Saquinavir mesylate

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Cat.No. 4418 - Saquinavir mesylate | C38H50N6O5.CH4O3S | CAS No. 149845-06-7
Description: HIV protease inhibitor
Alternative Names: Ro 31-8959
Chemical Name: (2S)-N1-[(1S,2R)-3-[(3S,4aS,8aS)-3-[[(1,1-dimethylethyl)amino]carbonyl]octahydro-2(1H)-isoquinolinyl]-2-hydroxy-1-(phenylmethyl)propyl]-2-[(2-quinolinylcarbonyl)amino]butanediamide methanesulfonate
Purity: ≥99% (HPLC)
Datasheet
Citations (1)
Reviews
Literature

Biological Activity

Inhibitor of human immunodeficiency virus (HIV) protease (Ki values are <0.1 and 0.12 nM for HIV-2 and HIV-1 protease respectively). Exhibits high antiviral activity and low cytotoxicity.

Compound Libraries

Saquinavir mesylate is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 766.95
Formula C38H50N6O5.CH4O3S
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 149845-06-7
PubChem ID 60934
InChI Key IRHXGOXEBNJUSN-YOXDLBRISA-N
Smiles O=C(N[C@@H](CC(N)=O)C(N[C@@H](CC4=CC=CC=C4)[C@H](O)CN3C[C@](CCCC5)([H])[C@]5([H])C[C@H]3[C@@](NC(C)(C)C)=O)=O)C2=NC1=CC=CC=C1C=C2.CS(=O)(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 38.35 50

Preparing Stock Solutions

The following data is based on the product molecular weight 766.95. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.3 mL 6.52 mL 13.04 mL
5 mM 0.26 mL 1.3 mL 2.61 mL
10 mM 0.13 mL 0.65 mL 1.3 mL
50 mM 0.03 mL 0.13 mL 0.26 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the biological activity of the product.

Krausslich et al (1992) Specific inhibitor of human immunodeficiency virus proteinase prevents the cytotoxic effects of a single-chain proteinase dimer and restores particle formation. J.Virol. 66 567 PMID: 1727499

Tucker et al (1992) A series of potent HIV-1 protease inhibitors containing a hydroxyethyl secondary amine transition state isostere: synthesis, enzyme inhibition, and antiviral activity. J.Med.Chem. 35 2525 PMID: 1635054

Kaldor et al (1995) Isophthalic acid derivatives: amino acid surrogates for the inhibition of HIV-1 protease. Bioorg.Med.Chem.Lett. 5 721

Roberts et al (1990) Rational design of peptide-based HIV proteinase inhibitors. Science 248 358 PMID: 2183354


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1 Citation for Saquinavir mesylate

Citations are publications that use Tocris products. Selected citations for Saquinavir mesylate include:

Lan et al (2014) Provirus activation plus CD59 blockage triggers antibody-dependent complement-mediated lysis of latently HIV-1-infected cells. J Immunol 193 3577 PMID: 25149467


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Literature in this Area

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