6175. Micafungin

Nomenclature

CAS number: 235114-32-6
1-[(4R,5R)-4,5-Dihydroxy-N2-[4-[5-[4-(pentyloxy)phenyl]-3-isoxazolyl]benzoyl]-l-ornithine]-4-[(4S)-4-hydroxy-4-[4-hydroxy-3-(sulfooxy)phenyl]-l-threonine]pneumocandin A0.
C56H71N9O23S; mol wt 1270.27.
C 52.95%, H 5.63%, N 9.92%, O 28.97%, S 2.52%.

Description and references

Semisynthetic echinocandin antifungal; inhibits 1,3-β-glucan synthase. Prepn (stereochem unspec): H. Ohki et al., WO 9611210; eidem, US 6107458 (1996, 2000 both to Fujisawa). Synthesis and antifungal activity: M. Tomishima et al., J. Antibiot. 52, 674 (1999). Antifungal spectrum in vitro: S. Tawara et al., Antimicrob. Agents Chemother. 44, 57 (2000). Pharmacokinetics and antifungal efficacy: V. Petraitis et al., ibid. 46, 1857 (2002). Review of pharmacology and therapeutic potential: A. H. Groll, T. J. Walsh, Curr. Opin. Anti-Infect. Invest. Drugs 2, 405-412 (2000); A. H. Groll et al., Expert Opin. Invest. Drugs 14, 489-509 (2005).

Chemical structure

Derivative

Sodium salt.

Nomenclature

CAS number: 208538-73-2
FK-463; Mycamine (Astellas).
C56H70N9NaO23S; mol wt 1292.26.
C 52.05%, H 5.46%, N 9.76%, Na 1.78%, O 28.48%, S 2.48%.

Properties

Water soluble lipopeptide.

Therapeutic Category

Antifungal.

Keywords

Antifungal (Antibiotics); Echinocandins