N-benzoyl-N-(9-prop-2-enylpurin-6-yl)benzamide | 191086-68-7

• 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: N-benzoyl-N-(9-prop-2-enylpurin-6-yl)benzamide
• CAS: 191086-68-7
• 化学式: C₂₂H₁₇N₅O₂
• 分子量: 383.409
• InChiKey: IDNQCMXAEVZCHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  81
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-benzoyl-N-(9-prop-2-enylpurin-6-yl)benzamide 在 dihydrogen hexachloroplatinate 、 异丙醇 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 [Acetyloxymethyl-[3-[6-(dibenzoylamino)purin-9-yl]propyl]-methylsilyl]methyl acetate
  参考文献：
  名称：

  Synthesis of Silicon Analogues of Acyclonucleotides Incorporable in Oligonucleotide Solid-Phase Synthesis

  摘要：

  The synthesis of the four silicon analogues of acyclonucleosides was described. In every case, the silicon atom was introduced onto an allyl group on the natural nucleobase following a hydrosilylation reaction. Diols obtained were protected as 4,4'-dimethoxytrityl ethers and subsequently activated as 2-cyanoethyl N,N-diisopropylchlorophosphoramidite in order to be suitable for oligonucleotide solid phase synthesis.

  DOI：

  10.1021/jo962165p
• 作为产物：
  描述：

  腺嘌呤 在 吡啶 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 N-benzoyl-N-(9-prop-2-enylpurin-6-yl)benzamide
  参考文献：
  名称：

  Synthesis of Silicon Analogues of Acyclonucleotides Incorporable in Oligonucleotide Solid-Phase Synthesis

  摘要：

  The synthesis of the four silicon analogues of acyclonucleosides was described. In every case, the silicon atom was introduced onto an allyl group on the natural nucleobase following a hydrosilylation reaction. Diols obtained were protected as 4,4'-dimethoxytrityl ethers and subsequently activated as 2-cyanoethyl N,N-diisopropylchlorophosphoramidite in order to be suitable for oligonucleotide solid phase synthesis.

  DOI：

  10.1021/jo962165p

文献信息

• Synthesis of modified homo-N-nucleosides from the reactions of mesityl nitrile oxide with 9-allylpurines and their influence on lipid peroxidation and thrombin inhibition
  作者：Andreas Thalassitis、Dimitra J. Hadjipavlou-Litina、Konstantinos E. Litinas、Panagiotis Miltiadou

  DOI：10.1016/j.bmcl.2009.09.040

  日期：2009.11

  9-(3-Mesityl-4,5-dihydroisoxazol-5-yl) homo-N-nucleosides were prepared from the 1,3-dipolar cycloaddition reactions of mesityl nitrile oxide with 9-allyl derivatives of 6-chloropurine, 6-piperidinylpurine, 6-morpholinylpurine, 6-pyrrolidinylpurine, and 6-N,N-dibenzoyladenine. The new compounds were tested in vitro for their ability: (i) to interact with 1,1-diphenyl-2-picryl-hydrazyl (DPPH) stable

  由1，3-二异丁腈腈与6-氯嘌呤，6-哌啶基嘌呤的9-烯丙基衍生物的1，3-偶极环加成反应制备了9-（3-Mesityl-4,5-dihydroisoxazol-5-yl）homo- N -nucleosides。 ，6-吗啉基嘌呤，6-吡咯烷基嘌呤和6- N，N-二苯甲酰腺嘌呤。在体外测试了这些新化合物的能力：（i）与1,1-二苯基-2-picryl-肼基（DPPH）稳定的自由基相互作用，（ii）抑制脂质过氧化，（iii）清除超氧化物。阴离子，（iv）抑制大豆脂氧合酶的活性，（v）抑制体外凝血酶。他们中的大多数被发现是有效的凝血酶抑制剂，并抑制体外脂质过氧化。大多数化合物显示出明显的脂氧合酶抑制活性。
• Synthesis of Silicon Analogues of Acyclonucleotides Incorporable in Oligonucleotide Solid-Phase Synthesis
  作者：Jacques Thibon、Laurent Latxague、Gérard Déléris

  DOI：10.1021/jo962165p

  日期：1997.7.1

  The synthesis of the four silicon analogues of acyclonucleosides was described. In every case, the silicon atom was introduced onto an allyl group on the natural nucleobase following a hydrosilylation reaction. Diols obtained were protected as 4,4'-dimethoxytrityl ethers and subsequently activated as 2-cyanoethyl N,N-diisopropylchlorophosphoramidite in order to be suitable for oligonucleotide solid phase synthesis.