2'3'-Isopropylidene-adenosine | 362-75-4

• 物质功能分类: 生物化工 - 核苷类药物 - 核苷中间体
• 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: 2'3'-Isopropylidene-adenosine
• 英文别名: [(4R,6R,6aR)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methanol
• CAS: 362-75-4
• 化学式: C₁₃H₁₇N₅O₄
• 分子量: 307.31
• InChiKey: LCCLUOXEZAHUNS-QMZDVBQNSA-N

物化性质

• 熔点：
  221-222 °C(lit.)
• 沸点：
  447.81°C (rough estimate)
• 密度：
  1.2370 (rough estimate)
• 溶解度：
  可溶于二恶烷（轻微，超声处理）、DMSO（轻微）、甲醇（轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  8

安全信息

• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

制备方法与用途

应用

2',3'-异丙叉腺苷是一种白色至类白色的粉末或结晶，可用作生化试剂。

文献信息

• Methods of Synthesizing Substituted Purine Compounds
  申请人：EPIZYME, INC.

  公开号：US20150011495A1

  公开（公告）日：2015-01-08

  The present invention provides an efficient process for the synthesis of (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((((1r,3S)-3-(2-(5-(tert-butyl)-1H-benzo[d]imidazol-2-yl)ethyl)cyclobutyl)(isopropyl)amino)methyl)tetrahydrofuran-3,4-diol and hydrates thereof and methods for treating disorders in which DOT1-mediated protein methylation plays a part, such as cancer and neurological disorders, by administering these compounds and pharmaceutical compositions to subjects in need thereof. The present invention also provides novel crystalline forms of (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((((1r,3S)-3-(2-(5-(tert-butyl)-1H-benzo[d]imidazol-2-yl)ethyl)cyclobutyl)(isopropyl)amino)methyl)tetrahydrofuran-3,4-diol and hydrates thereof (Form A, Form B, and Form C), characterized by a unique X-ray diffraction pattern and Differential Scanning Calorimetry profile, as well as a unique crystalline structure.

  本发明提供了一种有效的合成过程，用于合成(2R,3R,4S,5R)-2-(6-氨基-9H-嘌呤-9-基)-5-((((1r,3S)-3-(2-(5-(叔丁基)-1H-苯并[d]咪唑-2-基)乙基)环丁基)(异丙基)氨基)甲基)四氢呋喃-3,4-二醇及其水合物，并通过向需要治疗DOT1介导的蛋白质甲基化在内的疾病的受试者投与这些化合物和制药组合物来治疗这些疾病，例如癌症和神经系统疾病。本发明还提供了(2R,3R,4S,5R)-2-(6-氨基-9H-嘌呤-9-基)-5-((((1r,3S)-3-(2-(5-(叔丁基)-1H-苯并[d]咪唑-2-基)乙基)环丁基)(异丙基)氨基)甲基)四氢呋喃-3,4-二醇及其水合物的新型晶体形式(Form A、Form B和Form C)，其具有独特的X射线衍射图案和差示扫描量热分析曲线，以及独特的晶体结构。
• METHODS OF SYNTHESIZING SUBSTITUTED PURINE COMPOUNDS
  申请人：EPIZYME, INC.

  公开号：US20160024134A1

  公开（公告）日：2016-01-28

  The present invention provides an efficient process for the synthesis of (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((((1r,3S)-3-(2-(5-(tert-butyl)-1H-benzo[d]imidazol-2-yl)ethyl)cyclobutyl)(isopropyl)amino)methyl)tetrahydrofuran-3,4-diol and hydrates thereof and methods for treating disorders in which DOT1-mediated protein methylation plays a part, such as cancer and neurological disorders, by administering these compounds and pharmaceutical compositions to subjects in need thereof. The present invention also provides novel crystalline forms of (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((((1r,3S)-3-(2-(5-(tert-butyl)-1H-benzo[d]imidazol-2-yl)ethyl)cyclobutyl)(isopropyl)amino)methyl)tetrahydrofuran-3,4-diol and hydrates thereof (Form A, Form B, and Form C), characterized by a unique X-ray diffraction pattern and Differential Scanning calorimetry profile, as well as a unique crystalline structure.

  本发明提供了一种有效的合成(2R,3R,4S,5R)-2-(6-氨基-9H-嘌呤-9-基)-5-((((1r,3S)-3-(2-(5-(叔丁基)-1H-苯并[d]咪唑-2-基)乙基)环丁基)(异丙基)氨基)甲基)四氢呋喃-3,4-二醇及其水合物的过程，并通过向需要治疗DOT1介导的蛋白质甲基化在其中发挥作用的疾病（如癌症和神经系统疾病）的受试者施用这些化合物和药物组合物的方法。本发明还提供了(2R,3R,4S,5R)-2-(6-氨基-9H-嘌呤-9-基)-5-((((1r,3S)-3-(2-(5-(叔丁基)-1H-苯并[d]咪唑-2-基)乙基)环丁基)(异丙基)氨基)甲基)四氢呋喃-3,4-二醇及其水合物的新晶体形式(Form A, Form B和Form C)，其具有独特的X射线衍射图案和差示扫描量热分析谱，以及独特的晶体结构。
• Modulators of Histone Methyltransferase, and Methods of Use Thereof
  申请人：Chesworth Richard

  公开号：US20130310333A1

  公开（公告）日：2013-11-21

  Disclosed are compounds, pharmaceutical compositions containing the compounds, and the uses of the compounds and compositions as modulators of histone methyltransferases, and for treating diseases influenced by modulation of histone methyltransferase activity.
• US7511133B2
  申请人：——

  公开号：US7511133B2

  公开（公告）日：2009-03-31
• US9029343B2
  申请人：——

  公开号：US9029343B2

  公开（公告）日：2015-05-12