9-丁基嘌呤-6-胺 | 2715-70-0

• 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-丁基嘌呤-6-胺
• 英文名称: 9-butyladenine
• 英文别名: 9-butyl-9H-purin-6-amine；9-n-butyladenine；N9-Butyladenine；9H-Purin-6-amine, 9-butyl-；9-butylpurin-6-amine
• CAS: 2715-70-0
• 化学式: C₉H₁₃N₅
• 分子量: 191.236
• InChiKey: BKXMJMZKKNIYRD-UHFFFAOYSA-N

物化性质

• 熔点：
  116 °C
• 沸点：
  392.2±45.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• 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

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P305+P351+P338,P332+P313,P337+P313,P362
• 危险性描述：
  H315,H319
• 储存条件：
  储存条件：2-8°C，避光，惰性气体环境。

反应信息

• 作为反应物：
  描述：

  9-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 40.0h， 以41%的产率得到8-溴-9-丁基-9h-嘌呤-6-胺
  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：

  9-丁基-6-氯嘌呤 在 乙醇 、 氨 作用下， 生成 9-丁基嘌呤-6-胺
  参考文献：
  名称：

  Synthesis of Potential Anticancer Agents. XII. 9-Alkyl-6-substituted-purines²

  摘要：

  DOI：

  10.1021/ja01535a041

文献信息

• [EN] CYCLOBUTYL NUCLEOSIDE ANALOGS AS ANTI-VIRALS<br/>[FR] ANALOGUES NUCLÉOSIDIQUES CYCLOBUTYLIQUES UTILISÉS COMME ANTI-VIRAUX
  申请人：JANSSEN BIOPHARMA INC

  公开号：WO2020121122A1

  公开（公告）日：2020-06-18

  Described herein are cyclobutyl nucleoside analogs of Formula (I), pharmaceutical compositions that include one or more cyclobutyl nucleoside analogs and methods of using the same to treat HBV, HDV and/or HIV.

  本文描述了公式（I）的环丁基核苷类似物，包括一种或多种环丁基核苷类似物的药物组合物，以及使用它们治疗乙型肝炎病毒（HBV）、丁型肝炎病毒（HDV）和/或人类免疫缺陷病毒（HIV）的方法。
• Intramolecular hydrogen bonding studies for a series of dipurinyl-2,6-pyridinedicarboxamides
  作者：Geoffrey T. Crisp、Yu-Lin Jiang

  DOI：10.1016/s0040-4020(98)01053-9

  日期：1999.1

  A series of potential receptor molecules based on the dipurinyl-2,6-pyridinedicarboxamide motif has been prepared and the intramolecular hydrogen bonding characterised by 1H NMR and FT-IR spectroscopies. The hydrogen bonding gives rise to a preferential planar, cis conformation for the molecules. The planar nature of the unit also gives rise to π-π stacking as shown by 1H NMR dilution experiments.

  制备了一系列基于二嘌呤基-2,6-吡啶二甲酰胺基序的潜在受体分子，并通过1 H NMR和FT-IR光谱对分子内氢键进行了表征。氢键对分子产生优先的平面顺式构象。单元的平面性质也引起π-π堆积，如1 H NMR稀释实验所示。
• Adenine-based receptor for dicarboxylic acids
  作者：Kumaresh Ghosh、Tanushree Sen、Roland Fröhlich

  DOI：10.1016/j.tetlet.2007.07.110

  日期：2007.9

  fluorescent receptor 1 was designed and synthesized for the selective recognition of dicarboxylic acids in CH3CN. The recognition takes place through the Hoogsteen binding site of adenine with concomitant PET quenching of the anthracene moiety. The carboxylic acid binding to 1 was investigated by 1H NMR, X-ray, UV–vis, and fluorescence spectroscopic methods. The Hoogsteen (HG) cleft of receptor 1 is found

  设计并合成了基于腺嘌呤的荧光受体1，用于选择性识别CH 3 CN中的二羧酸。识别是通过腺嘌呤的Hoogsteen结合位点和伴随的蒽部分的PET猝灭进行的。通过1 H NMR，X射线，UV-vis和荧光光谱法研究了与1结合的羧酸。发现受体1的Hoogsteen（HG）裂隙对戊二酸具有选择性。
• Anthracene coupled adenine for the selective sensing of copper ions
  作者：Kumaresh Ghosh、Tanushree Sen

  DOI：10.3762/bjoc.6.44

  日期：——

  Anthracene-based adenines 1 and 2 have been designed and synthesized, and their metal ion recognition properties have been established fluorometrically. Both molecules exhibit Cu²⁺ induced ON-OFF type signaling patterns over the other representative metal ions studied. Compound 1 exhibits 97% quenching of emission in the presence of Cu²⁺ whilst derivative 2 shows 81% quenching under similar experimental conditions.

  基于蒽的腺嘌呤1和2已经设计并合成，他们的金属离子识别性质已经通过荧光法建立。这两种分子在研究的其他代表性金属离子中均表现出Cu2+诱导的开关式信号模式。化合物1在Cu2+存在时表现出97%的发射熄灭，而衍生物2在类似实验条件下显示81%的熄灭。
• Molecular recognition in micelles: the roles of hydrogen bonding and hydrophobicity in adenine-thymine base-pairing in SDS micelles
  作者：James S. Nowick、Jenny S. Chen、Glenn Noronha

  DOI：10.1021/ja00070a007

  日期：1993.8

  paper describes a new class of molecular receptors 2 that bind adenine derivatives 3 in aqueous solution by means of hydrogen bonding (base-pairing). The receptors are supramolecular assemblies of thymine groups embedin micelles, which self-assemble when (thyminylalkyl)ammonium salts 1 [Thy-(CH 2 ) n -N + Me 3 ] are mixed with aqueous sodium dodecyl sulfate (SDS) solutions. NMR titration studies and Job's

  本文描述了一类新的分子受体 2，它们通过氢键（碱基配对）在水溶液中结合腺嘌呤衍生物 3。受体是嵌入胶束的胸腺嘧啶基团的超分子组装体，当（胸腺嘧啶烷基）铵盐 1 [Thy-(CH 2 ) n -N + Me 3 ] 与十二烷基硫酸钠 (SDS) 水溶液混合时，胶束会自组装。NMR 滴定研究和 Job 的方法表明，结合以 1:1 的腺嘌呤-胸腺嘧啶化学计量发生，其方式与胶束内的碱基配对一致。在没有 SDS 的情况下，碱基堆积优先于碱基配对

表征谱图