(4S,2R,3R,5R)-2-[2-hydrazino-6-(cyclopentylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol | 920974-76-1

• 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: (4S,2R,3R,5R)-2-[2-hydrazino-6-(cyclopentylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• 英文别名: (2R,3R,4S,5R)-2-[6-(cyclopentylamino)-2-hydrazinylpurin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 920974-76-1
• 化学式: C₁₅H₂₃N₇O₄
• 分子量: 365.392
• InChiKey: ZZKOIZPFVKEUFP-IDTAVKCVSA-N

物化性质

• 沸点：
  753.4±70.0 °C(Predicted)
• 密度：
  1.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  164
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (4S,2R,3R,5R)-2-[2-hydrazino-6-(cyclopentylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol 在 氨 作用下， 以 乙醇 为溶剂， 生成 1-{9-[(4S,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-(cyclopentylamino)purin-2-yl}pyrazole-4-carboxamide
  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 (4S,2R,3R,5R)-2-[2-hydrazino-6-(cyclopentylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
  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

• Adenosine A3 receptor agonists
  申请人：——

  公开号：US20040116376A1

  公开（公告）日：2004-06-17

  Disclosed are novel compounds that are A 3 adenosine receptor agonists, useful for treating various disease states, including cancer, cardiac ischemia, leukopenia, and neutropennia.

  本发明涉及一种新型化合物，它们是A3腺苷受体激动剂，可用于治疗各种疾病状态，包括癌症、心脏缺血、白细胞减少症和中性粒细胞减少症。
• Adenosine receptor A3 agonists
  申请人：——

  公开号：US20030078232A1

  公开（公告）日：2003-04-24

  Disclosed are novel compounds that are A 3 adenosine receptor agonists, useful for treating various disease states, including cancer, cardiac ischemia, leukopenia, and neutropennia.

  本发明揭示了一种新型化合物，它们是A3腺苷受体激动剂，可用于治疗各种疾病状态，包括癌症、心脏缺血、白细胞减少症和中性粒细胞减少症。
• A1 adenosine receptor agonists
  申请人：Elzein Elfatih

  公开号：US20060276428A1

  公开（公告）日：2006-12-07

  Disclosed are novel compounds that are partial and full A 1 adenosine receptor agonists having the structure of Formula I: which are useful for treating various disease states, in particular tachycardia and atrial flutter, angina, and myocardial infarction.

  本发明揭示了具有以下结构式I的部分和完全A1腺苷受体激动剂的新化合物，其可用于治疗各种疾病状态，特别是心动过速和心房颤动、心绞痛和心肌梗死。
• A1 adenosine receptor agonists
  申请人：CV Therapeutics, Inc.

  公开号：US07514417B2

  公开（公告）日：2009-04-07

  Disclosed are novel compounds that are partial and full A1 adenosine receptor agonists having the structure of Formula I: which are useful for treating various disease states, in particular tachycardia and atrial flutter, angina, and myocardial infarction.

  本发明涉及一种新型化合物，它们是部分和完全的A1腺苷受体激动剂，具有以下的化学结构式I，可用于治疗各种疾病状态，尤其是快速心跳和心房颤动、心绞痛和心肌梗死。
• A1 ADENOSINE RECEPTOR AGONISTS
  申请人：Elzein Elfatih

  公开号：US20090156544A1

  公开（公告）日：2009-06-18

  Disclosed are novel compounds that are partial and full A 1 adenosine receptor agonists having the structure of Formula I: which are useful for treating various disease states, in particular tachycardia and atrial flutter, angina, and myocardial infarction.

  本发明涉及一种新型化合物，其为部分和完全A1腺苷受体激动剂，具有公式I的结构，可用于治疗各种疾病状态，特别是心动过速和心房颤动、心绞痛和心肌梗死。