Title: Posaconazole
CAS Registry Number: 171228-49-2
CAS Name: 2,5-Anhydro-1,3,4-trideoxy-2-
C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1
S,2
S)-1-ethyl-2-hydroxypropyl]-1,5-dihydro-5-oxo-4
H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]methyl]-1-(1
H-1,2,4-triazol-1-yl)-D-
threo-pentitol
Synonyms: (3
R-
cis)-4-[4-[4-[4-[5-(2,4-difluorophenyl)-5-(1,2,4-triazol-1-ylmethyl)tetrahydrofuran-3-ylmethoxy]phenyl]piperazin-1-yl]phenyl]-2-[1(
S)-ethyl-2(
S)-hydroxypropyl]-3,4-dihydro-2
H-1,2,4-triazol-3-one
Manufacturers' Codes: Sch-56592
Trademarks: Noxafil (Schering-Plough)
Molecular Formula: C37H42F2N8O4
Molecular Weight: 700.78
Percent Composition: C 63.41%, H 6.04%, F 5.42%, N 15.99%, O 9.13%
Literature References: Orally active triazole antifungal. Prepn: A. K. Saksena
et al., WO 9517407;
eidem,
US 5661151 (1995, 1997 both to Schering);
eidem,
Tetrahedron Lett. 37, 5657 (1996). Comparative antifungal spectrum: A. Cacciapuoti
et al., Antimicrob. Agents Chemother. 44, 2017 (2000). Pharmacokinetics, safety and tolerability: R. Courtney
et al., ibid. 47, 2788 (2003). HPLC determn in serum: H. Kim
et al., J. Chromatogr. B 738, 93 (2000). Review of development: A. K. Saksena
et al. in
Anti-Infectives: Recent Advances in Chemistry and Structure Activity Relationships (Royal Soc. Chem., Cambridge, 1997) pp 180-199; and clinical efficacy in fungal infections: R. Herbrecht,
Int. J. Clin. Pract. 58, 612-624 (2004).
Properties: White solid, mp 170-172°.
Melting point: mp 170-172°
Therap-Cat: Antifungal.
Keywords: Antifungal (Synthetic); Triazoles.