2-chloro-9-(2'-deoxxy-β-D-erythro-pentofuranosyl)-6-<(2-hydroxyethyl)amino>-9H-purine | 146196-09-0

• 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-chloro-9-(2'-deoxxy-β-D-erythro-pentofuranosyl)-6-<(2-hydroxyethyl)amino>-9H-purine
• 英文别名: 2-chloro-9-(2'-deoxy-β-D-erythro-pentofuranosyl)-6-[(hydroxyethyl)amino]-9H-purine；2-chloro-9-(2'-deoxxy-β-D-erythro-pentofuranosyl)-6-[(2-hydroxyethyl)amino]-9H-purine；(2R,3S,5R)-5-[2-chloro-6-(2-hydroxyethylamino)purin-9-yl]-2-(hydroxymethyl)oxolan-3-ol
• CAS: 146196-09-0
• 化学式: C₁₂H₁₆ClN₅O₄
• 分子量: 329.743
• InChiKey: HIGBGXPFPUPYEO-XLPZGREQSA-N

物化性质

• 沸点：
  657.0±65.0 °C(Predicted)
• 密度：
  1.85±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-chloro-9-(2'-deoxxy-β-D-erythro-pentofuranosyl)-6-<(2-hydroxyethyl)amino>-9H-purine 在 溶剂黄146 作用下， 以 水 为溶剂， 生成 2-((2-chloro-9H-purin-6-yl)amino)ethyl-1-ol
  参考文献：
  名称：

  Determination Of 2-Chloro-2′-deoxyadenosine (Antileukemic Agent) and Related Compounds by Electrochemical Method

  摘要：

  Electrochemical method for determination of 2-chloro-2'-deoxyadenosine and related compounds modified in exocyclic 6-NH2 group is described. Electrochemical detection of investigated compounds, based on the electrooxidation process of the adenine moiety, has been performed in aqueous solutions, in the pH range 2-9, on a glassy carbon electrode.

  DOI：

  10.1080/15257779908041649
• 作为产物：
  描述：

  2,6-二氯-9-(3,5-二-O-对甲苯甲酰基-2-脱氧-beta-D-赤式-呋喃戊糖基)嘌呤 、 C.I.酸性橙108 以 甲醇 为溶剂， 以63%的产率得到2-chloro-9-(2'-deoxxy-β-D-erythro-pentofuranosyl)-6-<(2-hydroxyethyl)amino>-9H-purine
  参考文献：
  名称：

  与2-氯-2'-脱氧腺苷有关的碱基修饰的核苷

  摘要：

  合成了含有仲6-NH 2基团（5a-c）或8-Br取代基（9）的2-氯-2'-脱氧腺苷（1a）的衍生物。将它们与含有吡咯并[2,3- b ]吡啶，吡咯并[3,2- c ]吡啶或吡唑并[3,4- d ]嘧啶环系统作为各种白血病细胞系抑制剂的环修饰同类物一起进行了测试。。仅8-Br衍生物9表现出抑制活性，而碱基修饰的同类物没有活性。化合物1a在ap K a = 1.4（2'-脱氧腺苷在p K a= 3.8）。质子化发生在N（7），而不是在dA观察到的N（1）。

  DOI：

  10.1002/hlca.19920750715

文献信息

• Base-Modified Nucleosides Related to 2-Chloro-2?-deoxyadenosine
  作者：Zygmunt Kazimierczuk、Juhani A. Vilpo、Frank Seela

  DOI：10.1002/hlca.19920750715

  日期：1992.11.11

  Derivatives of 2-chloro-2′-deoxyadenosine (1a) containing secondary 6-NH2 groups (5a-c) or a 8-Br substituent (9) were synthesized. They were tested together with ring-modified congeners containing a pyrrolo[2,3-b]pyridine, pyrrolo[3,2-c]pyridine, or pyrazolo[3,4-d]pyrimidine ring system as inhibitors of various leukemic cell lines. Only the 8-Br derivatives 9 showed inhibitory activity, whereas the

  合成了含有仲6-NH 2基团（5a-c）或8-Br取代基（9）的2-氯-2'-脱氧腺苷（1a）的衍生物。将它们与含有吡咯并[2,3- b ]吡啶，吡咯并[3,2- c ]吡啶或吡唑并[3,4- d ]嘧啶环系统作为各种白血病细胞系抑制剂的环修饰同类物一起进行了测试。。仅8-Br衍生物9表现出抑制活性，而碱基修饰的同类物没有活性。化合物1a在ap K a = 1.4（2'-脱氧腺苷在p K a= 3.8）。质子化发生在N（7），而不是在dA观察到的N（1）。
• Determination Of 2-Chloro-2′-deoxyadenosine (Antileukemic Agent) and Related Compounds by Electrochemical Method
  作者：E. Bojarska、Z. Kazimierczuk

  DOI：10.1080/15257779908041649

  日期：1999.4

  Electrochemical method for determination of 2-chloro-2'-deoxyadenosine and related compounds modified in exocyclic 6-NH2 group is described. Electrochemical detection of investigated compounds, based on the electrooxidation process of the adenine moiety, has been performed in aqueous solutions, in the pH range 2-9, on a glassy carbon electrode.