(2R,3S,5R)-5-(5-Chloro-7-cyclopentylamino-imidazo[4,5-b]pyridin-3-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol | 149649-06-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: (2R,3S,5R)-5-(5-Chloro-7-cyclopentylamino-imidazo[4,5-b]pyridin-3-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol
• 英文别名: (2R,3S,5R)-5-[5-chloro-7-(cyclopentylamino)imidazo[4,5-b]pyridin-3-yl]-2-(hydroxymethyl)tetrahydrofuran-3-ol；(2R,3S,5R)-5-[5-chloro-7-(cyclopentylamino)imidazo[4,5-b]pyridin-3-yl]-2-(hydroxymethyl)oxolan-3-ol
• CAS: 149649-06-9
• 化学式: C₁₆H₂₁ClN₄O₃
• 分子量: 352.821
• InChiKey: QHUNSJYFZSECMJ-OUCADQQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3S,5R)-5-(5-Chloro-7-cyclopentylamino-imidazo[4,5-b]pyridin-3-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol 在 palladium on activated charcoal 氢气 作用下， 生成 AAG 140
  参考文献：
  名称：

  Potent and Selective Ligands for Adenosine Binding Sites

  摘要：

  A number of selective ligands for the different binding sites of adenosine have been synthesized and tested in several pharmacological models. The aim of these synthetic efforts is both to improve the knowledge of structure-activity relationships in the adenosine-related biological systems and to develop drugs from some of these molecules.

  DOI：

  10.1080/07328319708006189
• 作为产物：
  描述：

  5,7-二氯-1H-咪唑并[4,5-b]吡啶 在 氨 、 sodium hydride 作用下， 反应 59.0h， 生成 (2R,3S,5R)-5-(5-Chloro-7-cyclopentylamino-imidazo[4,5-b]pyridin-3-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol
  参考文献：
  名称：

  Synthesis of 2′-Deoxyribonucleoside Derivatives of 1-Deazapurine

  摘要：

  5,7-Dichloro-3H-imidazo[4,5-b]pyridine (4)is a versatile base which can be coupled with a variety of sugar moieties and transformed in a series of 7-alkyl(aryl)amino-derivatives by reacting with the corresponding amines. In this paper synthesis, structure elucidation and ADA inhibitory activity of 2'-deoxyribonucleoside derivatives of N-6-substituted 1-deazaapurines are described.

  DOI：

  10.1080/15257779408013282

文献信息

• Potent and Selective Ligands for Adenosine Binding Sites
  作者：G. Cristalli、E. Camaioni、E. Di Francesco、A. Eleuteri、S. Vittori、R. Volpini

  DOI：10.1080/07328319708006189

  日期：1997.7

  A number of selective ligands for the different binding sites of adenosine have been synthesized and tested in several pharmacological models. The aim of these synthetic efforts is both to improve the knowledge of structure-activity relationships in the adenosine-related biological systems and to develop drugs from some of these molecules.
• Synthesis of 2′-Deoxyribonucleoside Derivatives of 1-Deazapurine
  作者：G. Cristalli、S. Vittori、A. Eleuteri、R. Volpini、E. Camaioni、G. Lupidi

  DOI：10.1080/15257779408013282

  日期：1994.3

  5,7-Dichloro-3H-imidazo[4,5-b]pyridine (4)is a versatile base which can be coupled with a variety of sugar moieties and transformed in a series of 7-alkyl(aryl)amino-derivatives by reacting with the corresponding amines. In this paper synthesis, structure elucidation and ADA inhibitory activity of 2'-deoxyribonucleoside derivatives of N-6-substituted 1-deazaapurines are described.