8-piperidin-1-yl-adenosine | 65456-86-2

• 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: 8-piperidin-1-yl-adenosine
• 英文别名: 8-(1-Piperidinyl)adenosine；(2R,3R,4S,5R)-2-(6-amino-8-piperidin-1-ylpurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 65456-86-2
• 化学式: C₁₅H₂₂N₆O₄
• 分子量: 350.377
• InChiKey: CNYYZAAPULRJDG-IDTAVKCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  143
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  8-piperidin-1-yl-adenosine 、 丙酮 在 对甲苯磺酸 作用下， 生成 8-piperidino-2',3'-O-isopropylideneadenosine
  参考文献：
  名称：

  Akhrem, A. A.; Ermolenko, T. M.; Timoshchuk, V. A., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, p. 1639 - 1644

  摘要：

  DOI：
• 作为产物：
  描述：

  哌啶 、 8-溴膘苷 以 乙醇 为溶剂， 生成 8-piperidin-1-yl-adenosine
  参考文献：
  名称：

  Synthesis and structure-activity relationships of adenosine analogs as inhibitors of trypanosomal glyceraldehyde-3-phosphate dehydrogenase. Modifications at positions 5′ and 8

  摘要：

  A number of 5', N6- and C8, N6-disubstituted adenosine analogs was synthesized and tested for inhibition of trypanosomal glyceraldehyde 3-phosphate dehydrogenase. The most active compound, N6-(3-methyl-2-butenyl)-8-(2-thienyl)adenosine, had Kl of 9 microM and was marginally selective for the parasite enzyme.

  DOI：

  10.1016/s0960-894x(98)00635-0

文献信息

• Anti-HCV nucleoside derivatives
  申请人：——

  公开号：US20030008841A1

  公开（公告）日：2003-01-09

  The present invention comprises novel and known purine and pyrimidine nucleoside derivatives which have been discovered to be active against hepatitis C virus (HCV). The use of these derivatives for the treatment of HCV infection is claimed as are the novel nucleoside derivatives disclosed herein.

  本发明涉及新颖和已知的嘌呤和嘧啶核苷衍生物，已发现这些衍生物对丙型肝炎病毒（HCV）具有活性。本发明声明利用这些衍生物治疗HCV感染，以及本文所披露的新颖核苷衍生物。
• Akhrem, A. A.; Ermolenko, T. M.; Timoshchuk, V. A., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, p. 1639 - 1644
  作者：Akhrem, A. A.、Ermolenko, T. M.、Timoshchuk, V. A.

  DOI：——

  日期：——
• Synthesis and structure-activity relationships of adenosine analogs as inhibitors of trypanosomal glyceraldehyde-3-phosphate dehydrogenase. Modifications at positions 5′ and 8
  作者：Alex M. Aronov、Michael H. Gelb

  DOI：10.1016/s0960-894x(98)00635-0

  日期：1998.12

  A number of 5', N6- and C8, N6-disubstituted adenosine analogs was synthesized and tested for inhibition of trypanosomal glyceraldehyde 3-phosphate dehydrogenase. The most active compound, N6-(3-methyl-2-butenyl)-8-(2-thienyl)adenosine, had Kl of 9 microM and was marginally selective for the parasite enzyme.