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Merck

A9730

Adefovir dipivoxil

Synonym(s):

9-(2[bis(Pivaloyloxymethoxy)phosphorylmethoxy]ethyl)adenine

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About This Item

Empirical Formula (Hill Notation):
C20H32N5O8P
CAS Number:
142340-99-6
Molecular Weight:
501.47
NACRES:
NA.76
PubChem Substance ID:
329771057
UNSPSC Code:
51102829
MDL number:
MFCD00869897

Key Documents

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InChI key

WOZSCQDILHKSGG-UHFFFAOYSA-N

SMILES string

CC(C)(C)C(=O)OCOP(=O)(COCCn1cnc2c(N)ncnc12)OCOC(=O)C(C)(C)C

InChI

1S/C20H32N5O8P/c1-19(2,3)17(26)30-11-32-34(28,33-12-31-18(27)20(4,5)6)13-29-8-7-25-10-24-14-15(21)22-9-23-16(14)25/h9-10H,7-8,11-13H2,1-6H3,(H2,21,22,23)

biological source

synthetic

assay

≥98% (HPLC)

form

powder

solubility

ethanol: 50 mg/mL

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Adefovir is an antiviral acyclic nucleoside phosphonate (ANP) analog that works by blocking reverse transcriptase. It is an inhibitor of duck hepatitis B virus (DHBV) replication that inhibits covalently closed circular DNA (CCC DNA) amplification. Cytotxicity is induced by Human Renal Organic Anion Transporter 1 (hOAT1). Adefovir is an Inhibitor of edema factor (EF)-induced cAMP accumulation and changes in cytokine production in mouse primary macrophages .

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1196
BCCL6998
BCCJ4542
BCCD7131
BCBV6452

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J Jones et al.
Health technology assessment (Winchester, England), 13(35), 1-172 (2009-07-18)
To update and extend a 2006 report on the clinical effectiveness and cost-effectiveness of adefovir dipivoxil (ADV) and pegylated interferon alpha (PEG-alpha) for the treatment of chronic hepatitis B (CHB). Thirteen bibliographic databases were searched including MEDLINE, EMBASE and the
Myron J Tong et al.
Seminars in liver disease, 24 Suppl 1, 37-44 (2004-06-12)
Adefovir dipivoxil, a nucleotide analog of adenosine monophosphate, is an antiviral agent that suppresses hepatitis B virus (HBV) replication through inhibition of DNA polymerase and by chain termination. To determine the effectiveness of adefovir, three populations of patients with chronic
Patrick Marcellin et al.
The New England journal of medicine, 348(9), 808-816 (2003-02-28)
In preclinical and phase 2 studies, adefovir dipivoxil demonstrated potent activity against hepatitis B virus (HBV), including lamivudine-resistant strains. We randomly assigned 515 patients with chronic hepatitis B who were positive for hepatitis B e antigen (HBeAg) to receive 10
Man-Fung Yuen et al.
Expert opinion on pharmacotherapy, 5(11), 2361-2367 (2004-10-27)
Adefovir dipivoxil, an acyclic nucleotide analogue, is effective for the treatment of chronic hepatitis B in both hepatitis B e antigen (HBeAg)-positive and -negative patients, with improvement in liver histology, hepatitis B virus (HBV) DNA levels, alanine aminotransferase levels, and
Baek Gyu Jun et al.
PloS one, 13(7), e0201316-e0201316 (2018-07-31)
Convincing data that support routine use of preventive therapy against hepatitis B virus (HBV) reactivation in radiotherapy (RT) for hepatocellular carcinoma (HCC) are lacking. The aim of this study was to investigate the incidence, clinical significance, and risk factors of
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