| Weight | 505.637 g/mol |
|---|---|
| Formula | C25H35N3O6S |
| Hydrogen Acceptors | 7 |
| Hydrogen Donors | 3 |
| Aromatic Rings | 2 |
| Rotatable Bonds | 11 |
amprenavir (161814-49-9)
Score:
#9 in Virology
,
#137 in Microbiology
,
#1447 in Biology
,
#1695 in Chemistry
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- re and siFaceSelective Nitroaldol Reactions Catalyzed by a Rigid Chiral Quaternary Ammonium Salt: A Highly Stereoselective Synthesis of the HIV Protease Inhibitor Amprenavir (Vertex 478) (Angewandte Chemie, 1999)
- Role of P-glycoprotein on the CNS disposition of amprenavir (141W94), an HIV protease inhibitor. (Pharmaceutical Research, 1999)
- Molecular Dynamics and Free Energy Studies on the Wild-type and Double Mutant HIV-1 Protease Complexed with Amprenavir and Two Amprenavir-Related Inhibitors: Mechanism for Binding and Drug Resistance (Journal of Medicinal Chemistry, 2007)
- Changes in human immunodeficiency virus type 1 Gag at positions L449 and P453 are linked to I50V protease mutants in vivo and cause reduction of sensitivity to amprenavir and improved viral fitness in vitro. (Journal of Virology, 2002)
- Simultaneous determination of the HIV drugs indinavir, amprenavir, saquinavir, ritonavir, lopinavir, nelfinavir, the nelfinavir hydroxymetabolite M8, and nevirapine in human plasma by reversed-phase high-performance liquid chromatography. (Therapeutic Drug Monitoring, 2003)
- Prospective, Intensive Study of Metabolic Changes Associated with 48 Weeks of Amprenavir-Based Antiretroviral Therapy (Clinical Infectious Diseases, 2002)
-
Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. -
SMILESCC(C)CN(CC(C(CC1=CC=CC=C1)NC(=O)OC2CCOC2)O)S(=O)(=O)C3=CC=C(C=C3)N
-
InChIKeyYMARZQAQMVYCKC-UHFFFAOYSA-N
- Pubchem - amprenavir
- Wikipedia - amprenavir
Amprenavir (original brand name 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 1,200mg, delivered in 8 (eight) very large 150 mg gel capsules or 24 (twenty-four) 50 mg gel capsules twice daily.
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Synthesis
Reactant
+
NUMJNKDUHFCFJO-UHFFFAOYSA-N
(Schotten-Baumann amide from acid)
Reactant
+
4-amino-N-isobutylbenzenesulfonamide
(Chan-Lam coupling reaction)
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amprenavir
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