Darunavir

Alias: Darunavir; TMC-114; TMC114; TMC 114; UIC-94017; UIC 94017; UIC94017; Trade name: Prezista
Cat No.:V3298 Purity: =99.57%
Darunavir (also known as TMC114; DRV, Trade name: Prezistaamong others) is a nonpeptidic HIV protease inhibitor andan antiretroviral medication used to treat and prevent HIV/AIDS.
Darunavir Chemical Structure CAS No.: 206361-99-1
Product category: HIV Protease
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
250mg
500mg
1g
Other Sizes

Other Forms of Darunavir:

  • Darunavir Ethanolate (DRV, Prezista)
  • Darunavir-d9 (TMC-114-d9; UIC-94017-d9)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: =99.57%

Purity: ≥98%

Product Description

Darunavir (also known as TMC114; DRV, Trade name: Prezista among others) is a nonpeptidic HIV protease inhibitor and an antiretroviral medication used to treat and prevent HIV/AIDS. Darunavir was approved by FDA in 2006 to treat and prevent HIV/AIDS infection. In order to treat and prevent HIV/AIDS infection, the FDA approved darunavir in 2006. For adults and adolescents who have never received treatment before as well as those who have, darunavir is a recommended course of action by the Office of AIDS Research Advisory Council. It bears the name of Arun K. Ghosh, a chemist at the University of Illinois at Chicago who made the molecule's discovery and is currently a professor at Purdue University. It was created by the pharmaceutical company Tibotec. Darunavir is typically advised to be used in combination with other antiretrovirals; for instance, to raise levels of darunavir, it is frequently used in conjunction with low dosages of cobicistat or ritonavir. After a needlestick injury or other possible exposure, it might be used as a preventative measure. It is consumed orally once or twice daily.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Darunavir (TMC114, 1a) is similar to other protease inhibitors in terms of stability[1].
Darunavir (TMC114, UIC-94017) suppresses the infectivity and replication of all HIV-1NL4-3 variants exposed to and selected for resistance to AG1341, Ro 31-8959, MK-639, or ABT 538 at concentrations as high as 5 μM (IC50s, 0.003 to 0.029 μM), though its effectiveness against variants of HIV-1NL4-3 selected for resistance to VX-478 was lower (IC50, 0.22 μM)[2].
ln Vivo
Darunavir has a 37% oral bioavailability and is effective against both PI-resistant and wild-type HIV. In conjunction with ritonavir, it is frequently used to increase the bioavailability to 82%.
Enzyme Assay
Darunavir has a Ki of 1 nM for wild type HIV-1 protease.
Cell Assay
Darunavir has been shown to have higher potency than saquinavir, amprenavir, nelfinavir, indinavir, lopinavir, and ritonavir in an in vitro study using MT-2 cells. The main hepatic cytochrome P450 (CYP) enzyme responsible for darunavir metabolism is CYP3A. The "boosting" dose of ritonavir increases the bioavailability of darunavir by inhibiting CYP3A.
Animal Protocol
N/A
N/A
References

[1]. Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor. J Med Chem. 2005 Mar 24;48(6):1813-22.

[2]. 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. 2003 Oct;47(10):

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C27H37N3O7S
Molecular Weight
547.660
Exact Mass
547.24
Elemental Analysis
C, 59.21; H, 6.81; N, 7.67; O, 20.45; S, 5.85
CAS #
206361-99-1
Appearance
Solid powder
SMILES
CC(C)CN(C[C@H]([C@H](CC1=CC=CC=C1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)C4=CC=C(C=C4)N
InChi Key
CJBJHOAVZSMMDJ-HEXNFIEUSA-N
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
Chemical Name
[(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate
Synonyms
Darunavir; TMC-114; TMC114; TMC 114; UIC-94017; UIC 94017; UIC94017; Trade name: Prezista
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~10 mM
Water: <1 mg/mL
Ethanol: <1 mg/mL
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.8260 mL 9.1298 mL 18.2595 mL
5 mM 0.3652 mL 1.8260 mL 3.6519 mL
10 mM 0.1826 mL 0.9130 mL 1.8260 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
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