656. Anidulafungin

Nomenclature

CAS number: 166663-25-8
1-[(4R,5R)-4,5-Dihydroxy-N2-[[4″-(pentyloxy)[1,1′:4′,1″-terphenyl]-4-yl]carbonyl]-l-ornithine]echinocandin B; V-echinocandin; LY-303366; VER-002; Ecalta (Pfizer); Eraxis (Pfizer).
C58H73N7O17; mol wt 1140.24.
C 61.09%, H 6.45%, N 8.60%, O 23.85%.

Description and references

Semisynthetic echinocandin antifungal; inhibits 1,3-β-d-glucan synthase. Prepn: F. J. Burkhardt et al., EP 561639 (1993 to Lilly); M. Debono et al., J. Med. Chem. 38, 3271 (1995) DOI PubMed. HPLC determn in plasma: L. L. Zornes, R. E. Stratford, J. Chromatogr. B 695, 381 (1997) DOI. Comparative in vitro susceptibility: M. A. Pfaller et al., Diagn. Microbiol. Infect. Dis. 30, 251 (1998) DOI PubMed; M. Cuenca-Estrella et al., J. Antimicrob. Chemother. 46, 475 (2000) DOI PubMed. Pharmacokinetics and antifungal activity: A. H. Groll et al., Antimicrob. Agents Chemother. 45, 2845 (2001) DOI PubMed. Clinical evaluation in invasive candidiasis: M. A. Pfaller et al., ibid. 49, 4795 (2005) DOI PubMed. Review of clinical experience: M. A. Pfaller, Expert Opin. Invest. Drugs 13, 1183-1197 (2004) DOI; of pharmacology: J. A. Vazquez, Clin. Ther. 27, 657-673 (2005) DOI PubMed.

Chemical structure

Properties

White to off-white powder. Slightly sol in ethanol. Practically insol in water.

Therapeutic Category

Antifungal.

Keywords

Antifungal (Antibiotics); Echinocandins