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SML1795

Sigma-Aldrich

Tenofovir

≥98% (HPLC)

Synonym(e):

(R)-9-(2-Phosphonomethoxypropyl)adenine, (R)-PMPA

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About This Item

Empirische Formel (Hill-System):
C9H14N5O4P
CAS-Nummer:
147127-20-6
Molekulargewicht:
287.21
MDL-Nummer:
MFCD00943794
UNSPSC-Code:
51111800
PubChem Substanz-ID:
329826070
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Optische Aktivität

[α]/D -20 to -26°, c = 0.5 in 1 M HCl

Farbe

white to beige

Löslichkeit

H2O: 2 mg/mL, clear (warmed)

Lagertemp.

−20°C

SMILES String

OP(CO[C@H](C)CN1C2=NC=NC(N)=C2N=C1)(O)=O

InChI

1S/C9H14N5O4P/c1-6(18-5-19(15,16)17)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H2,10,11,12)(H2,15,16,17)/t6-/m1/s1

InChIKey

SGOIRFVFHAKUTI-ZCFIWIBFSA-N

Biochem./physiol. Wirkung

Tenofovir has a low oral bioavailability. Hence, it is available as a prodrug called tenofovir disoproxil fumarate. Once ingested, tenofovir disoproxil fumarate is hydrolyzed to tenofovir and phosphorylated. This is then incorporated into the viral DNA which leads to chain termination. Tenofovir is also effective against hepatitis B virus.
Tenofovir is a nucleotide analogue reverse transcriptase inhibitor (nRTI) that causes premature termination of DNA transcription. Tenofovir is an antiretroviral used for HIV treatment and prevention.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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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
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
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

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