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Amprenavir (CAS 161814-49-9)

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Alternate Names:
N-[(1S,2R)-3-[[(4-Aminophenyl)sulfonyl](2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]carbamic Acid (3S)-Tetrahydro-3-furanyl Ester; 141W94; KVX-478; Agenerase; Prozei
Application:
Amprenavir is a selective HIV protease inhibitor
CAS Number:
161814-49-9
Purity:
≥98%
Molecular Weight:
505.63
Molecular Formula:
C25H35N3O6S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Amprenavir is a human immunodeficiency virus (HIV) protease inhibitor with IC50 of 14.6 ± 12.5 ng/ml for wild-type HIV isolates. Like all HIV protease inhibitors, amprenavir interrupts the maturation phase of the HIV replicative cycle by forming an inhibitor-enzyme complex, which prevents HIV protease from binding with its normal substrates. This compound has an enzyme inhibition constant (Ki = 0.6 nM) that falls within the Ki range of the other protease inhibitors. Amprenavir is an inhibitor of HIV-1 Protease.


Amprenavir (CAS 161814-49-9) References

  1. Role of P-glycoprotein on the CNS disposition of amprenavir (141W94), an HIV protease inhibitor.  |  Polli, JW., et al. 1999. Pharm Res. 16: 1206-12. PMID: 10468021
  2. In-vitro and in-vivo pharmacokinetic interactions of amprenavir, an HIV protease inhibitor, with other current HIV protease inhibitors in rats.  |  Shibata, N., et al. 2002. J Pharm Pharmacol. 54: 221-9. PMID: 11848286
  3. Pharmacokinetic interaction between amprenavir and delavirdine: evidence of induced clearance by amprenavir.  |  Tran, JQ., et al. 2002. Clin Pharmacol Ther. 72: 615-26. PMID: 12496743
  4. Amprenavir and efavirenz pharmacokinetics before and after the addition of nelfinavir, indinavir, ritonavir, or saquinavir in seronegative individuals.  |  Morse, GD., et al. 2005. Antimicrob Agents Chemother. 49: 3373-81. PMID: 16048950
  5. Ritonavir increases plasma amprenavir (APV) exposure to a similar extent when coadministered with either fosamprenavir or APV.  |  Wire, MB., et al. 2006. Antimicrob Agents Chemother. 50: 1578-80. PMID: 16569890
  6. Amprenavir-induced maculopapular exanthem followed by desensitization in a patient with late-stage human immunodeficiency virus.  |  Kohli-Pamnani, A., et al. 2006. Ann Allergy Asthma Immunol. 96: 620-3. PMID: 16680935
  7. Compartmental pharmacokinetic analysis of oral amprenavir with secondary peaks.  |  Okusanya, O., et al. 2007. Antimicrob Agents Chemother. 51: 1822-6. PMID: 17283195
  8. Different evidence of key amprenavir resistance mutations on the efficacy of darunavir.  |  Di Biagio, A., et al. 2008. AIDS. 22: 437-8. PMID: 18195574
  9. Therapeutic amprenavir concentrations in cerebrospinal fluid.  |  Croteau, D., et al. 2012. Antimicrob Agents Chemother. 56: 1985-9. PMID: 22290964
  10. Amprenavir inhibits the migration in human hepatocarcinoma cell and the growth of xenografts.  |  Esposito, V., et al. 2013. J Cell Physiol. 228: 640-5. PMID: 22886568
  11. Pregnane X receptor mediates dyslipidemia induced by the HIV protease inhibitor amprenavir in mice.  |  Helsley, RN., et al. 2013. Mol Pharmacol. 83: 1190-9. PMID: 23519392
  12. Repositioning of amprenavir as a novel extracellular signal-regulated kinase-2 inhibitor and apoptosis inducer in MCF-7 human breast cancer.  |  Jiang, W., et al. 2017. Int J Oncol. 50: 823-834. PMID: 28197631
  13. The HIV - 1 protease inhibitor Amprenavir targets Leishmania donovani topoisomerase I and induces oxidative stress-mediated programmed cell death.  |  Roy, A., et al. 2021. Parasitol Int. 82: 102287. PMID: 33515743
  14. Insights into effect of the Asp25/Asp25' protonation states on binding of inhibitors Amprenavir and MKP97 to HIV-1 protease using molecular dynamics simulations and MM-GBSA calculations.  |  Yu, YX., et al. 2021. SAR QSAR Environ Res. 32: 615-641. PMID: 34157882

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Amprenavir, 5 mg

sc-207287
5 mg
$217.00

Amprenavir, 10 mg

sc-207287A
10 mg
$394.00

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. Amprenavir (CAS 161814-49-9) has an appearance as a white solid.
Answered by: Technical Support
Date published: 2017-01-11
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Rated 5 out of 5 by from DufekDufek, MB. et al. (PubMed 23821186) reported that intestinal first-pass metabolism by cytochrome p450 and not p-glycoprotein is the major barrier to Amprenavir absorption. -SCBT Publication Review
Date published: 2015-06-03
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Amprenavir is rated 5.0 out of 5 by 1.
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