Structural Formula Vector Image
Title: Fosamprenavir
CAS Registry Number: 226700-79-4
CAS Name: [(1S,2R)-3-[[(4-Aminophenyl)sulfonyl](2-methylpropyl)amino]-1-(phenylmethyl)-2-(phosphonooxy)propyl]carbamic acid C-[(3S)-tetrahydro-3-furanyl] ester
Additional Names: (3S)-tetrahydro-3-furyl [(aS)-a-[(1R)-1-hydroxy-2-(N1-isobutylsulfanilamido)ethyl]phenethyl]carbamate dihydrogen phosphate (ester)
Manufacturers' Codes: VX-175
Molecular Formula: C25H36N3O9PS
Molecular Weight: 585.61
Percent Composition: C 51.27%, H 6.20%, N 7.18%, O 24.59%, P 5.29%, S 5.48%
Literature References: HIV protease inhibitor; water soluble prodrug of amprenavir, q.v. Prepn: R. D. Tung et al., WO 9933815; eidem, US 6559137 (1999, 2003 both to Vertex). Prepn of crystalline calcium salt: I. G. Armitage et al., WO 0004033 (2000 to Glaxo); eidem, US 6514953 (2003 to SKB). Clinical pharmacokinetics: C. Falcoz et al., J. Clin. Pharmacol. 42, 887 (2002). Review of pharmacology and clinical experience in HIV: T. M. Chapman et al., Drugs 64, 2101-2124 (2004); C. Arvieux, O. Tribut, ibid. 65, 633-659 (2005).
Derivative Type: Calcium salt
CAS Registry Number: 226700-81-8
Manufacturers' Codes: GW-433908G
Trademarks: Lexiva (GSK); Telzir (GSK)
Molecular Formula: C25H34CaN3O9PS
Molecular Weight: 623.67
Percent Composition: C 48.15%, H 5.49%, Ca 6.43%, N 6.74%, O 23.09%, P 4.97%, S 5.14%
Properties: White microcrystalline needles, mp 282-284°. Soly in water (25°): 0.31 mg/ml.
Melting point: mp 282-284°
Therap-Cat: Antiviral.
Keywords: Antiviral; Peptidomimetics; HIV Protease Inhibitor.

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