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【结 构 式】

【药物名称】

【化学名称】3'-Azido-3'-deoxy-5'-O-(4-hydroxybutyloxycarbonyl)thymidine

【CA登记号】313343-81-6

【 分 子 式 】C15H21N5O7

【 分 子 量 】383.36392

【开发单位】Laphal (Originator)

【药理作用】AIDS Medicines, Anti-HIV Agents, ANTIINFECTIVE THERAPY, Chemical Delivery Systems, DRUG DELIVERY, Drug Delivery Systems

合成路线1

The desired product can be obtained by condensation of commercial AZT (I) with N,N’-carbonyldiimidazole (CDI) in DMF followed by treatment with 1,4-butanediol (II) in the same solvent.

2 Vlieghe, P.; Bihel, F.; Clerc, T.; et al.; New 3'-azido-3'-deoxythymidin-5'-yl O-(omega-hydroxyalkyl) carbonate prodrugs: Synthesis and anti-HIV evaluation. J Med Chem 2001, 44, 5, 777.
3 Kraus, J.-L.; Clerc, T.; Salles, J.-P.; Vlieghe, P. (Laboratoires Laphal); Novel cpds. derived from nucleosides, preparation methods and pharmaceutical compsns. containing same. FR 2794752; WO 0077020 .
4 Vlieghe, P.; Salles, J.-P.; Clerc, T.; Kraus, J.-L. (Laboratoires Laphal); Novel esters derived from nucleosides, preparation methods and pharmaceutical compsns. containing them. FR 2796384; WO 0104134 .
1 Clerc, T.; Pannecouque, C.; Vlieghe, P.; Kraus, J.-L.; Salles, J.-P.; De Clercq, E.; Witvrouw, M.; New 3'-azido-3' deoxythymidin-5'-yl O-(4-hydroxyalyl or -alkenyl or -alkylepoxide) carbonate prodrugs: Synthesis and anti-HIV evaluation. J Med Chem 2001, 44, 18, 3014.
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) 25317 1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)tetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione 101703-35-9 C10H13N5O4 详情 详情
(II) 43160 1,4-butanediol;1,4-Dihydroxybutane;1,4-Butylene glycol;Tetramethylene glycol 110-63-4 C4H10O2 详情 详情
Extended Information