CAS Number106941-25-7
Synonymsgs0393; ((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid; MFCD00866943; PMEA
Molecular FormulaC8H12N5O4P
Molecular Weight273.19
Purity≥98 (HPLC)%
Density1.9±0.1 g/cm3
Boiling Point632.5±65.0 °C at 760 mmHg
Melting Point>260°C
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 106941-25-7 |
| Catalog No. | 2A-9009060 |
| Chinese Name | 阿德福韦 |
| Synonyms | gs0393; ((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid; MFCD00866943; PMEA |
| Molecular Formula | C8H12N5O4P |
| Molecular Weight | 273.19 |
| Purity | ≥98 (HPLC) |
| Density | 1.9±0.1 g/cm3 |
| Boiling Point | 632.5±65.0 °C at 760 mmHg |
| Melting Point | >260°C |
| Appearance | powder |
| Storage Condition | -20°C Freezer |
| Packaging | III |
| Application | Adefovir (GS-0393) is an adenosine monophosphate analog antiviral agent that inhibits HBV DNA polymerase after intracellular conversion to Adefovir diphosphate. The IC50 of Adefovir against HBV in Hep |
| HTC | 2933990090 |
| PubChem ID | 329825251 |
| MDL Number | MFCD00866943 |
| SMILES | Nc1ncnc2n(CCOCP(O)(O)=O)cnc12 |
| InChI | 1S/C8H12N5O4P/c9-7-6-8(11-3-10-7)13(4-12-6)1-2-17-5-18(14,15)16/h3-4H,1-2,5H2,(H2,9,10,11)(H2,14,15,16) |
| InChI Key | SUPKOOSCJHTBAH-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | 8 |
| MSDS | msds/9060_1_106941_25_7.pdf |
| Bioactivity | 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. 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 |
| Use of | Properties Articles40 Name Adefovir Synonym More Synonyms Adefovir Biological Activity Related Catalog Research Areas >> Infection Signaling Pathways >> Anti-infection >> HBV Signaling Pathways >> Anti-infection >> Reverse Transcriptase 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 Molecular Formula C8H12N5O4P Exact Mass 273.062683 PSA 146.19000 LogP -2.06 Index of Refraction 1.769 InChIKey SUPKOOSCJHTBAH-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (9-(2-phosphonylmethoxyethyl)adenine) IMDG Code: TOXIC SOLID, ORGANIC, N.O.S. (9-(2-phosphonylmethoxyethyl)adenine) International air transport hazard regulations: Toxic solid, organic, n.o.s. (9-(2-phosphonylmethoxyethyl)adenine) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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