An HIV protease inhibitor
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Labeled Version(s)
28906Saquinavir-d9
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Saquinavir (mesylate)

Item No. 9001893

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal 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, monomethanesulfonate
CAS Number
149845-06-7
Synonyms
  • Ro 31-8959/003
Molecular Formula
C38H50N6O5 • CH3SO3H
Formula Weight
767.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/mlMethanol: 1 mg/ml
λmax
206, 239, 291 nm
SMILES
O=C(N[C@H](C(N[C@@H](CC1=CC=CC=C1)[C@H](O)CN2[C@H](C(NC(C)(C)C)=O)C[C@@](CCCC3)([H])[C@@]3([H])C2)=O)CC(N)=O)C4=NC5=C(C=C4)C=CC=C5.CS(=O)(O)=O
InChi Code
InChI=1S/C38H50N6O5.CH4O3S/c1-38(2,3)43-37(49)32-20-26-14-7-8-15-27(26)22-44(32)23-33(45)30(19-24-11-5-4-6-12-24)41-36(48)31(21-34(39)46)42-35(47)29-18-17-25-13-9-10-16-28(25)40-29;1-5(2,3)4/h4-6,9-13,16-18,26-27,30-33,45H,7-8,14-15,19-23H2,1-3H3,(H2
InChi Key
IRHXGOXEBNJUSN-YOXDLBRISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Saquinavir is an HIV protease inhibitor (Kis = 0.12 and <0.1 nM for HIV-1 and HIV-2 protease, respectively).1 It is selective for HIV-1 and HIV-2 protease over human aspartic proteases, renin, pepsin, pepsinogen C, cathepsin D, and cathepsin E at 10 µM. Saquinavir inhibits replication of clinical isolates of HIV-1 in a variety of cell-based assays and has antiviral activity against HIV-1 in infected C8166 cells (IC50 = 2 nM).1,2 It also inhibits the activity of the severe acute respiratory coronavirus 2 (SARS-CoV-2) main protease (Mpro), also known as 3C-like protease (3CLpro), with an IC50 value of 9.92 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roberts, N.A., Martin, J.A., Kinchington, D., et al. Rational design of peptide-based HIV proteinase inhibitors. Science 248(4953), 358-361 (1990).

    2. Stefanidou, M., Herrera, C., Armanasco, N., et al. Saquinavir inhibits early events associated with establishment of HIV-1 infection: Potential role for protease inhibitors in prevention. Antimicrob. Agents Chemother. 56(8), 4381-4390 (2012).

    3. Chiou, W.-C., Hsu, M.-S., Chen, Y.-T., et al. Repurposing existing drugs: Identification of SARS-CoV-2 3C-like protease inhibitors. J. Enzyme Inhib. Med. Chem. 36(1), 147-153 (2021).