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SML0240

Sigma-Aldrich

Adefovir

≥98% (HPLC)

Sinônimo(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

Fórmula empírica (Notação de Hill):
C8H12N5O4P
Número CAS:
106941-25-7
Peso molecular:
273.19
Número MDL:
MFCD00866943
Código UNSPSC:
12352200
ID de substância PubChem:
329825251
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

powder

condição de armazenamento

desiccated

cor

white to beige

solubilidade

0.1 M NaOH: ≥5 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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)

chave InChI

SUPKOOSCJHTBAH-UHFFFAOYSA-N

Aplicação

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

Ações bioquímicas/fisiológicas

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).

Características e benefícios

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.

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Frases de perigo

H301

Declarações de precaução

P264 - P270 - P301 + P310 - P405 - P501

Classificações de perigo

Acute Tox. 3 Oral

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
026M4738V
012M4713V

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Cytarabine European Pharmacopoeia (EP) Reference Standard

C3350000

Cytarabine

Penicilina G European Pharmacopoeia (EP) Reference Standard

B0700000

Penicilina G

Lamivudine ≥98% (HPLC), powder

Sigma-Aldrich

L1295

Lamivudine

Aristolochic acid I powder

Sigma-Aldrich

A5512

Aristolochic acid I

Cyclosporin A from Tolypocladium inflatum, ≥95% (HPLC), solid

Sigma-Aldrich

C3662

Cyclosporin A

Metotrexato ≥98% (HPLC), powder

Sigma-Aldrich

A6770

Metotrexato

Bahar Darsazan et al.
Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques, 21(1), 160-170 (2018-05-24)
Adefovir is an antiviral drug that exhibits high hydrophilic properties and negligible bioavailability (less than 12%). It is only applied in the form of the ester prodrug adefovir dipivoxil (ADV). The oral bioavailability of ADV is limited (32% to 45%)
Anders Boyd et al.
Journal of hepatology, 65(4), 683-691 (2016-05-24)
In the presence of highly-potent antivirals, persistence of hepatitis B virus (HBV) is most well-characterized by covalently-closed circular DNA (cccDNA) and total intrahepatic DNA (IH-DNA). We sought to determine how antiviral therapy could affect their levels during human immunodeficiency virus
Treatment of HBeAg negative chronic hepatitis B with new drugs (adefovir and others).
Stephanos J Hadziyannis et al.
Journal of hepatology, 39 Suppl 1, S172-S176 (2004-01-08)
Caroll B Hartline et al.
Antiviral research, 159, 104-112 (2018-10-06)
The search for new compounds with a broad spectrum of antiviral activity is important and requires the evaluation of many compounds against several distinct viruses. Researchers attempting to develop new antiviral therapies for DNA virus infections currently use a variety
Dante A Suffredini et al.
American journal of physiology. Heart and circulatory physiology, 313(5), H946-H958 (2017-09-10)
Although edema toxin (ETx) and lethal toxin (LTx) contribute to
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