toluene-4-sulfonic acid 4-methyl-5-oxo-2,5-dihydro-furan-3-yl ester | 263765-02-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: toluene-4-sulfonic acid 4-methyl-5-oxo-2,5-dihydro-furan-3-yl ester
• 英文别名: (4-methyl-5-oxo-2H-furan-3-yl) 4-methylbenzenesulfonate
• CAS: 263765-02-2
• 化学式: C₁₂H₁₂O₅S
• 分子量: 268.29
• InChiKey: OFJLYGDCQUAMNH-UHFFFAOYSA-N

物化性质

• 沸点：
  463.0±45.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  toluene-4-sulfonic acid 4-methyl-5-oxo-2,5-dihydro-furan-3-yl ester 在 sodium azide 、 草酰溴 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 β-bromo-α-methylbutenolide
  参考文献：
  名称：

  4-Azidotetronic Acids: A New Class of Azido Derivatives

  摘要：

  4-Azidotetronic derivatives bearing different substituent groups on the carbon atom in position 3 were easily obtained by reaction of the corresponding 4-bromotetronic compounds with sodium azide in methanol at room temperature.

  DOI：

  10.1080/00397910008087364
• 作为产物：
  描述：

  4-羟基-3-甲基-5H-呋喃-2-酮 、 对甲苯磺酰氯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以70%的产率得到toluene-4-sulfonic acid 4-methyl-5-oxo-2,5-dihydro-furan-3-yl ester
  参考文献：
  名称：

  4-Azidotetronic Acids: A New Class of Azido Derivatives

  摘要：

  4-Azidotetronic derivatives bearing different substituent groups on the carbon atom in position 3 were easily obtained by reaction of the corresponding 4-bromotetronic compounds with sodium azide in methanol at room temperature.

  DOI：

  10.1080/00397910008087364

文献信息

• Cyclopentanone derivatives, method of synthesis and uses thereof
  申请人：Neuropharma S.A.

  公开号：EP1939192A1

  公开（公告）日：2008-07-02

  The present invention relates to cyclopentanone derivatives of formula (I), their method of synthesis and uses thereof. Concretely, the compounds disclosed have proved to be inhibitors of glycogen synthase kinase 3β, GSK-3 β, which is known to be involved in different disease and conditions, such as Alzheimer's disease or non-insulin dependent diabetes mellitus. The present invention also relates to pharmaceutical compositions comprising the same. Further, the present invention is directed to the use of the compounds in the manufacture of a medicament for the treatment and/or prevention of a GSK-3 mediated disease or condition.

  本发明涉及公式（I）的环戊酮衍生物，其合成方法及用途。具体来说，所披露的化合物已被证明是糖原合成酶激酶3β（GSK-3β）的抑制剂，GSK-3β已知参与不同疾病和病况，如阿尔茨海默病或非胰岛素依赖型糖尿病。本发明还涉及包含这些化合物的药物组合物。此外，本发明旨在将这些化合物用于制造治疗和/或预防GSK-3介导的疾病或病况的药物。
• [EN] CYCLOPENTANONE DERIVATIVES, METHOD OF SYNTHESIS AND USES THEREOF<br/>[FR] DÉRIVÉES DE CYCLOPENTANONE, LEUR MÉTHODE DE SYNTHÈSE ET LEURS UTILISATIONS
  申请人：NEUROPHARMA SA

  公开号：WO2008080988A2

  公开（公告）日：2008-07-10

  [EN] The present invention relates to cyclopentanone derivatives of formula (I), their method of synthesis and uses thereof. Also, the present invention relates to the use of cyclopentanone derivatives of formula (Ia). Concretely, the compounds disclosed have proved to be inhibitors of glycogen synthase kinase 3ß, GSK-3 ß, which is known to be involved in different disease and conditions, such as Alzheimer's disease or non-insulin dependent diabetes mellitus. The present invention also relates to pharmaceutical compositions comprising the same. Further, the present invention is directed to the use of the compounds in the manufacture of a medicament for the treatment and/or prevention of a GSK-3 mediated disease or condition.
  [FR] L'invention porte sur des dérivées de cyclopentanone de formule (I), leur méthode de synthèse, et leurs utilisations. L'invention porte également sur l'utilisation des dérivées de cyclopentanone de formule (Ia). Concrètement, les composés de l'invention se sont avérés être des inhibiteurs de la kinase de la synthase du glycogène 3ß, GSK-3 ß, que l'on sait être impliquée dans différente maladie et états, dont la maladie d'Alzheimer ou le diabète sucré non insulinodépendant. L'invention porte également sur l'utilisation de ces composés dans la production de médicaments traitant et/ou prévenant des maladie et états médiées par la GSK-3.