Darunavir

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Cat.No. 6710 - Darunavir | C27H37N3O7S | CAS No. 206361-99-1
Description: Highly potent HIV protease inhibitor
Chemical Name: (3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-yl N-[(1S,2R)-3-[[(4-aminophenyl)sulfonyl](2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]carbamate
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews (1)
Literature (1)

Biological Activity

Highly potent HIV protease inhibitor (IC50 = 3 - 6 nM, depending on laboratory HIV-1 strain). Displays activity in cells infected with clinical HIV-1 strains shown to have resistance to other protease inhibitors. Molecular modeling predicts binding to papain-like protease (PLpro) of SARS-CoV-2.

Tocris products are for biomedical research use only. They are not intended for human or veterinary use.

Compound Libraries

Darunavir is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 547.66
Formula C27H37N3O7S
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 206361-99-1
PubChem ID 213039
InChI Key CJBJHOAVZSMMDJ-HEXNFIEUSA-N
Smiles [H][C@@]12CCO[C@@]1(OC[C@@H]2OC(N[C@H]([C@@H](CN(S(=O)(C3=CC=C(C=C3)N)=O)CC(C)C)O)CC4=CC=CC=C4)=O)[H]

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

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 54.77 100

Preparing Stock Solutions

The following data is based on the product molecular weight 547.66. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.83 mL 9.13 mL 18.26 mL
5 mM 0.37 mL 1.83 mL 3.65 mL
10 mM 0.18 mL 0.91 mL 1.83 mL
50 mM 0.04 mL 0.18 mL 0.37 mL

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References

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

Ghosh et al (1998) Potent HIV protease inhibitors incorporating high-affinity P2-ligands and (R)-(hydroxyethylamino)sulfonamide isostere. Bioorg.Med.Chem.Lett. 8 687 PMID: 9871583

Koh et al (2003) Novel bis-tetrahydrofuranylurethane-containing nonpeptidic protease inhibitor (PI) UIC-94017 (TMC114) with potent activity against multi-PI-resistant human immunodeficiency virus in vitro. Antimicrob.Agents Chemother. 47 3123 PMID: 14506019

Lin et al (2020) Molecular modeling evaluation of the binding effect of Ritonavir, Lopinavir and Darunavir to severe acute respiratory syndrome coronavirus 2 proteases. BioRxiv - Paper not yet peer reviewed


If you know of a relevant reference for Darunavir, please let us know.

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Citations for Darunavir

Citations are publications that use Tocris products.

Currently there are no citations for Darunavir. Do you know of a great paper that uses Darunavir from Tocris? Please let us know.

Reviews for Darunavir

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Interaction of darunavir with this stable portion of the protease.
By Anonymous on 12/01/2019
Species: Human

Interaction of darunavir was studied with the stable portion of the protease. It was an attempt to finally identify interactions with HIV-1 protease and to be more resistant against HIV-1 protease mutations.

review image

Literature in this Area

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