1-(3-乙基-2-羟基-苯基)-乙酮 | 103323-22-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(3-乙基-2-羟基-苯基)-乙酮
• 英文名称: 1-(3-ethyl-2-hydroxy-phenyl)-ethanone
• 英文别名: 1-(3-Aethyl-2-hydroxy-phenyl)-aethanon；2-Hydroxy-3-ethyl-acetophenon；1-(3-Ethyl-2-hydroxyphenyl)ethanone
• CAS: 103323-22-4
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: NGLBEZLBXYVEMM-UHFFFAOYSA-N

物化性质

• 熔点：
  43-44 °C
• 沸点：
  213 °C
• 密度：
  1.078±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴代异丁烷 、 1-(3-乙基-2-羟基-苯基)-乙酮 在 sodium ethanolate 、 sodium iodide 作用下， 以 乙醇 为溶剂， 生成 1-(3-Ethyl-2-isobutoxy-phenyl)-ethanone
  参考文献：
  名称：

  Schroetter; Schubert, Pharmazie, 1970, vol. 25, # 4, p. 242 - 245

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酸 2-乙基苯酯 在 三氯化铝 作用下， 生成 1-(3-乙基-2-羟基-苯基)-乙酮
  参考文献：
  名称：

  v. Auwers; Mauss, Justus Liebigs Annalen der Chemie, 1928, vol. 460, p. 266

  摘要：

  DOI：

文献信息

• Process of producing 2-cyano-4-oxo-4H-benzopyran compounds
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0634409A1

  公开（公告）日：1995-01-18

  There is disclosed a process of producing a 2-cyano-4-oxo-4H-benzopyran compound of the general formula (2): wherein R¹ and R² are independently hydrogen, halogen, hydroxy, C₁-C₅ alkyl, C₁-C₅ alkoxy, nitro or a group of the RCONH wherein R is C₁-C₂₀ alkyl, phenyl, phenyl-substituted (C₁-C₂₀)alkyl, phenyl(C₁-C₂₀)alkoxyphenyl or (C₁-C₂₀)alkoxyphenyl. This production process is characterized in that a carboxamide of the general formula (1): wherein R¹ and R² are each as defined above, is reacted with a dehydrating agent in the presence of a pyridine compound of the general formula (4): wherein A¹ and A² are independently hydrogen or C₁-C₅ alkyl. If the final product cannot be obtained as crystals having good filtration properties by ordinary treatments, a novel technique as disclosed herein can provide such crystals by dissolving the reaction product in an organic solvent insoluble or slightly soluble in water; pouring the resultant solution into water; and removing the organic solvent by distillation with stirring to effect the crystallization of the final product.

  本发明公开了一种通式（2）的 2-氰基-4-氧代-4H-苯并吡喃化合物的生产工艺： 其中 R¹ 和 R² 独立地为氢、卤素、羟基、C₁-C₅ 烷基、C₁-C₅ 烷氧基、硝基或 RCONH 的基团，其中 R 为 C₁-C₂₀ 烷基、苯基、苯基取代(C₁-C₂₀)烷基、苯基(C₁-C₂₀)烷氧基苯基或(C₁-C₂₀)烷氧基苯基。该生产工艺的特征在于通式(1)的羧酰胺： 其中 R¹ 和 R² 均如上定义，在通式（4）的吡啶化合物存在下与脱水剂反应： 其中 A¹ 和 A² 独立地为氢或 C₁-C₅ 烷基。如果通过普通的处理方法无法获得具有良好过滤性能的结晶体，那么本文公开的一种新技术可以提供这种结晶体，其方法是将反应产物溶解在不溶于水或微溶于水的有机溶剂中；将所得溶液倒入水中；然后在搅拌下通过蒸馏除去有机溶剂，以实现最终产物的结晶。
• Synthesis and biological evaluation of phenoxyacetic acid derivatives as novel free fatty acid receptor 1 agonists
  作者：Xuekun Wang、Tianxiao Zhao、Baowei Yang、Zheng Li、Jian Cui、Yuxuan Dai、Qianqian Qiu、Hao Qiang、Wenlong Huang、Hai Qian

  DOI：10.1016/j.bmc.2014.11.016

  日期：2015.1

  Free fatty acid receptor 1 (FFA1) is a new potential drug target for the treatment of type 2 diabetes because of its role in amplifying glucose-stimulated insulin secretion in pancreatic β-cell. In the present studies, we identified phenoxyacetic acid derivative (18b) as a potent FFA1 agonist (EC50=62.3 nM) based on the structure of phenylpropanoic acid derivative 4p. Moreover, compound 18b could significantly improve oral glucose tolerance in ICR mice and dose-dependently reduced glucose levels in type 2 diabetic C57BL/6 mice without observation of hypoglycemic side effect. Additionally, compound 18b exhibited acceptable PK profiles. In summary, compound 18b with ideal PK profiles exhibited good activity in vitro and in vivo, and might be a promising drug candidate for the treatment of diabetes mellitus.
• US5659051A
  申请人：——

  公开号：US5659051A

  公开（公告）日：1997-08-19
• v. Auwers; Mauss, Justus Liebigs Annalen der Chemie, 1928, vol. 460, p. 266
  作者：v. Auwers、Mauss

  DOI：——

  日期：——
• Schroetter; Schubert, Pharmazie, 1970, vol. 25, # 4, p. 242 - 245
  作者：Schroetter、Schubert

  DOI：——

  日期：——