromycin; propionylerythromycin lauryl sulfate; Eritroger (Isnardi); Eromycin; Ilosone (Lilly); Lauromicina (Dukron); Neo-Erycinum (Schering AG); PELS; Roxomicina; Stellamicina; Eriscel (Rachelle); Estomicina (Bergamon); Eupragin (Alcon-Thilo); Marcoeritrex; Togiren (Schwarzhaupt).
C52H97NO18S; mol wt 1056.39.
C 59.12%, H 9.26%, N 1.33%, O 27.26%, S 3.04%.
C40H71NO14.CH3(CH2)11OSO3H.

Description and references

Prepn from propionyl erythromycin: Stephens et al., J. Am. Pharm. Assoc. 48, 620 (1959); Bray, Stephens, US 3000874 (1961 to Lilly). Toxicity: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971). Comprehensive description: J. M. Mann, Anal. Profiles Drug Subs. 1, 101-117 (1972). For structure see Erythromycin.

Properties

Long needles, mp 135-140° (dec). pKa 6.9. Soly in water: 0.024 mg/ml; sol in alcohol, acetone, chloroform. LD50 orally in rats: >5000 mg/kg (Goldenthal).

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Antibiotics); Macrolides