9-环丁基嘌呤-6-胺 | 132406-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 9-环丁基嘌呤-6-胺
• 英文名称: N9-Cyclobutyladenine
• 英文别名: 9-cyclobutyl-9H-adenine；9H-Purin-6-amine, 9-cyclobutyl-；9-cyclobutylpurin-6-amine
• CAS: 132406-73-6
• 化学式: C₉H₁₁N₅
• 分子量: 189.22
• InChiKey: JGFAEEKLMAWINF-UHFFFAOYSA-N

物化性质

• 熔点：
  163-165 °C
• 沸点：
  435.2±48.0 °C(Predicted)
• 密度：
  1.66±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  69.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-环丁基嘌呤-6-胺 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 52.0h， 以51%的产率得到8-bromo-9-cyclobutyl-9H-adenine
  参考文献：
  名称：

  8-Bromo-9-alkyl adenine derivatives as tools for developing new adenosine A2A and A2B receptors ligands

  摘要：

  Importance of making available selective adenosine receptor antagonists is boosted by recent findings of adenosine involvement in many CNS dysfunctions. In the present work a series of 8-bromo-9-alkyl adenines are prepared and fully characterized in radioligand binding assays or functional cyclase experiments in respect to their interaction with all the four adenosine receptor subtypes. Results show that the presence of the bromine atom in 8-position of 9-substituted adenines promotes in general the interaction with the adenosine receptors, in particular at the A(2A) subtype. The present study also demonstrates that adenine derivatives could be a good starting point to obtain selective adenosine A(2B) receptor antagonists. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.02.030
• 作为产物：
  描述：

  6-chloro-9-cyclobutyl-9H-purine 在 氨 作用下， 以74%的产率得到9-环丁基嘌呤-6-胺
  参考文献：
  名称：

  碳环氧杂环丁烷类似物的合成和抗病毒活性。

  摘要：

  由相应的环丁胺制备9-环丁基腺嘌呤（4a），顺式和反式9- [3-（羟甲基）环丁基]腺嘌呤（4b）和9- [3,3-双（羟甲基）环丁基]腺嘌呤（4d）。导数（1a，1b和1d）。还制备了鸟嘌呤同源物（9a，顺式和反式9b和9d）和碳环氧杂环丁霉素G（1'，2'-trans-9f）。我们已经公开了碳氧杂环丁烷素A（1'，2'-trans-4f）和G在体外对单纯疱疹病毒（1型和2型）具有活性，而cis-4b和cis具有活性。 -9b显示了针对人类免疫缺陷病毒（1型）的体外抗逆转录病毒活性。

  DOI：

  10.1248/cpb.38.2719

文献信息

• MARUYAMA, TOKUMI;SATO, YOSHIKO;HORII, TAKAHIKO;SHIOTA, HIROSHI;NITTA, KEI+, CHEM. AND PHARM. BULL., 38,(1990) N0, C. 2719-2725
  作者：MARUYAMA, TOKUMI、SATO, YOSHIKO、HORII, TAKAHIKO、SHIOTA, HIROSHI、NITTA, KEI+

  DOI：——

  日期：——
• USE OF ANTIVIRALS TO INHIBIT PROTOZOAN VIRUSES
  申请人：Washington University

  公开号：US20190307783A1

  公开（公告）日：2019-10-10

  The present disclosure relates to compositions comprising anti-viral therapeutics and methods of use thereof in killing parasites. Also described are methods of treating a parasitic infection; methods of screening a library for compounds effective in treating parasitic infections; and methods of diagnosing a parasitic infection.
• 8-Bromo-9-alkyl adenine derivatives as tools for developing new adenosine A2A and A2B receptors ligands
  作者：Catia Lambertucci、Ippolito Antonini、Michela Buccioni、Diego Dal Ben、Dhuldeo D. Kachare、Rosaria Volpini、Karl-Norbert Klotz、Gloria Cristalli

  DOI：10.1016/j.bmc.2009.02.030

  日期：2009.4

  Importance of making available selective adenosine receptor antagonists is boosted by recent findings of adenosine involvement in many CNS dysfunctions. In the present work a series of 8-bromo-9-alkyl adenines are prepared and fully characterized in radioligand binding assays or functional cyclase experiments in respect to their interaction with all the four adenosine receptor subtypes. Results show that the presence of the bromine atom in 8-position of 9-substituted adenines promotes in general the interaction with the adenosine receptors, in particular at the A(2A) subtype. The present study also demonstrates that adenine derivatives could be a good starting point to obtain selective adenosine A(2B) receptor antagonists. (c) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and antiviral activities of carbocyclic oxetanocin analogues.
  作者：Tokumi MARUYAMA、Yoshiko SATO、Takahiko HORII、Hiroshi SHIOTA、Keiko NITTA、Takuma SHIRASAKA、Hiroaki MITSUYA、Mikio HONJO

  DOI：10.1248/cpb.38.2719

  日期：——

  cyclobutyl]adenine(4d) were prepared from the corresponding cyclobutylamine derivatives (1a, 1b and 1d). Guanine congeners (9a, cis- and trans-9b and 9d) and carbocyclic oxetanocin G (1',2'-trans-9f) were also prepared. Carbocyclic oxetanocin A(1',2'-trans-4f), the preparation of which we have already published, and G were found to be active against herpes simplex virus (type 1 and 2) in vitro, while

  由相应的环丁胺制备9-环丁基腺嘌呤（4a），顺式和反式9- [3-（羟甲基）环丁基]腺嘌呤（4b）和9- [3,3-双（羟甲基）环丁基]腺嘌呤（4d）。导数（1a，1b和1d）。还制备了鸟嘌呤同源物（9a，顺式和反式9b和9d）和碳环氧杂环丁霉素G（1'，2'-trans-9f）。我们已经公开了碳氧杂环丁烷素A（1'，2'-trans-4f）和G在体外对单纯疱疹病毒（1型和2型）具有活性，而cis-4b和cis具有活性。 -9b显示了针对人类免疫缺陷病毒（1型）的体外抗逆转录病毒活性。