SML0240
阿德福韦
≥98% (HPLC), HBV DNA polymerase inhibitor, powder
别名:
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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关于此项目
经验公式（希尔记法）:
C8H12N5O4P
化学文摘社编号:
分子量:
273.19
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
阿德福韦, ≥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
相关类别
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
存储类别
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
Multidrug resistance protein (MRP) 4-and MRP 5-mediated efflux of 9-(2-phosphonylmethoxyethyl) adenine by microglia
Dallas S, et al.
Journal of Pharmacology and Experimental Therapeutics, 309(3), 1221-1229 (2004)
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%)
Erik De Clercq
Clinical microbiology reviews, 16(4), 569-596 (2003-10-15)
The acyclic nucleoside phosphonates HPMPC (cidofovir), PMEA (adefovir), and PMPA (tenofovir) have proved to be effective in vitro (cell culture systems) and in vivo (animal models and clinical studies) against a wide variety of DNA virus and retrovirus infections: cidofovir
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
K C Cundy
Clinical pharmacokinetics, 36(2), 127-143 (1999-03-27)
Cidofovir and adefovir are members of a new class of antiviral compounds. They are acyclic phosphonate analogues of deoxynucleoside monophosphates. Both compounds undergo intracellular activation to form diphosphates that are potent inhibitors of viral DNA polymerases. Cidofovir has broad spectrum
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Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.
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