2,2,2-Trifluoro-N-(5-{2-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-acetylamino}-pentyl)-acetamide | 208758-78-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 2,2,2-Trifluoro-N-(5-{2-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-acetylamino}-pentyl)-acetamide
• 英文别名: 2,2,2-trifluoro-N-[5-[[2-[1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidin-5-yl]acetyl]amino]pentyl]acetamide
• CAS: 208758-78-5
• 化学式: C₁₈H₂₅F₃N₄O₇
• 分子量: 466.414
• InChiKey: VWJVWNKXSMZSPQ-OUCADQQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  157
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,2,2-Trifluoro-N-(5-{2-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-acetylamino}-pentyl)-acetamide 在 ammonium hydroxide 、 苯酚 作用下， 反应 5.0h， 生成 N-[5-(Acridin-9-ylamino)-pentyl]-2-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-acetamide
  参考文献：
  名称：

  Effect of Acridine with Various Linker Arms Attached to C5 Position of 2′-Deoxyuridine on the Stability of DNA/DNA and DNA/RNA Duplexes

  摘要：

  Acridine-modified oligodeoxyribonucleotides (ODNs) at the CS-position of a 2'-deoxyuridine via different lengths of linker arms were synthesized. Reaction of 5-(N-aminoalkyl)carbamoylmethyl-2'-deoxyuridines with 9-phenoxyacridine gave the acridine-modified 2'-deoxyuridines which were incorporated into ODNs. The duplexes containing the acridine-modified strands and their complementary DNA or RNA were thermally more stable than that containing the unmodified strand. Thermal stability of the duplexes of the modified ODNs varied depending on the length of the linker arms.

  DOI：

  10.1080/07328319808003463
• 作为产物：
  描述：

  三氟乙酸乙酯 、 N-(5-Amino-pentyl)-2-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-acetamide 在 4-二甲氨基吡啶 作用下， 以 甲醇 为溶剂， 生成 2,2,2-Trifluoro-N-(5-{2-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-acetylamino}-pentyl)-acetamide
  参考文献：
  名称：

  Effect of Acridine with Various Linker Arms Attached to C5 Position of 2′-Deoxyuridine on the Stability of DNA/DNA and DNA/RNA Duplexes

  摘要：

  Acridine-modified oligodeoxyribonucleotides (ODNs) at the CS-position of a 2'-deoxyuridine via different lengths of linker arms were synthesized. Reaction of 5-(N-aminoalkyl)carbamoylmethyl-2'-deoxyuridines with 9-phenoxyacridine gave the acridine-modified 2'-deoxyuridines which were incorporated into ODNs. The duplexes containing the acridine-modified strands and their complementary DNA or RNA were thermally more stable than that containing the unmodified strand. Thermal stability of the duplexes of the modified ODNs varied depending on the length of the linker arms.

  DOI：

  10.1080/07328319808003463