6868. Oritavancin

Nomenclature

CAS number: 171099-57-3
(4″R)-22-O-(3-Amino-2,3,6-trideoxy-3-C-methyl-α-l-arabino-hexopyranosyl)-N3″-[(4′-chloro[l,1′-biphenyl]-4-yl)methyl]vancomycin; LY-333328.
C86H97Cl3N10O26; mol wt 1793.10.
C 57.61%, H 5.45%, Cl 5.93%, N 7.81%, O 23.20%.

Description and references

Semisynthetic glycopeptide antibiotic. Prepn: R. D. G. Cooper et al., WO 9630401; eidem US 5840684 (1996, 1998 both to Eli Lilly). In vitro antibacterial activity: F. Biavasco et al., Antimicrob. Agents Chemother. 41, 2165 (1997). Mechanism of action: N. E. Allen, T. I. Nicas, FEMS Microbiol. Rev. 26, 511 (2003). Clinical pharmacokinetics: S. M. Bhavnani et al., Diagn. Microbiol. Infect. Dis. 50, 95 (2004); G. J. Fetterly et al., Antimicrob. Agents Chemother. 49, 148 (2005). Clinical evaluation in Staphylococcus aureus bacteremia: S. M. Bhavnani et al., ibid. 50, 994 (2006). Review of development and clinical experience: K. E. Ward et al., Expert Opin. Invest. Drugs, 15, 417-429 (2006).

Chemical structure

Derivative

Diphosphate.

Nomenclature

CAS number: 192564-14-0
C86H97Cl3N10O26.2H3PO4; mol wt 1989.09.
C 51.93%, H 5.22%, Cl 5.35%, N 7.04%, O 27.35%, P 3.11%.

Properties

Sol in water.

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Antibiotics); Polypeptides