Nomenclature
CAS number: 134-36-1
Erythromycin 2′-propanoate; propionylerythromycin; monopropionylerythromycin; Propiocine (Hoechst).
C
40H
71NO
14; mol wt 789.99.
C 60.81%, H 9.06%, N 1.77%, O 28.35%.
Description and 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
Monohydrate.
Properties
Crystals from acetone + water, mp 122-126°. [α]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).Therapeutic Category
Antibacterial.
Keywords
Antibacterial (Antibiotics); Macrolides