5-乙酰基-6-羟基-4-甲基-1H-吡啶-2-酮 | 37029-64-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-乙酰基-6-羟基-4-甲基-1H-吡啶-2-酮
• 英文名称: 2,6-Dihydroxy-3-acetyl-4-methylpyridin
• 英文别名: 3-Acetyl-2,6-dihydroxy-4-methylpyridin；3-acetyl-6-hydroxy-4-methyl-2-pyridone；5-acetyl-6-hydroxy-4-methyl-1H-pyridin-2-one
• CAS: 37029-64-4
• 化学式: C₈H₉NO₃
• 分子量: 167.164
• InChiKey: KXAZVCRSYYAAAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  5-乙酰基-6-羟基-4-甲基-1H-吡啶-2-酮 以96%的产率得到
  参考文献：
  名称：

  DIMROTH P.; RADTKE V., LIEBIGS ANN. OHEM., 1979, NO 6, 769-775

  摘要：

  DOI：
• 作为产物：
  描述：

  5-acetyl-1,6-dihydroxy-4-methyl-2(1H)-pyridone 在 氢气 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以80%的产率得到5-乙酰基-6-羟基-4-甲基-1H-吡啶-2-酮
  参考文献：
  名称：

  Cell active and functionally-relevant small-molecule agonists of calcitonin receptor

  摘要：

  The natural calcitonin (CT) receptor and its peptide agonists are considered validated targets for drug discovery. A small molecule agonist, SUN-B8155, has previously been shown to efficiently activate cellular CTR. Herein, we report the synthesis of a series of compounds (S8155 1-9) derived from SUN-B8155, and investigate the structural-functional relationship, bias properties and their cellular activity profile. We discover that the N-hydroxyl group from the pyridone ring is required for G protein activity and its affinity to the CT receptor. Among the compounds studied, S8155-7 exhibits improved G protein activity while S8155-4 displays a significant beta-arrestin-2 signaling bias. Finally, we show that both S8155-4 and S8155-7 inhibit tumour cell invasion through CTR activation. These two compounds are anticipated to find extensive applications in chemical biology research as well drug development efforts targeting CT receptor.

  DOI：

  10.1016/j.bioorg.2020.103596

文献信息

• HYBRIDE NANOPARTIKEL
  申请人：BASF SE

  公开号：EP2164806A2

  公开（公告）日：2010-03-24
• HYBRID NANOPARTICLES
  申请人：Gonzalez Monica Fernandez

  公开号：US20100184887A1

  公开（公告）日：2010-07-22

  Particles obtainable by the reaction of compounds which can form inorganic nanoparticles with organic molecules which comprise functional groups, and the use of these particles for the finishing of inanimate organic polymers, in particular for stabilization against the effect of UV radiation. Liquid formulations which comprise such particles, and also methods for the preparation of the particles and their liquid formulations. Powders which are obtainable from the abovementioned liquid formulations and also liquid formulations which are obtainable by redispersing the powders. Use of nanoparticles with organic light-absorbing compounds attached to the surfaces thereof for stabilizing polymers against the effect of light, free radicals or heat.
• [DE] HYBRIDE NANOPARTIKEL<br/>[EN] HYBRID NANOPARTICLES<br/>[FR] NANOPARTICULES HYBRIDES
  申请人：BASF SE

  公开号：WO2009003981A2

  公开（公告）日：2009-01-08

  Teilchen, erhältlich durch die Umsetzung von Verbindungen, die anorganische Nanopartikel bilden können, mit organischen Molekülen, die funktionelle Gruppen enthalten sowie die Verwendung dieser Teilchen zur Ausrüstung unbelebter organischer Polymere, insbesondere zur Stabilisierung gegen die Einwirkung von UV-Strahlung. Flüssige Formulierungen, die solche Teilchen enthalten, sowie Verfahren zur Herstellung der Teilchen und ihrer flüssigen Formulierungen. Pulver, die aus den oben genannten flüssigen Formulierungen erhältlich sind und auch flüssige Formulierungen, die durch Redispergierung der Pulver erhältlich sind. Verwendung von Nanopartikeln, an deren Oberfläche organische, lichtabsorbierende Verbindungen angebunden sind zur Stabilisierung von Polymeren gegen die Einwirkung von Licht, Radikalen oder Hitze.