2-Hydrazinyl-N-[(3R)-oxolan-3-yl]adenosine | 920974-56-7

• 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: 2-Hydrazinyl-N-[(3R)-oxolan-3-yl]adenosine
• 英文别名: (2R,3R,4S,5R)-2-[2-hydrazinyl-6-[[(3R)-oxolan-3-yl]amino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 920974-56-7
• 化学式: C₁₄H₂₁N₇O₅
• 分子量: 367.365
• InChiKey: GWFVMKJTCCFJIJ-KWGHVAAJSA-N

物化性质

• 沸点：
  786.8±70.0 °C(Predicted)
• 密度：
  2.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  173
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2-Hydrazinyl-N-[(3R)-oxolan-3-yl]adenosine 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 、 对甲苯磺酸 作用下， 以 乙醇 、 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 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 三乙胺 、 肼 作用下， 以 乙醇 为溶剂， 生成 2-Hydrazinyl-N-[(3R)-oxolan-3-yl]adenosine
  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

文献信息

• N6-Cycloalkyl-2-substituted adenosine derivatives as selective, high affinity adenosine A1 receptor agonists
  作者：Elfatih Elzein、Rao Kalla、Xiaofen Li、Thao Perry、Tim Marquart、Mark Micklatcher、Yuan Li、Yuzhi Wu、Dewan Zeng、Jeff Zablocki

  DOI：10.1016/j.bmcl.2006.09.065

  日期：2007.1

  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.