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SML1794

Tenofovir disoproxil fumarate

Name: Tenofovir disoproxil fumarate
Brand: SIGMA

≥98% (HPLC), nRTI inhibitor, powder

Synonym(s):

Bis(POC)PMPA fumarate, Bis{[(Isopropoxycarbonyl)oxy]methyl} ({[(2R)-1-(6-amino-9H-purin-9-yl)-2-propanyl]oxy}methyl)phosphonate fumarate

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₃₀N₅O₁₀P · C₄H₄O₄

CAS Number:

202138-50-9

Molecular Weight:

635.51

UNSPSC Code:

12352200

PubChem Substance ID:

329826069

NACRES:

NA.77

MDL number:

MFCD08141829

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

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Product Name

Tenofovir disoproxil fumarate, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H₂O: 3 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

OC(/C=C/C(O)=O)=O.NC1=C2C(N(C[C@@H](C)OCP(OCOC(OC(C)C)=O)(OCOC(OC(C)C)=O)=O)C=N2)=NC=N1

InChI

1S/C19H30N5O10P.C4H4O4/c1-12(2)33-18(25)28-9-31-35(27,32-10-29-19(26)34-13(3)4)11-30-14(5)6-24-8-23-15-16(20)21-7-22-17(15)24;5-3(6)1-2-4(7)8/h7-8,12-14H,6,9-11H2,1-5H3,(H2,20,21,22);1-2H,(H,5,6)(H,7,8)/b;2-1+/t14-;/m1./s1

InChI key

VCMJCVGFSROFHV-WZGZYPNHSA-N

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Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Biochem/physiol Actions

Tenofovir disoproxil fumarate (tenofovir DF) is a nucleotide analogue with activity against retroviruses, such as human immunodeficiency virus (HIV)-1, HIV-2 and hepadnaviruses.

Tenofovir disoproxil fumarate is a prodrug of tenofovir, a nucleotide analogue reverse transcriptase inhibitor (nRTI) that causes premature termination of DNA transcription. In a T cell line and primary blood lymphocytes, the antiviral activity of tenofovir disoproxil was shown to be more than 100-fold greater than tenofovir because of its rapid intracellular uptake. Tenofovir disoproxil fumarate has been used alone and in various combinations for the prevention and treatment of HIV/AIDS and chronic hepatitis B infections and is on the World Health Organization′s List of Essential Medicines.

Tenofovir disoproxil fumarate is a prodrug of tenofovir, a nucleotide analogue reverse transcriptase inhibitor (nRTI); anti-retroviral.

pictograms

GHS08,GHS07

signalword

Warning

hcodes

H319,H373,H412

pcodes

P260 - P264 - P273 - P280 - P305 + P351 + P338 - P314

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - STOT RE 2

target_organs

Bone,Kidney

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Drug safety evaluation of oral tenofovir disoproxil fumarate-emtricitabine for pre-exposure prophylaxis for human immunodeficiency virus infection.

Tracy P Trang et al.

Expert opinion on drug safety, 15(9), 1287-1294 (2016-07-09)

Tenofovir disoproxil fumarate (TDF) and emtricitabine (FTC) are nucleoside reverse transcriptase inhibitors approved as pre-exposure prophylaxis (PrEP) against human immunodeficiency virus (HIV). Prophylactic TDF-based regimens have been shown to reduce the risk of HIV infection by 74 to 92% among

Neurocognition with maraviroc compared with tenofovir in HIV.

Kevin R Robertson et al.

AIDS (London, England), 30(15), 2315-2321 (2016-06-23)

The objective was to determine whether maraviroc (MVC) has unique neurocognitive benefits in the context of initial antiretroviral therapy (ART). Randomized, double-blind, placebo-controlled, 48-week trial. Participants were enrolled in US AIDS Clinical Trials Group clinical trial sites. Total 262 ART-naive

Tenofovir Disoproxil Fumarate

Kearney B P, et al.

Clinical Pharmacokinetics, 43(9), 595-612 (2004)

Anti-human immunodeficiency virus activity and cellular metabolism of a potential prodrug of the acyclic nucleoside phosphonate 9-R-(2-phosphonomethoxypropyl)adenine (PMPA), Bis(isopropyloxymethylcarbonyl)PMPA.

B L Robbins et al.

Antimicrobial agents and chemotherapy, 42(3), 612-617 (1998-03-28)

Bis(isopropyloxymethylcarbonyl) 9-R-(2-phosphonomethoxypropyl)adenine [bis(POC)PMPA] has been identified as a novel prodrug of PMPA. The anti-human immunodeficiency virus activity of bis(POC)PMPA was >100-fold greater than that of PMPA in both an established T-cell line and primary peripheral blood lymphocytes. This improved efficacy

Application of human liver organoids as a patient-derived primary model for HBV infection and related hepatocellular carcinoma.

Elisa De Crignis et al.

eLife, 10 (2021-07-31)

The molecular events that drive hepatitis B virus (HBV)-mediated transformation and tumorigenesis have remained largely unclear, due to the absence of a relevant primary model system. Here we propose the use of human liver organoids as a platform for modeling

Global Trade Item Number

SKU	GTIN
SML1794-50MG	04061832275703
SML1794-10MG	04061832275697

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