Adefovir
Adefovir structure
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Common Name | Adefovir | ||
|---|---|---|---|---|
| CAS Number | 106941-25-7 | Molecular Weight | 273.186 | |
| Density | 1.9±0.1 g/cm3 | Boiling Point | 632.5±65.0 °C at 760 mmHg | |
| Molecular Formula | C8H12N5O4P | Melting Point | >260°C | |
| MSDS | Chinese USA | Flash Point | 336.3±34.3 °C | |
| Symbol |
GHS06 |
Signal Word | Danger | |
Use of AdefovirAdefovir (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]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | Adefovir |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| 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]. |
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| Related Catalog | |
| 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 |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| 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 |
| InChIKey | SUPKOOSCJHTBAH-UHFFFAOYSA-N |
| SMILES | Nc1ncnc2c1ncn2CCOCP(=O)(O)O |
| Storage condition | -20°C Freezer |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| 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 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 9 | |
|---|---|
| DownStream 6 | |
CAS#:116384-53-3
CAS#:142340-94-1
CAS#:707-99-3
CAS#:212894-84-3
CAS#:185900-69-0
CAS#:66224-66-6
CAS#:107021-27-2
CAS#:31618-90-3![{[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}phosphinic acid Structure](https://image.chemsrc.com/caspic/107/159531-21-2.png)
CAS#:159531-21-2![9-[2-(dichlorophosphorylmethoxy)ethyl]purin-6-amine structure](https://image.chemsrc.com/caspic/498/142341-38-6.png)
CAS#:142341-38-6
CAS#:142340-99-6![9-[2-({bis[(pivaloyloxy)methoxy]phosphinyl}methoxy)ethyl]-6-[(hydroxymethyl)amino]purine structure](https://image.chemsrc.com/caspic/436/323201-04-3.png)
CAS#:323201-04-3![9-[2-(diphenoxyphosphorylmethoxy)ethyl]purin-6-amine structure](https://image.chemsrc.com/caspic/357/142341-24-0.png)
CAS#:142341-24-0
CAS#:113884-65-4This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| 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% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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In vitro evaluation of 9-(2-phosphonylmethoxyethyl)adenine ester analogues, a series of anti-HBV structures with improved plasma stability and liver release.
Arch. Pharm. Res. 37(11) , 1416-25, (2014) Chronic hepatitis B virus (HBV) infection may lead to liver cirrhosis and hepatocellular carcinoma, but few drugs are available for its treatment. Acyclic nucleoside phosphonates (ANPs) have remarkabl... |
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Quantitative high-throughput identification of drugs as modulators of human constitutive androstane receptor.
Sci. Rep. 5 , 10405, (2015) The constitutive androstane receptor (CAR, NR1I3) plays a key role in governing the transcription of numerous hepatic genes that involve xenobiotic metabolism/clearance, energy homeostasis, and cell p... |
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Surface engineered polymeric nanocarriers mediate the delivery of transferrin-methotrexate conjugates for an improved understanding of brain cancer.
Biochem. Biophys. Res. Commun. 457(3) , 353-7, (2015) The objective of present study was to enhance permeation of bioactive molecules across blood brain barrier (BBB) through polysorbate 80 coated poly-lactic-co-glycolic acid (PLGA) nanoparticles (NPs) l... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| gs0393 |
| ((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid |
| MFCD00866943 |
| PMEA |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What are the upstream materials of Adefovir? |
| A: Related upstream materials(CAS) of Adefovir: 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. |
| Q: What are the uses of Adefovir? |
| A: Main uses of Adefovir: 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]. |
| Q: What is the SMILES notation of Adefovir? |
| A: SMILES notation of Adefovir is Nc1ncnc2c1ncn2CCOCP(=O)(O)O. |
| Q: What is the molecular weight of Adefovir? |
| A: Molecular weight of Adefovir is 273.186. |
| Q: What is the CAS number of Adefovir? |
| A: CAS number of Adefovir is 106941-25-7. |
| Q: What is the InChIKey of Adefovir? |
| A: InChIKey of Adefovir is SUPKOOSCJHTBAH-UHFFFAOYSA-N. |
| Q: What are the downstream products of Adefovir? |
| A: Related downstream products(CAS) of Adefovir: 142341-38-6;116384-53-3;142340-99-6;323201-04-3;142341-24-0;113884-65-4. |
| Q: What is the melting point of Adefovir? |
| A: Melting point of Adefovir is >260°C. |
| Q: What is the polar surface area (PSA) of Adefovir? |
| A: Polar surface area (PSA) of Adefovir is 146.19000. |
| Q: What English synonyms does Adefovir have? |
| A: English synonyms of Adefovir: gs0393, ((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid, MFCD00866943, PMEA. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Henan Tianfu Chemical Co., Ltd. |