((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)(morpholino)phosphinic acid | 308367-90-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: ((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)(morpholino)phosphinic acid
• CAS: 308367-90-0
• 化学式: C₁₃H₂₁N₆O₄P
• 分子量: 356.321
• InChiKey: FHAXSNACYUDJOU-SNVBAGLBSA-N

物化性质

• 沸点：
  625.4±65.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)
• 溶解度：
  可溶于水

计算性质

• 辛醇/水分配系数(LogP)：
  0.29
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  128.62
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  吗啉 、 泰诺福韦 在 N,N'-二环己基碳二亚胺 作用下， 以 水 、 叔丁醇 为溶剂， 生成 ((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)(morpholino)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