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Adefovir

Name: Adefovir
Brand: SIGMA

≥98% (HPLC), HBV DNA polymerase inhibitor, powder

Synonym(s):

GS 0393, GS-393, P-[[2-(6-Amino-9H-purin-9-yl)ethoxy]methyl]phosphonic acid, 9-(2-phosphonylmethoxyethyl)adenine, PMEA

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About This Item

Empirical Formula (Hill Notation):

C₈H₁₂N₅O₄P

CAS Number:

106941-25-7

Molecular Weight:

273.19

UNSPSC Code:

12352200

PubChem Substance ID:

329825251

NACRES:

NA.77

MDL number:

MFCD00866943

Assay:

≥98% (HPLC)

Form:

powder

Storage condition:

desiccated

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Properties

Product Name

Adefovir, ≥98% (HPLC)

Quality Segment

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

0.1 M NaOH: ≥5 mg/mL

storage temp.

−20°C

SMILES string

Nc1ncnc2n(CCOCP(O)(O)=O)cnc12

InChI

1S/C8H12N5O4P/c9-7-6-8(11-3-10-7)13(4-12-6)1-2-17-5-18(14,15)16/h3-4H,1-2,5H2,(H2,9,10,11)(H2,14,15,16)

InChI key

SUPKOOSCJHTBAH-UHFFFAOYSA-N

Description

Application

Adefovir has been used to study its anti-retro viral effect on porcine endogenous retrovirus (PERV) activity.

Biochem/physiol Actions

Adefovir is an antiviral and is the active form of adefovir dipivoxyl

Adefovir is an antiviral drug that after intracellular conversion to adefovir diphosphate inhibits hepatitis B virus (HBV) DNA polymerase (reverse transcriptase).

Adefovir, also known as 9-(2-phosphonylmethoxyethyl)adenine (PMEA), is an acyclic nucleoside phosphonate. It has a potential to hinder the in vitro replication of several retroviruses such as human immunodeficiency virus (HIV)-1 and HIV-2, simian immunodeficiency virus (SIV), simian AIDS-related virus (SRV), feline immunodeficiency virus (FIV). Thus, Adefovir may be used as a therapeutic for various retrovirus infections including acquired immunodeficiency syndrome (AIDS).

Features and Benefits

This compound is a featured product for ADME Tox and Cyclic Nucleotide research. Discover more featured ADME Tox and Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Adenylyl cyclases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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This Item	F7932	SML1795	SML1794
Sigma-Aldrich SML0240 Adefovir	Sigma-Aldrich F7932 Famciclovir	Sigma-Aldrich SML1795 Tenofovir	Sigma-Aldrich SML1794 Tenofovir disoproxil fumarate
form powder	form solid	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. 2-8°C	storage temp. −20°C	storage temp. 2-8°C
storage condition desiccated	storage condition desiccated	storage condition -	storage condition -
solubility 0.1 M NaOH: ≥5 mg/mL	solubility DMSO: ≥10 mg/mL	solubility H₂O: 2 mg/mL, clear (warmed)	solubility H₂O: 3 mg/mL, clear (warmed)

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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