[[(2R,5S)-5-(4-amino-2-oxo-pyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-[[(1R)-2-(6-aminopurin-9-yl)-1-methyl-ethoxy]methyl]phosphinic acid | 943719-57-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物
• 英文名称: [[(2R,5S)-5-(4-amino-2-oxo-pyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-[[(1R)-2-(6-aminopurin-9-yl)-1-methyl-ethoxy]methyl]phosphinic acid
• 英文别名: [[(2R,5S)-5-(4-amino-2-oxopyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy-hydroxyphosphoryl]oxy-[[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl]phosphinic acid
• CAS: 943719-57-1
• 化学式: C₁₇H₂₄N₈O₉P₂S
• 分子量: 578.439
• InChiKey: DHQKXKVJRMHIOW-KGYLQXTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  265
• 氢给体数：
  4
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  ((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)(morpholino)phosphinic acid 、 β-L-3'-thia-2',3'-dideoxycytidine monophosphate mono-n-tributylammonium salt 以 N,N-二甲基甲酰胺 为溶剂， 生成 [[(2R,5S)-5-(4-amino-2-oxo-pyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-[[(1R)-2-(6-aminopurin-9-yl)-1-methyl-ethoxy]methyl]phosphinic acid
  参考文献：
  名称：

  Inhibition of HIV-1 Replication in Macrophages by Red Blood Cell-Mediated Delivery of a Heterodinucleotide of Lamivudine and Tenofovir

  摘要：

  Homo- and heterodimers of nucleoside/nucleotide analogues as reverse transcriptase inhibitors are effective on HIV-1-infected human monocyte-derived macrophages (M/M) compared to the single drugs or their combination. Since the combined treatment of lamivudine (3TC) and tenofovir ((R)PMPA) has an antiretroviral efficacy and a synergic effect respect to separate drugs, the heterodinucleotide 3TCpPMPA was synthesized. A single administration of the dimer as free drug or 3TCpPMPA-loaded RBC selectively targeted to M/M was able to almost completely protect macrophages from "de novo" infection.

  DOI：

  10.1080/15257770701508067