N-(5'-hydroxypentyl)isoalloxazine | 303-66-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: N-(5'-hydroxypentyl)isoalloxazine
• 英文别名: 10-(ω-Hydroxy-pentyl)-7,8-dimethyl-isoalloxazin；10-(5-hydroxy-pentyl)-7,8-dimethyl-10H-benzo[g]pteridine-2,4-dione；10-(5-hydroxypentyl)-7,8-dimethylbenzo[g]pteridine-2,4(3H,10H)dione；10-(5-hydroxypentyl)-7,8-dimethylbenzo[g]pteridine-2,4(3H,10H)-dione；10-(5-hydroxypentyl)-7,8-dimethylbenzo[g]pteridine-2,4-dione
• CAS: 303-66-2
• 化学式: C₁₇H₂₀N₄O₃
• 分子量: 328.371
• InChiKey: FUNCIMJKZXLDSP-UHFFFAOYSA-N

物化性质

• 密度：
  1.39±0.1 g/cm3(Predicted)
• 熔点：
  293 °C (decomp)(Solv: ethanol (64-17-5))

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(5'-hydroxypentyl)isoalloxazine 在 四溴化碳 、 sodium hydride 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 10-[5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-pentyl]-7,8-dimethyl-10H-benzo[g]pteridine-2,4-dione
  参考文献：
  名称：

  [EN] FLAVIN DERIVATIVES
  [FR] DÉRIVÉS DES FLAVINES

  摘要：

  本发明涉及新型黄素衍生物和其他黄素衍生物，它们的用途和用作核糖开关配体和/或抗感染剂的组合物。该发明还提供了制备新型黄素衍生物的方法。

  公开号：

  WO2011008247A1
• 作为产物：
  描述：

  5-氨基-1-戊醇 在 palladium on activated charcoal boron trioxide 、 sodium tetrahydroborate 、 氢气 、 溶剂黄146 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 2.83h， 生成 N-(5'-hydroxypentyl)isoalloxazine
  参考文献：
  名称：

  [EN] FLAVIN DERIVATIVES
  [FR] DÉRIVÉS DE LA FLAVINE

  摘要：

  本发明涉及新型黄素衍生物和其他黄素衍生物，它们的用途以及用作核糖开关配体和/或抗感染剂的组合物。该发明还提供了制备新型黄素衍生物的方法。

  公开号：

  WO2010019208A1

文献信息

• [EN] FLAVIN DERIVATIVES<br/>[FR] DÉRIVÉS DE LA FLAVINE
  申请人：BIORELIX PHARMACEUTICALS INC

  公开号：WO2010019208A1

  公开（公告）日：2010-02-18

  The present invention relates novel flavin derivatives and other flavin derivatives, their use and compositions for use as riboswitch ligands and/or anti-infectives. The invention also provides method of making novel flavin derivatives.

  本发明涉及新型黄素衍生物和其他黄素衍生物，它们的用途以及用作核糖开关配体和/或抗感染剂的组合物。该发明还提供了制备新型黄素衍生物的方法。
• FLAVIN DERIVATIVES
  申请人：Gadwood Robert

  公开号：US20120077781A1

  公开（公告）日：2012-03-29

  The present invention relates novel flavin derivatives and other flavin derivatives, their use and compositions for use as riboswitch ligands and/or anti-infectives. The invention also provides method of making novel flavin derivatives.

  本发明涉及新型的黄素衍生物和其他黄素衍生物，它们的用途和组合物用作核糖开关配体和/或抗感染剂。本发明还提供了制备新型黄素衍生物的方法。
• Synthesis and Redox Behavior of Flavin Mononucleotide-Functionalized Single-Walled Carbon Nanotubes
  作者：Sang-Yong Ju、Fotios Papadimitrakopoulos

  DOI：10.1021/ja076598t

  日期：2008.1.1

  In this contribution, we describe the synthesis and covalent attachment of an analogue of the flavin mononucleotide (FMN) cofactor onto carboxylic functionalities of single-walled carbon nanotubes (SWNTs). The synthesis of FMN derivative (12) was possible by coupling flavin H-phosphonate (9) with an aliphatic alcohol, using a previously unreported N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride coupling. We found that the flavin moiety of 12-SWNT shows a strong pi-pi interaction with the nanotube side-walls. This leads to a collapsed FMN configuration that quenches flavin photoluminescence (PL). The treatment of 12-SWNT with sodium dodecyl sulfate (SDS) overcomes this strong nanotube/ isoalloxazine interaction and restores the FMN into extended conformation that recovers its luminescence. In addition, redox cycling as well as extended sonication were proven capable to temporally restore PL as well. Cyclic voltammetry of FMN onto SWNT forests indicated profound differences for the extended and collapsed FMN configurations in relation to oxygenated nanotube functionalities that act as mediators. These findings provide a fundamental understanding for flavin-related SWNT nanostructures that could ultimately find a number of usages in nanotube-mediated biosensing devices.
• [EN] FLAVIN DERIVATIVES<br/>[FR] DÉRIVÉS DES FLAVINES
  申请人：BIORELIX INC

  公开号：WO2011008247A1

  公开（公告）日：2011-01-20

  The present invention relates novel flavin derivatives and other flavin derivatives, their use and compositions for use as riboswitch ligands and/or anti-infectives. The invention also provides method of making novel flavin derivatives.

  本发明涉及新型黄素衍生物和其他黄素衍生物，它们的用途和用作核糖开关配体和/或抗感染剂的组合物。该发明还提供了制备新型黄素衍生物的方法。