CAS 106941-25-7|Adefovir
| 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 | ChineseUSA | Flash Point | 336.3±34.3 °C |
| Symbol | GHS06 | Signal Word | Danger |
Names
| Name | Adefovir |
|---|---|
| Synonym | More Synonyms |
Adefovir BiologicalActivity
| 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 >>InfectionSignaling Pathways >>Anti-infection >>HBVSignaling 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. |
Chemical & Physical Properties
| 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 |
Toxicological Information
CHEMICAL IDENTIFICATION |
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
- 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
Safety Information
| 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 |
Customs
| 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% |
Articles40
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Synonyms
| gs0393 |
| ((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid |
| MFCD00866943 |
| PMEA |
