(2R,3R,4S,5R)-2-(7-Cyclopentylamino-5-nitro-imidazo[4,5-b]pyridin-3-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4S,5R)-2-(7-Cyclopentylamino-5-nitro-imidazo[4,5-b]pyridin-3-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol
• 英文别名: (2R,3R,4S,5R)-2-[7-(cyclopentylamino)-5-nitroimidazo[4,5-b]pyridin-3-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• 化学式: C₁₆H₂₁N₅O₆
• 分子量: 379.373
• InChiKey: PLOIOTRLXBUYPN-DSPGLSBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  27
• 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：
  159
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(5,7-dinitro-imidazo[4,5-b]pyridin-3-yl)-tetrahydro-furan-3-yl ester 在 甲醇 、 potassium cyanide 、 TEA 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 (2R,3R,4S,5R)-2-(7-Cyclopentylamino-5-nitro-imidazo[4,5-b]pyridin-3-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol
  参考文献：
  名称：

  2-Nitro analogues of adenosine and 1-deazaadenosine: synthesis and binding studies at the adenosine A1, A2A and A3 receptor subtypes

  摘要：

  The influence of nitro substituents on the properties of adenosine and 1-deazaadenosine was studied. Combination of a nitro group at the 2-position with several N-6 substituents such as cyclopentyl and m-iodobenzyl gave a series of analogues with good adenosine receptor affinity, showing directable selectivity for the A(1), A(2A) and A(3) adenosine receptor subtypes. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00415-7

文献信息

• 2-Nitro analogues of adenosine and 1-deazaadenosine: synthesis and binding studies at the adenosine A1, A2A and A3 receptor subtypes
  作者：Martin J. Wanner、Jacobien K. Von Frijtag Drabbe Künzel、Ad P. IJzerman、Gerrit-Jan Koomen

  DOI：10.1016/s0960-894x(00)00415-7

  日期：2000.9

  The influence of nitro substituents on the properties of adenosine and 1-deazaadenosine was studied. Combination of a nitro group at the 2-position with several N-6 substituents such as cyclopentyl and m-iodobenzyl gave a series of analogues with good adenosine receptor affinity, showing directable selectivity for the A(1), A(2A) and A(3) adenosine receptor subtypes. (C) 2000 Elsevier Science Ltd. All rights reserved.