((2-(6-amino-9h-purin-9-yl)ethoxy)methyl)-phosphonic aci
Adefovir
CAS: 106941-25-7
Molecular Formula: C8H12N5O4P
((2-(6-amino-9h-purin-9-yl)ethoxy)methyl)-phosphonic aci - Names and Identifiers
| Name | Adefovir |
| Synonyms | PMEA Adefovir Adefovir(PMEA) treatment Adefovir 2-(6-amino-9h-purin- Adefovir dipivox (PMEA) Tenofovir Desmethyl Impurity 9-(2-phosphonylmethoxyethyl)adenine 9-[2-phosphonylmethoxyethyl]adenine 9-[2-(Phosphonomethoxy)ethyl]adenine(PMEA) 2-(6-amino-7H-purin-9-yl)ethoxymethylphosphonic acid 2-(6-amino-9h-purin-9-yl)ethoxy]methylphosphonic acid [[2-(6-AMino-9H-purin-9-yl)ethoxy] Methyl]phosponic Acid ((2-(6-amino-9h-purin-9-yl)ethoxy)methyl)-phosphonic aci {[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}phosphonic acid ((2-(6-amino-9h-purin-9-yl)ethoxy)methyl)phosphonic acid P-[[2-(6-AMino-9H-purin-9-yl)ethoxy]Methyl]phosphonic Acid [[2-(6-amino-9H-purin-9-yl) ethoxy] methyl] phosphoric acid |
| CAS | 106941-25-7 |
| EINECS | 600-789-7 |
| InChI | InChI=1/C8H13N5O4P/c9-7-6-8(11-3-10-7)13(4-12-6)1-2-17-5-18(14,15)16/h3-4,12H,1-2,5H2,(H2,9,10,11)(H2,14,15,16) |
| InChIKey | SUPKOOSCJHTBAH-UHFFFAOYSA-N |
((2-(6-amino-9h-purin-9-yl)ethoxy)methyl)-phosphonic aci - Physico-chemical Properties
| Molecular Formula | C8H12N5O4P |
| Molar Mass | 273.19 |
| Density | 1.88 |
| Melting Point | >260°C |
| Boling Point | 632.5±65.0 °C(Predicted) |
| Solubility | 0.1 M NaOH: ≥5 mg/mL |
| Appearance | white to beige powder |
| Color | white to beige |
| pKa | pKa1 2.0, pKa2 6.8(at 25℃) |
| Storage Condition | -20°C |
| MDL | MFCD00866943 |
| Physical and Chemical Properties | Density 1.88 melting point> 260°C |
| Use | Used as an antiviral drug |
((2-(6-amino-9h-purin-9-yl)ethoxy)methyl)-phosphonic aci - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | 25 - Toxic if swallowed |
| Safety Description | 45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | 2811 |
| WGK Germany | 3 |
| RTECS | SZ6563500 |
| HS Code | 29339900 |
| Hazard Class | 6.1 |
| Packing Group | Ⅲ |
((2-(6-amino-9h-purin-9-yl)ethoxy)methyl)-phosphonic aci - Nature
Open Data Verified Data
white crystals were obtained from water. Melting point> 250 °c. UV maximum absorption (H20) 208,260nm & epsilon;(19600, 14100);(0.1 moi/L HCI)210, 260nm(e19000, 13700);(0.1moi/L NaOH)216, 9600 NM & epsilon; 14500,).
Last Update：2024-01-02 23:10:35
((2-(6-amino-9h-purin-9-yl)ethoxy)methyl)-phosphonic aci - Nature
Open Data Verified Data
isopropyl alcohol, pyridine and petroleum ether mixture, cooling drop add phosphorus trichloride petroleum ether solution, after reaction, filtration, filter cake with petroleum ether wash, combined filtrate, reduced pressure concentration after distillation, triisopropyl phosphite. The ester was added dropwise to 1-chloro-2-chloromethoxyethyloxane for reaction and distilled under reduced pressure to give diisopropyl 2-chloroethoxymethylphosphonate. Adenine was suspended in dimethylformamide, potassium carbonate was added, 2 chloroethoxymethylphosphonic acid diisopropyl Ester was added dropwise to the reaction, filtered, concentrated under reduced pressure, and recrystallized with acetonitrile, 9-(2-isopropoxyphosphonomethyloxyethyl) adenine was obtained. The adenine was suspended in acetonitrile, sodium iodide and chlorotrimethylsilane were added, the reaction was refluxed, concentrated under reduced pressure, water was added, and the pH was adjusted to 7 with aqueous ammonia. The pH was adjusted to 4 with acetic acid, filtered, and recrystallized from water to give adefovir. Difovir was suspended in dimethylformamide, and triethylamine, N.N '-= cyclohexyl-4-morpholinamidine and methyl chloride tervalate were added for reaction, followed by filtration, concentration, toluene extraction, dipivoxil was evaporated to dryness.
Last Update：2022-01-01 09:08:26
((2-(6-amino-9h-purin-9-yl)ethoxy)methyl)-phosphonic aci - Use
Open Data Verified Data
developed by Gilead Science, Inc., and approved for marketing by the US FDA on September 20, 2002. Nucleoside antiviral drugs, also belong to reverse transcriptase inhibitors. Adefovir dipivoxil is a prodrug of Adefovir dipivoxil, which is hydrolyzed to Adefovir dipivoxil after oral administration without phosphate
Has Anti Virus effect, the product can inhibit the activity of HBV-DNA of the polymerase, and can penetrate into the Virus of the DNA of hepatitis B, inhibit Virus of the replication, both lamivudine and famciclovir resistant HBV Virus strains had strong inhibitory effect.
Last Update：2022-01-01 09:08:26
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