8084. Quinupristin

Nomenclature

CAS number: 120138-50-3
4-[4-(Dimethylamino)-N-methyl-l-phenylalanine]-5-[(2S,5R)-5-[[[(3S)-1-azabicyclo[2.2.2]oct-3-yl]thio]methyl]-4-oxo-2-piperidinecarboxylic acid]virginiamycin S1; 5δ-[(3S)-3-quinuclidinyl]thiomethylpristinamycin IA; RP-57669.
C53H67N9O10S; mol wt 1022.22.
C 62.27%, H 6.61%, N 12.33%, O 15.65%, S 3.14%.

Description and references

Semisynthetic depsipeptide type I streptogramin, q.v. Marketed in combination with dalfopristin, q.v. Prepn: J.-C. Barriere et al., EP 248703, eidem, US 4798827 (1987, 1989 both to Rhone-Poulenc). In vitro activity: H. C. Neu et al., J. Antimicrob. Chemother. 30, Suppl. A, 83 (1992). HPLC determn in plasma: A. Le Liboux et al., J. Chromatogr. B 708, 161 (1998).

Chemical structure

Properties

White crystals in combination with methanol, mp ≈200°.

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Antibiotics); Polypeptides