9-(3-Desoxy-3-acetamino-β-D-ribofuranosyl)-6-dimethylamino-9H-purin | 72-94-6

• 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: 9-(3-Desoxy-3-acetamino-β-D-ribofuranosyl)-6-dimethylamino-9H-purin
• 英文别名: 6-N-Dimethyl-3'-deoxy-3'-(acetamido)-adenosin；3'-acetylamino-N⁶,N⁶-dimethyl-3'-deoxy-adenosine；3'-Acetylamino-N⁶,N⁶-dimethyl-3'-desoxy-adenosin；N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]acetamide
• CAS: 72-94-6
• 化学式: C₁₄H₂₀N₆O₄
• 分子量: 336.351
• InChiKey: YUNXLSKYACXNRM-RSVSFAPFSA-N

物化性质

• 密度：
  1.61±0.1 g/cm3(Predicted)
• 熔点：
  187-188 °C(Solv: ethanol (64-17-5))

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  9-(3-Desoxy-3-acetamino-β-D-ribofuranosyl)-6-dimethylamino-9H-purin 在 barium dihydroxide 作用下， 生成 氨基核苷嘌呤霉素
  参考文献：
  名称：

  Aminodeoxyglycosidopurines

  摘要：

  公开号：

  US02852505A1
• 作为产物：
  描述：

  3'-acetylamino-O2',O5'-dibenzoyl-N6,N6-dimethyl-3'-deoxy-adenosine 在 sodium methylate 作用下， 生成 9-(3-Desoxy-3-acetamino-β-D-ribofuranosyl)-6-dimethylamino-9H-purin
  参考文献：
  名称：

  Puromycin. Synthetic Studies. IX. Total Synthesis

  摘要：

  DOI：

  10.1021/ja01606a003

文献信息

• Puromycin. Synthetic Studies. VII. Partial Synthesis of Amino Acid Analogs
  作者：B. R. Baker、Joseph P. Joseph、James H. Williams

  DOI：10.1021/ja01606a001

  日期：1955.1
• Method of preparing aminodeoxyglycosidopurines
  申请人：AMERICAN CYANAMID CO

  公开号：US02852506A1

  公开（公告）日：1958-09-16
• THE SYNTHESIS OF ANALOGS OF THE AMINONUCLEOSIDE FROM PUROMYCIN: VARIANTS AT THE 6-POSITION OF THE PURINE MOIETY
  作者：Leon Goldman、Joseph W. Marsico、Robert B. Angier

  DOI：10.1021/ja01597a091

  日期：1956.8
• Synthesis of puromycin derivatives with backbone-elongated substrates and associated translation inhibitory activities
  作者：Keigo Mizusawa、Kenji Abe、Shinsuke Sando、Yasuhiro Aoyama

  DOI：10.1016/j.bmc.2009.02.006

  日期：2009.3

  We have synthesized a series of 5'-phosphorylated and 5'-cytidylyl-(3'-5')-cytidylyl-(3'-5')-puromycin derivatives that have backbone-elongated substrates. All the synthesized puromycin derivatives showed good solubility in water and were applied to translation inhibitory assay in a reconstituted Escherichia coli translation system. (C) 2009 Elsevier Ltd. All rights reserved.