|
【结 构 式】 
|
【药物名称】Adefovir, GS-0393, GS-393, PMEA 【化学名称】9-[2-(Phosphonomethoxy)ethyl]adenine 【CA登记号】106941-25-7, 118553-11-0 (monoNa salt) 【 分 子 式 】C8H12N5O4P 【 分 子 量 】273.18974 |
【开发单位】Academy of Sciences of Czech Republic (Originator), Gilead (Licensee) 【药理作用】AIDS Medicines, Anti-Hepatitis B Virus Drugs, Anti-Hepatitis Virus Drugs, Anti-HIV Agents, ANTIINFECTIVE THERAPY, Antiviral Drugs, Reverse Transcriptase Inhibitors |
合成路线1
PMEA was prepared by a straightforward route from readily available 2-acetoxyethoxymethyl chloride (I). The key intermediate, diethyl 2-bromoethylmethoxyphosphonate (IV), was coupled with adenine (V) in the presence of sodium hydride, followed by hydrolysis to afford PMEA.
| 【1】 Hwang, J.-T.; Choi, J.-R.; Novel phosphonate nucleosides as antiviral agents. Drugs Fut 2004, 29, 2, 163. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 63950 | 2-(chloromethoxy)ethyl acetate | C5H9ClO3 | 详情 | 详情 | |
| (II) | 39883 | 2-[(diethoxyphosphoryl)methoxy]ethyl acetate | C9H19O6P | 详情 | 详情 | |
| (III) | 39884 | diethyl (2-hydroxyethoxy)methylphosphonate | C7H17O5P | 详情 | 详情 | |
| (IV) | 39886 | diethyl (2-bromoethoxy)methylphosphonate | C7H16BrO4P | 详情 | 详情 | |
| (V) | 10343 | 9H-Purin-6-amine; 9H-Purin-6-ylamine; Adenine | 73-24-5 | C5H5N5 | 详情 | 详情 |
| (VI) | 39673 | diethyl [2-(6-amino-9H-purin-9-yl)ethoxy]methylphosphonate | C12H20N5O4P | 详情 | 详情 |
Extended Information