N'-[9-[(2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide | 869355-04-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N'-[9-[(2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide
• CAS: 869355-04-4
• 化学式: C₁₃H₁₈N₆O₄
• 分子量: 322.324
• InChiKey: LHTQJADUUNTQJI-JOAULVNJSA-N

物化性质

• 沸点：
  668.0±65.0 °C(Predicted)
• 密度：
  1.66±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N'-[9-[(2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide 在 N,N-二异丙基乙胺 作用下， 以 吡啶 为溶剂， 生成 N'-[9-[(2R,3R,5S)-5-[[bis(4-methoxyphenyl)-phenyl-methoxy]methyl]-3-[2-cyanoethoxy-(diisopropylamino)phosphanyl]oxy-tetrahydrofuran-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethyl-formamidine
  参考文献：
  名称：

  Inhibition of 5-α-Reductase (TYPE-II) Expression by Antisense 3′-Deoxy-(2′-5′) Oligonucleotide Chimeras

  摘要：

  3'-Deoxy-(2'-5') oligonucleotides bind selectively to complementary RNA but not to DNA. 3'-Deoxy-(2'-5') phosphorothioate ODN chimeras embedded with a short stretch of 3'-5' phosphorothioate cassette are potent inhibitors of steroid 5-alpha-reductase expression with significantly less non-specific interactions in cell culture.

  DOI：

  10.1080/07328319708006156
• 作为产物：
  描述：

  N,N-二苯基-氨基甲酸 2-(乙酰氨基)-9H-嘌呤-6-基酯 在 苯磺酰胺 、 ammonium hydroxide 、 三氟甲磺酸三甲基硅酯 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 N'-[9-[(2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide
  参考文献：
  名称：

  Inhibition of 5-α-Reductase (TYPE-II) Expression by Antisense 3′-Deoxy-(2′-5′) Oligonucleotide Chimeras

  摘要：

  3'-Deoxy-(2'-5') oligonucleotides bind selectively to complementary RNA but not to DNA. 3'-Deoxy-(2'-5') phosphorothioate ODN chimeras embedded with a short stretch of 3'-5' phosphorothioate cassette are potent inhibitors of steroid 5-alpha-reductase expression with significantly less non-specific interactions in cell culture.

  DOI：

  10.1080/07328319708006156

文献信息

• Efficient synthesis of protected 3′-deoxyadenosine and 3′-deoxyguanosine from adenosine and guanosine
  作者：Zhiyong Cui、Lei Zhang、Biliang Zhang

  DOI：10.1016/s0040-4039(00)02041-4

  日期：2001.1

  Highly efficient synthesis of protected 3′-deoxyadenosine and 3′-deoxyguanosine from adenosine and guanosine were described. The 2′,3′-diol of protected adenosine and guanosine were reacted with α-acetoxyisobutyryl bromide to yield 9-(2′-O-acetyl-3′-bromo-5′-O-tert-butyldiphenylsilyl-3′-deoxy-β-d-xylofuranosyl)-6-N-benzoyl adenine and 9-(2′-O-acetyl-3′-bromo-5′-O-tert-butyldiphenylsilyl-3′-deoxy-β

  描述了由腺苷和鸟苷高效合成保护的3'-脱氧腺苷和3'-脱氧鸟苷。2'，3'-二醇保护的腺苷和鸟苷，用α-乙酰氧基异丁酰溴反应，得到9-（2'- ø -乙酰基3'-溴-5'- ø -叔-butyldiphenylsilyl -3'-脱氧-β-d呋喃木糖基）-6- ñ -苯甲酰基腺嘌呤和9-（2'- ø -乙酰基3'-溴-5'- ø -叔-butyldiphenylsilyl -3'-脱氧-β-d呋喃木糖基） -2- ñ - （ñ '，ñ '-dimethylaminomethylene）鸟嘌呤，随后用三-加热ñ-丁基氢化锡在2,2'-偶氮二异丁腈的存在下，以全部收率提供66-73％的受保护的3'-脱氧腺苷和3'-脱氧鸟苷。
• Inhibition of 5-α-Reductase (TYPE-II) Expression by Antisense 3′-Deoxy-(2′-5′) Oligonucleotide Chimeras
  作者：Purshotam Bhan、Anila Bhan、Mikung Hong、John G. Hartwell、June M. Saunders、Glenn D. Hoke

  DOI：10.1080/07328319708006156

  日期：1997.7

  3'-Deoxy-(2'-5') oligonucleotides bind selectively to complementary RNA but not to DNA. 3'-Deoxy-(2'-5') phosphorothioate ODN chimeras embedded with a short stretch of 3'-5' phosphorothioate cassette are potent inhibitors of steroid 5-alpha-reductase expression with significantly less non-specific interactions in cell culture.