9-{(2R,3R,4R,5R)-3,4-bis(1,1,2,2-tetramethyl-1silapropoxy)-5-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]oxolan-2-yl}-2-[1-(4-t-butylbenzyl)pyrazol-4-yl]purine-6-ylamine | 313350-83-3

• 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: 9-{(2R,3R,4R,5R)-3,4-bis(1,1,2,2-tetramethyl-1silapropoxy)-5-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]oxolan-2-yl}-2-[1-(4-t-butylbenzyl)pyrazol-4-yl]purine-6-ylamine
• 英文别名: 9-[(2R,3R,4R,5R)-3,4-bis[[tert-butyl(dimethyl)silyl]oxy]-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-2-[1-[(4-tert-butylphenyl)methyl]pyrazol-4-yl]purin-6-amine
• CAS: 313350-83-3
• 化学式: C₄₂H₇₁N₇O₄Si₃
• 分子量: 822.327
• InChiKey: IUPGJEJZXWJHNX-CJEGOSRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.32
• 重原子数：
  56
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  9-{(2R,3R,4R,5R)-3,4-bis(1,1,2,2-tetramethyl-1silapropoxy)-5-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]oxolan-2-yl}-2-[1-(4-t-butylbenzyl)pyrazol-4-yl]purine-6-ylamine 在 氟化铵 作用下， 以 甲醇 为溶剂， 生成 (4S,2R,3R,5R)-2-{6-amino-2-[1-(4-t-butylbenzyl)pyrazol-4-yl]purin-9-yl}-5-(hydroxymethyl)oxolane-3,4-diol
  参考文献：
  名称：

  Structure–affinity relationships of the affinity of 2-pyrazolyl adenosine analogues for the adenosine A2A receptor

  摘要：

  The structure-affinity relationships of two novel 2-substituted adenosine series containing a substituted pyrazole attached at the N-1 or C-4 position for the adenosine (ADO) A(2A) receptor are described. Compounds in the 2-(N-1-pyrazolyl) adenosine series IV provided the highest affinity for the ADO A(2A) receptor as compared to the 2-(C-4-pyrazolyl) series V. The main structural differences between the two series point to the N-1 nitrogen of series IV imparting more favorable binding interactions with the receptor than those of series V. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00609-1
• 作为产物：
  描述：

  9-[(2R,3R,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-tributylstannanyl-9H-purin-6-ylamine 、 1-(4-tert-Butyl-benzyl)-4-iodo-1H-pyrazole 在 copper(l) iodide 、 四(三苯基膦)钯 作用下， 生成 9-{(2R,3R,4R,5R)-3,4-bis(1,1,2,2-tetramethyl-1silapropoxy)-5-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]oxolan-2-yl}-2-[1-(4-t-butylbenzyl)pyrazol-4-yl]purine-6-ylamine
  参考文献：
  名称：

  Structure–affinity relationships of the affinity of 2-pyrazolyl adenosine analogues for the adenosine A2A receptor

  摘要：

  The structure-affinity relationships of two novel 2-substituted adenosine series containing a substituted pyrazole attached at the N-1 or C-4 position for the adenosine (ADO) A(2A) receptor are described. Compounds in the 2-(N-1-pyrazolyl) adenosine series IV provided the highest affinity for the ADO A(2A) receptor as compared to the 2-(C-4-pyrazolyl) series V. The main structural differences between the two series point to the N-1 nitrogen of series IV imparting more favorable binding interactions with the receptor than those of series V. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00609-1
• 作为试剂：
  描述：

  2-(1-Benzyl-1H-pyrazol-4-yl)-9-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-6-ylamine 、 4-Iodo-(4-t-butylbenzyl)pyrazole 、 4-Iodo-benzylpyrazole 在 9-{(2R,3R,4R,5R)-3,4-bis(1,1,2,2-tetramethyl-1silapropoxy)-5-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]oxolan-2-yl}-2-[1-(4-t-butylbenzyl)pyrazol-4-yl]purine-6-ylamine 作用下， 以to afford compound 17的产率得到9-{(2R,3R,4R,5R)-3,4-bis(1,1,2,2-tetramethyl-1silapropoxy)-5-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]oxolan-2-yl}-2-[1-(4-t-butylbenzyl)pyrazol-4-yl]purine-6-ylamine
  参考文献：
  名称：

  C-pyrazole a2a receptor agonists

  摘要：

  具有公式（a）的2-腺苷C-吡唑化合物和使用该化合物作为A2A受体激动剂刺激哺乳动物冠状动脉扩张进行治疗和心脏成像的方法。

  公开号：

  US06770634B1

文献信息

• C-Pyrazole A2A Receptor Agonists
  申请人：Zablocki Jeff A.

  公开号：US20100081810A1

  公开（公告）日：2010-04-01

  2-adenosine C-pyrazole compounds having formula (a) and methods for using the compounds as A2A receptor agonists to stimulate mammalian coronary vasodilatation for therapeutic purposes and for purposes of imaging the heart.

  具有公式（a）的2-腺苷C-吡唑化合物，以及使用这些化合物作为A2A受体激动剂刺激哺乳动物冠状动脉扩张以治疗目的和用于心脏成像的方法。
• C-pyrazole A2A receptor agonists
  申请人：CV Therapeutics, Inc.

  公开号：US07553823B2

  公开（公告）日：2009-06-30

  2-adenosine C-pyrazole compounds having formula (a) and methods for using the compounds as A2A receptor agonists to stimulate mammalian coronary vasodilatation for therapeutic purposes and for purposes of imaging the heart.

  具有以下公式(a)的2-腺苷C-吡唑化合物，以及使用这些化合物作为A2A受体激动剂来刺激哺乳动物冠状动脉扩张的治疗目的和心脏成像的目的的方法。