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106941-25-7

106941-25-7 structure

Name: Adefovir
Chemical Name: Adefovir
CAS Number: 106941-25-7
Molecular Formula: C₈H₁₂N₅O₄P
Molecular Weight: 273.186
Catalog: API Synthetic anti-infective drugs Antiviral drugs
Create Date: 2018-02-06 08:00:00
Modify Date: 2024-01-02 09:25:31
Adefovir (GS-0393) is an adenosine monophosphate analog antiviral agent that after intracellular conversion to Adefovir diphosphate inhibits HBV DNA polymerase. Adefovir has an IC50 of 0.7 μM against HBV in the HepG2.2.15 cell line. Adefovir has good antiviral activity against several viruses, including HBV and herpesviruses[1][2][3].

Name	Adefovir
Synonyms	gs0393 ((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid MFCD00866943 PMEA

Description	Adefovir (GS-0393) is an adenosine monophosphate analog antiviral agent that after intracellular conversion to Adefovir diphosphate inhibits HBV DNA polymerase. Adefovir has an IC50 of 0.7 μM against HBV in the HepG2.2.15 cell line. Adefovir has good antiviral activity against several viruses, including HBV and herpesviruses[1][2][3].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Anti-infection >> HBV Signaling Pathways >> Anti-infection >> Reverse Transcriptase
Target	HBV[1][2][3]; DNA polymerase[1][2]
In Vitro	Studies to elucidate the mechanism of action of Adefovir against herpesvirus replication reveals that the phosphorylation of Adefovir occurred intracellularly and is carried out by host cellular enzymes. The diphosphorylated derivatives of Adefovir targeted the viral DNA polymerase and also acted as DNA chain terminators. Adenylate kinase is shown to be responsible for the first phosphorylation, which was followed by ADP kinase and creatine kinase, forming Adefovir diphosphate[1].
In Vivo	Unaffected by food, Adefovir achieves 60% oral bioavailability. Its half-life is 12-30 hours and Adefovir undergoes renal excretion without significant metabolites. Adefovir does not substantially affect the cytochrome P450 system[3].
References	[1]. X.-X.Zhou, et al. 7.11 - Deoxyribonucleic Acid Viruses: Antivirals for Herpesviruses and Hepatitis B Virus. Comprehensive Medicinal Chemistry II. Volume 7, 2007, Pages 295-327. [2]. Marcellin P, et al. Adefovir dipivoxil for the treatment of hepatitis B e antigen-positive chronic hepatitis B. N Engl J Med. 2003 Feb 27;348(9):808-16. [3]. Leah A.Burke, et al. 155 - Drugs to Treat Viral Hepatitis. Infectious Diseases. Volume 2, 2017, Pages 1327-1332.

Density	1.9±0.1 g/cm3
Boiling Point	632.5±65.0 °C at 760 mmHg
Melting Point	>260°C
Molecular Formula	C₈H₁₂N₅O₄P
Molecular Weight	273.186
Flash Point	336.3±34.3 °C
Exact Mass	273.062683
PSA	146.19000
LogP	-2.06
Vapour Pressure	0.0±2.0 mmHg at 25°C
Index of Refraction	1.769
Storage condition	-20°C Freezer

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SZ6563500

CHEMICAL NAME :: Phosphonic acid, ((2-(6-amino-9H-purin-9-yl)ethoxy)methyl)-

CAS REGISTRY NUMBER :: 106941-25-7

LAST UPDATED :: 199712

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C8-H12-N5-O4-P

MOLECULAR WEIGHT :: 273.22

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1600 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1 gm/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

MUTATION DATA

TEST SYSTEM :: Insect - Drosophila melanogaster

DOSE/DURATION :: 100 ppm

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 311,305,1994

Symbol	GHS06
Signal Word	Danger
Hazard Statements	H301
Precautionary Statements	P301 + P310
Hazard Codes	Xi
Risk Phrases	R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Phrases	S26
RIDADR	UN 2585 8/PG 3
WGK Germany	2
RTECS	SZ6563500
Packaging Group	III
Hazard Class	8
HS Code	2933990090

Precursor 9
116384-53-3 142340-94-1 707-99-3 212894-84-3
185900-69-0 66224-66-6 107021-27-2 31618-90-3
159531-21-2
DownStream 6
142341-38-6 116384-53-3 142340-99-6 323201-04-3
142341-24-0 113884-65-4

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

106941-25-7	1190021-70-5
142340-99-6	1875153-79-9
31618-90-3	20245-85-6
707-99-3	116384-53-3
105-60-2	129532-77-0
1158522-08-7	940364-43-2
134104-43-1	131615-57-1
890632-39-0	6906-52-1
930439-75-1	1018584-77-4
912902-04-6	1375289-11-4