Fosamprenavir

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Fosamprenavir
Systematic (IUPAC) name
[(2R,3S)-1-[(4-aminophenyl)sulfonyl-(2-methyl propyl)amino]-3-{[(3S)-oxolan-3-yl]oxycarbonylamino}- 4-phenyl-butan-2-yl]oxyphosphonic acid
Identifiers
CAS number	226700-81-8
ATC code	J05AE07
PubChem	131536
Chemical data
Formula	C25H36N3O9PS
Mol. weight	585.608 g/mol 623.700 g/mol (calcium salt)
Pharmacokinetic data
Bioavailability	Unknown
Protein binding	90%
Metabolism	Hydrolysed to amprenavir and phosphate in GI tract epithelium
Half life	7.7 hours
Excretion	Fecal (as metabolites of amprenavir)
Therapeutic considerations
Pregnancy cat.	C (U.S.)
Legal status	℞-only (U.S.), POM (UK)
Routes	Oral

Fosamprenavir (marketed by GlaxoSmithKline as fosamprenavir calcium, under the trade name Lexiva®) is a pro-drug of the protease inhibitor and antiretroviral drug amprenavir. The FDA approved it October 20, 2003. The human body metabolizes fosamprenavir in order to form amprenavir, which is the active ingredient. That metabolization increases the duration that amprenavir is available, making fosamprenavir a slow-release version of amprenavir and thus reducing the number of pills required versus standard amprenavir.

Antivirals (primarily J05A, also S01AD and D06BB) edit

Anti-herpesvirus agents   Aciclovir, Cidofovir, Docosanol, Famciclovir, Fomivirsen, Foscarnet, Ganciclovir, Idoxuridine, Penciclovir, Trifluridine, Tromantadine, Valaciclovir, Valganciclovir, Vidarabine Anti-influenza agents Amantadine, Oseltamivir, Peramivir, Rimantadine, Zanamivir   Antiretroviral drugs   NRTIs Abacavir, Didanosine, Emtricitabine, Lamivudine, Stavudine, Zalcitabine, Zidovudine NtRTIs   Tenofovir NNRTIs   Efavirenz, Delavirdine, Nevirapine PIs Amprenavir, Atazanavir, Darunavir, Fosamprenavir, Indinavir, Lopinavir, Nelfinavir, Ritonavir, Saquinavir, Tipranavir Fusion inhibitors Enfuvirtide   Other antiviral agents Adefovir, Fomivirsen, Imiquimod, Inosine,Interferon, Podophyllotoxin, Ribavirin, Viramidine