(3aS,4S,6R,6aR)-2,2-Dimethyl-6-{2-(4-pyridin-4-yl-pyrazol-1-yl)-6-[(R)-(tetrahydro-furan-3-yl)amino]-purin-9-yl}-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid | 920974-68-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (3aS,4S,6R,6aR)-2,2-Dimethyl-6-{2-(4-pyridin-4-yl-pyrazol-1-yl)-6-[(R)-(tetrahydro-furan-3-yl)amino]-purin-9-yl}-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid
• CAS: 920974-68-1
• 化学式: C₂₅H₂₆N₈O₆
• 分子量: 534.531
• InChiKey: ALGUDRSGDQKHPS-SUQDKLLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  39.0
• 可旋转键数：
  6.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  160.56
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (3aS,4S,6R,6aR)-2,2-Dimethyl-6-{2-(4-pyridin-4-yl-pyrazol-1-yl)-6-[(R)-(tetrahydro-furan-3-yl)amino]-purin-9-yl}-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 在 4-二甲氨基吡啶 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 溶剂黄146 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2S,3S,4R,5R)-3,4-Dihydroxy-5-{2-(4-pyridin-4-yl-pyrazol-1-yl)-6-[(R)-(tetrahydro-furan-3-yl)amino]-purin-9-yl}-tetrahydro-furan-2-carboxylic acid ethylamide
  参考文献：
  名称：

  N6-Cycloalkyl-2-substituted adenosine derivatives as selective, high affinity adenosine A1 receptor agonists

  摘要：

  A series of new selective, high affinity A(1)-AdoR agonists is reported. Compound 23 that incorporated a carboxylic acid functionality in the 4-position of the pyrazole ring displayed K-iL value of 1 nM for the A(1)-AdoR and > 5000-fold selectivity over the A(3) and A(2A)-AdoRs. In addition, compound 19 that incorporated a carboxamide functionality in the 4-position of the pyrazole ring displayed subnanomolar affinity for the A(1)-AdoR (K-iL = 0.6 nM) and > 600-fold selectivity over the A(3) and A(2A)-AdoRs. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.065
• 作为产物：
  描述：

  (2R,3S,4R,5R)-2-Hydroxymethyl-5-{2-(4-pyridin-4-yl-pyrazol-1-yl)-6-[(R)-(tetrahydro-furan-3-yl)amino]-purin-9-yl}-tetrahydro-furan-3,4-diol 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 碘苯二乙酸 、 对甲苯磺酸 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (3aS,4S,6R,6aR)-2,2-Dimethyl-6-{2-(4-pyridin-4-yl-pyrazol-1-yl)-6-[(R)-(tetrahydro-furan-3-yl)amino]-purin-9-yl}-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid
  参考文献：
  名称：

  N6-Cycloalkyl-2-substituted adenosine derivatives as selective, high affinity adenosine A1 receptor agonists

  摘要：

  A series of new selective, high affinity A(1)-AdoR agonists is reported. Compound 23 that incorporated a carboxylic acid functionality in the 4-position of the pyrazole ring displayed K-iL value of 1 nM for the A(1)-AdoR and > 5000-fold selectivity over the A(3) and A(2A)-AdoRs. In addition, compound 19 that incorporated a carboxamide functionality in the 4-position of the pyrazole ring displayed subnanomolar affinity for the A(1)-AdoR (K-iL = 0.6 nM) and > 600-fold selectivity over the A(3) and A(2A)-AdoRs. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.065