{(3aR,4R,6R,6aR)-2,2-Dimethyl-6-[6-[(R)-(tetrahydro-furan-3-yl)amino]-2-(4-p-tolyl-pyrazol-1-yl)-purin-9-yl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-methanol | 920974-66-9

• 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: {(3aR,4R,6R,6aR)-2,2-Dimethyl-6-[6-[(R)-(tetrahydro-furan-3-yl)amino]-2-(4-p-tolyl-pyrazol-1-yl)-purin-9-yl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-methanol
• CAS: 920974-66-9
• 化学式: C₂₇H₃₁N₇O₅
• 分子量: 533.587
• InChiKey: LOVZULNRJIDNBE-PDRRETJYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 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：
  0.48
• 拓扑面积：
  130.6
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  {(3aR,4R,6R,6aR)-2,2-Dimethyl-6-[6-[(R)-(tetrahydro-furan-3-yl)amino]-2-(4-p-tolyl-pyrazol-1-yl)-purin-9-yl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-methanol 在 4-二甲氨基吡啶 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 碘苯二乙酸 、 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 、 乙腈 为溶剂， 生成 (2S,3S,4R,5R)-3,4-Dihydroxy-5-[6-[(R)-(tetrahydro-furan-3-yl)amino]-2-(4-p-tolyl-pyrazol-1-yl)-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,3R,4R,5R)-4-(acetyloxy)-2-[(acetyloxy)methyl]-5-(2,6-dichloro-9H-purin-9-yl)tetrahydro-3-furanyl acetate 在 对甲苯磺酸 、 三乙胺 、 肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 {(3aR,4R,6R,6aR)-2,2-Dimethyl-6-[6-[(R)-(tetrahydro-furan-3-yl)amino]-2-(4-p-tolyl-pyrazol-1-yl)-purin-9-yl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-methanol
  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