9-propylhypoxanthine | 6972-38-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 9-propylhypoxanthine
• 英文别名: 9-n-Propylhypoxanthin；9-Propyl-6-hydroxy-9H-purin；9-propyl-1,9-dihydro-purin-6-one；9-Propyl-1H-purin-6(9H)-one；9-propyl-1H-purin-6-one
• CAS: 6972-38-9
• 化学式: C₈H₁₀N₄O
• 分子量: 178.194
• InChiKey: CFVLOIWZKLJNRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  59.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酰氯 、 9-propylhypoxanthine 以 氘代氯仿 为溶剂， 反应 5.5h， 以24%的产率得到9-propyl-6-acetoxypurine
  参考文献：
  名称：

  Ring-Centered Heterocyclic Cations and the Direct Heteroarylation of Aromatic and Heterocyclic Compounds¹

  摘要：

  [GRAPHICS]The protonation of heterocyclic diazotates (attachment adjacent to a nitrogen atom) yields ring-centered heterocyclic carbocations that are highly reactive. The carbocations were found to alkylate aromatic and heterocyclic compounds, such as benzene, N-methylpyrrole, and 2-aminopyridine, in reactions that are synthetically useful. This carbocation involvement may serve as a paradigm for the cross-linking of DNA by nitrous acid and the anticancer activity of heterocyclic diazotates.

  DOI：

  10.1021/ol990310q
• 作为产物：
  描述：

  9-丙基-9H-嘌呤-6-胺 在 sodium nitrite 作用下， 以 acetate buffer 为溶剂， 反应 16.0h， 以59%的产率得到9-propylhypoxanthine
  参考文献：
  名称：

  Ring-Centered Heterocyclic Cations and the Direct Heteroarylation of Aromatic and Heterocyclic Compounds¹

  摘要：

  [GRAPHICS]The protonation of heterocyclic diazotates (attachment adjacent to a nitrogen atom) yields ring-centered heterocyclic carbocations that are highly reactive. The carbocations were found to alkylate aromatic and heterocyclic compounds, such as benzene, N-methylpyrrole, and 2-aminopyridine, in reactions that are synthetically useful. This carbocation involvement may serve as a paradigm for the cross-linking of DNA by nitrous acid and the anticancer activity of heterocyclic diazotates.

  DOI：

  10.1021/ol990310q

文献信息

• Photolysis of Thiopurines in the Presence of Oxygen⁺
  作者：Grażyna Wenska、Stefan Paszyc

  DOI：10.1515/znb-1981-1224

  日期：1981.12.1

  Irradiation (λ > 290 nm) of 6-thiopurine and some 9-substituted 6-thiopurines in oxygen saturated tert-butanol leads to hypoxanthine, purine and purine-6-sulfonic acid or their substituted derivatives. Purine and hypoxanthine formation can be sensitized with dyes. The reaction of 6-thiopurine with singlet oxygen has also been performed with purine and hypoxanthine among other products. It seems however that ¹O₂ is not an important intermediate in the photooxygenation. The photoreaction may have some synthetic value. Hypoxanthines (~50%) or purines (35-45%) were obtained depending on the solvent used.

  摘要：在饱和氧化的叔丁醇中辐照（λ> 290 nm）6-硫代嘌呤和一些9-取代的6-硫代嘌呤会导致次黄嘌呤、嘌呤和嘌呤-6-磺酸或其取代衍生物的形成。嘌呤和次黄嘌呤的形成可以通过染料进行敏化。6-硫代嘌呤与单重态氧的反应也已经进行，产物包括嘌呤和次黄嘌呤等。然而，看起来1O2在光氧化反应中并不是重要的中间体。光反应可能具有一定的合成价值。根据使用的溶剂不同，可以得到约50％的次黄嘌呤或35-45％的嘌呤。
• [EN] CYCLIC DI-NUCLEOTIDES AS STIMULATOR OF INTERFERON GENES MODULATORS<br/>[FR] DI-NUCLÉOTIDES CYCLIQUES EN TANT QUE STIMULATEURS DE MODULATEURS DE GÈNES D'INTERFÉRON
  申请人：BEIJING XUANYI PHARMASCIENCES CO LTD

  公开号：WO2019043634A2

  公开（公告）日：2019-03-07

  The present disclosure relates to a compound of formulae (I) or (II), or a pharmaceutically acceptable salt, a solvate, a hydrate thereof, a pharmaceutical composition comprising a compound of formulae (I) or (II), and use thereof, wherein various Markush groups are as described herein.