An HIV-1 protease inhibitor
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Alternative(s)
31083Darunavir (ethanolate)
Labeled Version(s)
25220Darunavir-d9
Metabolite(s)
40225Hydroxy Darunavir
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Darunavir

Item No. 15866

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R)-3-[[(4-aminophenyl)sulfonyl](2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]-carbamic acid, (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ester
CAS Number
206361-99-1
Synonyms
  • TMC114
Molecular Formula
C27H37N3O7S
Formula Weight
547.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 25 mg/ml
λmax
268 nm
SMILES
O=C(N[C@@H](CC1=CC=CC=C1)[C@@H](CN(CC(C)C)S(C2=CC=C(N)C=C2)(=O)=O)O)O[C@H]3CO[C@]4([H])[C@@]3([H])CCO4
InChi Code
InChI=1S/C27H37N3O7S/c1-18(2)15-30(38(33,34)21-10-8-20(28)9-11-21)16-24(31)23(14-19-6-4-3-5-7-19)29-27(32)37-25-17-36-26-22(25)12-13-35-26/h3-11,18,22-26,31H,12-17,28H2,1-2H3,(H,29,32)/t22-,23-,24+,25-,26+/m0/s1
InChi Key
CJBJHOAVZSMMDJ-HEXNFIEUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Darunavir is an HIV-1 protease inhibitor.1 It is active against HIV-1LAI in MT-2 cells (IC50 = 3 nM) with a cytotoxic concentration (CC50) of 74.4 μM. Darunavir is also active against wild-type and multidrug-resistant clinical isolates of HIV-1 in phytohemagglutinin-activated peripheral blood mononuclear cells (PHA-PBMCs; IC50s = 3 and 3-29 nM, respectively). It inhibits cell-free diffusion and cell-to-cell spread of HIV-1 in Jurkat cell populations (IC50s = 2.5 and 2.8 nM, respectively).2 Formulations containing darunavir have been used in combination therapy for the treatment of HIV.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Koh, Y., Nakata, H., Maeda, K., et al. 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(10), 3123-3129 (2003).

    2. Titanji, B.K., Aasa-Chapman, M., Pillay, D., et al. Protease inhibitors effectively block cell-to-cell spread of HIV-1 between T cells. Retrovirology 10, 161 (2013).