A prodrug form of amprenavir
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Active Metabolite(s)
15369Amprenavir
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Fosamprenavir (calcium salt)

Item No. 21609

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R)-3-[[(4-aminophenyl)sulfonyl](2-methylpropyl)amino]-1-(phenylmethyl)-2-(phosphonooxy)propyl]-carbamic acid, (3S)-tetrahydro-3-furanyl ester, monocalcium salt
CAS Number
226700-81-8
Synonyms
  • GW 433908G
Molecular Formula
C25H34N3O9PS • Ca
Formula Weight
623.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2)(1:8): 0.11 mg/mlEthanol: 2 mg/ml
λmax
268 nm
SMILES
NC1=CC=C(S(N(C[C@@H](OP([O-])([O-])=O)[C@H](CC2=CC=CC=C2)NC(O[C@H]3CCOC3)=O)CC(C)C)(=O)=O)C=C1.[Ca+2]
InChi Code
InChI=1S/C25H36N3O9PS.Ca/c1-18(2)15-28(39(33,34)22-10-8-20(26)9-11-22)16-24(37-38(30,31)32)23(14-19-6-4-3-5-7-19)27-25(29)36-21-12-13-35-17-21;/h3-11,18,21,23-24H,12-17,26H2,1-2H3,(H,27,29)(H2,30,31,32);/q;+2/p-2/t21-,23-,24+;/m0./s1
InChi Key
PMDQGYMGQKTCSX-HQROKSDRSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Fosamprenavir is a prodrug form of the HIV-1 protease inhibitor amprenavir (Item No. 15369).1 It is converted to amprenavir by alkaline phosphatase in the intestinal epithelium. Formulations containing fosamprenavir have been used in the treatment of HIV infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wire, M.B., Shelton, M.J., and Studenberg, S. Fosamprenavir: Clinical pharmacokinetics and drug interactions of the amprenavir prodrug. Clin. Pharmacokinet. 45(2), 137-168 (2006).