SML0240
Adefovir
≥98% (HPLC), HBV DNA polymerase inhibitor, powder
Sinónimos:
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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Fórmula empírica (notación de Hill):
C8H12N5O4P
Número CAS:
Peso molecular:
273.19
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Permítanos ayudarleNombre del producto
Adefovir, ≥98% (HPLC)
SMILES string
Nc1ncnc2n(CCOCP(O)(O)=O)cnc12
InChI key
SUPKOOSCJHTBAH-UHFFFAOYSA-N
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)
assay
≥98% (HPLC)
form
powder
storage condition
desiccated
color
white to beige
solubility
0.1 M NaOH: ≥5 mg/mL
storage temp.
−20°C
Quality Level
Categorías relacionadas
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Clase de almacenamiento
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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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
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%)
Valeria Cento et al.
The Journal of infection, 67(4), 303-312 (2013-06-26)
The identification of novel reverse-transcriptase (RT) drug-resistance mutations is critical in predicting the probability of success to anti-HBV treatment. Furthermore, due to HBV-RT/HBsAg gene-overlap, they can have an impact on HBsAg-detection and quantification. 356 full-length HBV-RT sequences from 197 drug-naive
9-(2-Phosphonylmethoxyethyl) adenine (PMEA) effectively inhibits retrovirus replication in vitro and simian immunodeficiency virus infection in rhesus monkeys.
Balzarini J, et al.
AIDS, 5(1), 21-28 (1991)
Gang Huang et al.
Annals of surgery, 261(1), 56-66 (2014-07-30)
A randomized controlled trial was conducted to find out whether antiviral therapy in patients with hepatitis B-related hepatocellular carcinoma (HCC) improves long-term survival after hepatic resection. Despite advances in surgery and in multidisciplinary treatment, there is still no effective adjuvant
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