Amprenavir

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Amprenavir
Systematic (IUPAC) name
(3S)-oxolan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)(4-aminobenzene)sulfonamido]-1-phenylbutan-2-yl]carbamate
Clinical data
Trade names Agenerase
AHFS/Drugs.com monograph
MedlinePlus a699051
Licence data EMA:LinkUS FDA:link
Pregnancy cat. C(US)
Legal status  ?
Routes oral
Pharmacokinetic data
Protein binding 90%
Metabolism hepatic
Half-life 7.1-10.6 hours
Excretion <3% renal
Identifiers
CAS number 161814-49-9 YesY
ATC code J05AE05
PubChem CID 65016
DrugBank APRD00605
ChemSpider 58532 YesY
UNII 5S0W860XNR YesY
KEGG D00894 YesY
ChEBI CHEBI:40050 YesY
ChEMBL CHEMBL116 YesY
NIAID ChemDB AIDSNO:006080
Chemical data
Formula C25H35N3O6S 
Mol. mass 505.628 g/mol
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

Amprenavir (Agenerase, GlaxoSmithKline) is a protease inhibitor used to treat HIV infection. It was approved by the Food and Drug Administration on April 15, 1999, for twice-a-day dosing instead of needing to be taken every eight hours. The convenient dosing came at a price, as the dose required is 1,200 mg, delivered in eight very large gel capsules.

Production of amprenavir was discontinued by the manufacturer December 31, 2004; a prodrug version (fosamprenavir) is available.

[edit] See also



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