2--N-(4-phenoxyphenyl)acetamide | 230309-51-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2--N-(4-phenoxyphenyl)acetamide
• 英文别名: 2-[bis(2-hydroxyethyl)amino]-N-(4-phenoxyphenyl)acetamide
• CAS: 230309-51-0
• 化学式: C₁₈H₂₂N₂O₄
• 分子量: 330.384
• InChiKey: HSNXFSRTJBZOET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  82
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2--N-(4-phenoxyphenyl)acetamide 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.83h， 生成 Diisopropyl-phosphoramidous acid 2-{{2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-ethyl}-[(4-phenoxy-phenylcarbamoyl)-methyl]-amino}-ethyl ester 2-cyano-ethyl ester
  参考文献：
  名称：

  DNA Conjugated Phenoxyaniline Intercalators: Synthesis of Diethanolaminoacetamide-type Linkers.

  摘要：

  Two non-nucleosidic monomers conjugated to a phenoxyaniline intercalator have been synthesized and inserted into ODNs. The conjugated monomers were prepared from 2-chloro-N-(4-phenoxyphenyl) acetamide (1) either by reaction with diethanolamine and 4,4'-dimethoxytritylation, or by reaction with ethanolamine by subsequent peptide coupling type reaction with 4,4'-dimethoxytrityl protected glycolic acid. The modified ODNs moderately stabilize DNA three-way junctions when the intercalator was introduced at the branch point. For targeting RNA the results were more ambiguous.

  DOI：

  10.3891/acta.chem.scand.53-0425
• 作为产物：
  描述：

  2-氯-N-(4-苯氧基苯基)乙酰胺 、 二乙醇胺 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以47%的产率得到2--N-(4-phenoxyphenyl)acetamide
  参考文献：
  名称：

  DNA Conjugated Phenoxyaniline Intercalators: Synthesis of Diethanolaminoacetamide-type Linkers.

  摘要：

  Two non-nucleosidic monomers conjugated to a phenoxyaniline intercalator have been synthesized and inserted into ODNs. The conjugated monomers were prepared from 2-chloro-N-(4-phenoxyphenyl) acetamide (1) either by reaction with diethanolamine and 4,4'-dimethoxytritylation, or by reaction with ethanolamine by subsequent peptide coupling type reaction with 4,4'-dimethoxytrityl protected glycolic acid. The modified ODNs moderately stabilize DNA three-way junctions when the intercalator was introduced at the branch point. For targeting RNA the results were more ambiguous.

  DOI：

  10.3891/acta.chem.scand.53-0425

文献信息

• DNA Conjugated Phenoxyaniline Intercalators: Synthesis of Diethanolaminoacetamide-type Linkers.
  作者：Carina Storm Poulsen、Erik B. Pedersen、Claus Nielsen、Mia Helkearo、Harri Lönnberg、Shi-Ping Yan、Geng-Lin Wang、Xin-Kan Yao、Hong-Gen Wang、J. -P. Tuchagues、Mattias Ögren

  DOI：10.3891/acta.chem.scand.53-0425

  日期：——

  Two non-nucleosidic monomers conjugated to a phenoxyaniline intercalator have been synthesized and inserted into ODNs. The conjugated monomers were prepared from 2-chloro-N-(4-phenoxyphenyl) acetamide (1) either by reaction with diethanolamine and 4,4'-dimethoxytritylation, or by reaction with ethanolamine by subsequent peptide coupling type reaction with 4,4'-dimethoxytrityl protected glycolic acid. The modified ODNs moderately stabilize DNA three-way junctions when the intercalator was introduced at the branch point. For targeting RNA the results were more ambiguous.