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Adefovir

Description References
Product Name
Adefovir
CAS No.
106941-25-7
Chemical Name
Adefovir
Synonyms
PMEA;GS-393;gs0393;Adefovi;ADEFOVIR;A Duff Vee;Adefovir98%;Adefovir API;adefovir ,97%;Adefovir(PMEA)
CBNumber
CB2698137
Molecular Formula
C8H12N5O4P
Formula Weight
273.19
MOL File
106941-25-7.mol
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Adefovir Property

Melting point:
>260°C
Boiling point:
632.5±65.0 °C(Predicted)
Density 
1.88
storage temp. 
-20°C
solubility 
0.1 M NaOH: ≥5mg/mL
form 
powder
pka
pKa1 2.0, pKa2 6.8(at 25℃)
color 
white to beige
InChIKey
SUPKOOSCJHTBAH-UHFFFAOYSA-N
CAS DataBase Reference
106941-25-7(CAS DataBase Reference)
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
2811
WGK Germany 
3
RTECS 
SZ6563500
HazardClass 
6.1
PackingGroup 
HS Code 
29339900
Hazardous Substances Data
106941-25-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0240
Product name
Adefovir
Purity
≥98% (HPLC)
Packaging
10mg
Price
$110
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0240
Product name
Adefovir
Purity
≥98% (HPLC)
Packaging
50mg
Price
$441
Updated
2024/03/01
Cayman Chemical
Product number
18650
Product name
Adefovir
Purity
≥95%
Packaging
10mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
18650
Product name
Adefovir
Purity
≥95%
Packaging
50mg
Price
$139
Updated
2024/03/01
Cayman Chemical
Product number
18650
Product name
Adefovir
Purity
≥95%
Packaging
100mg
Price
$243
Updated
2024/03/01
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Adefovir Chemical Properties,Usage,Production

Description

Adefovir (Trade name: Preveon, Hepsera) is a prescription drug used for the treatment of chronic infections of hepatitis B virus. It can be formulated as the pivoxil prodrug adefovir dipivoxil. However, it shows no effect against HIV-1. As a orally administrated acyclic nucleotide analog reverse transcriptase inhibitor, it blocking the reproduction of HBV through inhibiting the reverse transcriptase in the body. One of its advantages over another anti-HBV drug, lamivudine is that it is much harder for the virus to develop resistance to it.

References

https://www.drugbank.ca/drugs/DB00718
http://en.wikipedia.org/wiki/Adefovir

Chemical Properties

Pale Brown Solid

Uses

Used as an antiviral

Uses

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

Definition

ChEBI: Adefovir is a member of the class of phosphonic acids that is methylphosphonic acid in which one of the methyl hydrogens has been replaced by a 2-(6-amino-9H-purin-9-yl)ethoxy group. An inhibitor of HIV-1 reverse transcriptase, the bis(t-butoxycarbonyloxymethyl) ester (dipivoxil ester) prodrug is used to treat chronic hepatitis B viral infection. It has a role as a HIV-1 reverse transcriptase inhibitor, a drug metabolite, an antiviral drug, a nephrotoxic agent and a DNA synthesis inhibitor. It is a member of 6-aminopurines, an ether and a member of phosphonic acids. It is functionally related to an adenine. It is a conjugate acid of an adefovir(1-).

Acquired resistance

It has a lower propensity to induce drug resistance than lamivudine. Clinical trials of patients receiving 48 weeks of therapy did not identify any cases of resistance. Longer courses yield resistant strains of HBV with mutations in the DNA polymerase gene; other rare variants of resistant strains have been identified. Lamivudine-resistant strains of HBV retain susceptibility to adefovir.

Pharmaceutical Applications

A nucleotide analog of adenosine monophosphate, administered orally as its prodrug, adefovir dipivoxil.

Biochem/physiol Actions

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

Pharmacokinetics

Oral absorption: c. 60%
Cmax 10 mg/kg oral: 18.4 ng/mL
Plasma half-life: c. 7.5 h.
Volume of distribution: 392 mL/kg
Plasma protein binding: Not known
The prodrug is metabolized to adefovir, which is excreted by the kidneys and therefore requires dose adjustment in patients with impaired renal function. It does not induce cytochrome P450 at standard doses and does not influence the metabolism or plasma concentrations of the other licensed medications used in the treatment of hepatitis B.

Clinical Use

Treatment of chronic hepatitis B virus infection in patients >12 years of age

Side effects

It is generally well tolerated, with headache, pharyngitis, abdominal pain and peripheral neuropathy being the most common side effects. Nephrotoxicity has been observed in some patients, with those receiving higher doses and longer courses of therapy at greater risk. Exacerbation of hepatitis has been reported in patients immediately following discontinuation of treatment. Most exacerbations occur within 12 weeks of stopping therapy, and elevations of alanine aminotransferase (ALT) up to 10 times the upper limit of normal can be observed in over 25% of patients. Lactic acidosis has been reported in a few patients and is an indication for immediate discontinuation.

Adefovir Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Adefovir manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Adefovir 106941-25-7
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
99%min HPLC
Supply Ability
500kgs
Release date
2021-09-16
Sinoway Industrial co., ltd.
Product
Adefovir 106941-25-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20TONS
Release date
2024-09-29
Hebei Mujin Biotechnology Co.,Ltd
Product
Adefovir 106941-25-7
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000KG/month
Release date
2024-07-26

106941-25-7, AdefovirRelated Search:


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  • Adefovir dipivox (PMEA)
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  • P-[[2-(6-AMino-9H-purin-9-yl)ethoxy]Methyl]phosphonic Acid
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  • Adefovir98%
  • [({[2-(6-aMino-9H-purin-9-yl)ethoxy]Methyl}({[(2,2-diMethylpropanoyl)oxy]Methoxy})phosphoryl)oxy]Methyl 2,2-diMethylpropanoate
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  • P-[[2-(6-Amino-9H-purin-9-yl)ethoxy]methyl]phosphonic acid, 9-(2-phosphonylmethoxyethyl)adenine
  • 2-(6-Amino-9H-purin-9-yl)ethoxy]methylphosphonic acid Adefovir(PMEA)
  • Adefovir Dipivoxil Impurity (Adefovir)
  • 2-(6-amino-9h-purin-9-yl)ethoxy]methylphosphonic acid
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  • 9-(2-PHOSPHONYL METHOXY ETHYL) ADENINE
  • ADEFOVIR
  • PMEA
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  • 9-[2-(6-Amino-9H-purin-9-yl)ethoxy]methylphosphonicacid
  • [[2-(6-amino-9H-purin-9-yl) ethoxy] methyl] phosphonic acid (PMEA)
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  • 9-[2- (phosphonomethoxy) ethyl] adenine, alternate name adefovir[PMEA]
  • [2-(6-Amino-9H-purine-9-yl)ethoxymethyl]phosphonic acid
  • Phosphonic acid, [[2-(6-amino-9H-purin-9-yl)ethoxy]methyl]- (9CI)
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  • 9-(2-PHOSPHORYL METHOXYL ETHYL) ADENINE
  • 9-(2-(2-phosphoromethoxy)ethyl adenine (PMEA)
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  • 2-(6-AMINO-9H-OUR IN-9-YL)ETHOXY]METHYLPHOSPHONIC ACID
  • 9-[2-phosphonylmethoxyethyl]ad
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  • 9-(2-PHOSPHONYLMETHOXYETHYL)ADENINE(ADEFOVIR)
  • [[2-(6-Amino-9H-purin-9-yl)ethoxy]methyl]phosponicAcid,PMEA,GS-393,
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