Erythromycin Propionate

Title: Erythromycin Propionate
CAS Registry Number: 134-36-1
CAS Name: Erythromycin 2¢-propanoate
Additional Names: propionylerythromycin; monopropionylerythromycin
Trademarks: Propiocine (Hoechst)
Molecular Formula: C40H71NO14
Molecular Weight: 789.99
Percent Composition: C 60.81%, H 9.06%, N 1.77%, O 28.35%
Literature References: Semi-synthetic macrolide antibiotic. Prepn: V. C. Stephens, US 2993833 (1961 to Lilly); V. C. Stephens, J. W. Conine, Antibiot. Annu. 1958-59, 346. Pharmacology and toxicology: C. Lee et al., ibid. 354. Clinical studies: R. S. Griffith, ibid. 364; D. M. Perry et al., ibid. 375. Clinical pharmacokinetics: M. Ducci et al., Int. J. Clin. Pharmacol. Ther. Toxicol. 19, 494 (1981). HPLC determn in plasma: W. Xiao et al., J. Chromatogr. B 817, 153 (2005).
Derivative Type: Monohydrate
Properties: Crystals from acetone + water, mp 122-126°. [a]D25 -81.6° (acetone). pKa: 6.9. Very slightly sol in water. Readily sol in methanol, ethanol, acetone, ethyl acetate, DMF. LD50 in mice, rats (g/kg): 2.87, >5.0 orally; >5.0, >5.0 s.c. (Lee).
Melting point: mp 122-126°
pKa: pKa: 6.9
Optical Rotation: [a]D25 -81.6° (acetone)
Toxicity data: LD50 in mice, rats (g/kg): 2.87, >5.0 orally; >5.0, >5.0 s.c. (Lee)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); Macrolides.
Erythromycin Stearate Erythrophlamine Erythrophleine Erythropterin Erythrosine