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【结 构 式】 
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【药物名称】Azidothymidine phosphonate, Nicavir, Phosphazid, phAZT 【化学名称】3'-Azido-3'-deoxy-5'-O-(hydroxyphosphonoyl)thymidine 【CA登记号】124930-59-2 【 分 子 式 】C10H14N5O6P 【 分 子 量 】331.22678 |
【开发单位】Russian Academy of Sciences (Originator) 【药理作用】AIDS Medicines, Anti-HIV Agents, ANTIINFECTIVE THERAPY, Reverse Transcriptase Inhibitors |
合成路线1
The title compound was obtained from 3'-azido-3'-deoxythymidine (I) either by treatment with tri-n-butylammonium phosphite and DCC in pyridine or by treatment with phosphorus trichloride in the presence of imidazole and Et3N in acetonitrile or in the presence of triethyl phosphate, followed by aqueous hydrolysis.
| 【1】 Manouilov, K.K.; Fedorov, I.I.; Boudinot, F.D.; White, C.A.; Kotra, L.P.; Schinazi, R.F.; Hong, C.I.; Chu, C.K.; Lymphatic targeting of anti-HIV nucleosides: Distribution of 3'-azido-3'-deoxythymidine (AZT) and 3'-azido-2',3'-dideoxyuridine (AZdU) after administration of dipalmitoylphosphatidyl prodrugs to mice. Antivir Chem Chemother 1995, 6, 4, 230. |
| 【2】 Krayevsky, A.A.; Tarussova, N.B.; Watanabe, K.A.; Matulic-Adamic, J. (Sloan-Kettering Institute); 5'-Hydrogenphosphonates and 5'-methylphosphonates of sugar modified nucleosides, compsns. and uses thereof. WO 9119727 . |
| 【3】 Dyatkina, N.; et al.; Nucleoside 5'-phosphonates: Synthesis, anti-HIV activities and reactions with DNA polymerases. Antivir Res 1993, 20, Suppl. 1, Abst 24. |
Extended Information