(Z)-2-(2,4-dimethoxybenzylidene)-6-hydroxybenzofuran-3(2H)-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 橙酮类黄酮
• 英文名称: (Z)-2-(2,4-dimethoxybenzylidene)-6-hydroxybenzofuran-3(2H)-one
• 英文别名: 2-[(2,4-dimethoxyphenyl)methylene]-6-hydroxy-3(2H)-benzofuranone；(2Z)-2-(2,4-dimethoxybenzylidene)-6-hydroxy-1-benzofuran-3(2H)-one；(2Z)-2-[(2,4-dimethoxyphenyl)methylidene]-6-hydroxy-1-benzofuran-3-one
• 化学式: C₁₇H₁₄O₅
• mdl: MFCD04065081
• 分子量: 298.295
• InChiKey: SUKDSSOVVTVBDK-APSNUPSMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.117
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-2-(2,4-dimethoxybenzylidene)-6-hydroxybenzofuran-3(2H)-one 、 N-(3-氯丙基)吡咯烷盐酸盐 在 potassium carbonate 、 乙醇 、 乙酰氯 作用下， 以 丙酮 为溶剂， 以137 mg的产率得到(Z)-2-(2,4-dimethoxybenzylidene)-6-(3-(pyrrolidin-1-yl)propoxy)benzofuran-3(2H)-one hydrochloride
  参考文献：
  名称：

  Synthesis of aminoalkyl-substituted aurone derivatives as acetylcholinesterase inhibitors

  摘要：

  Alzheimer's disease (AD), a progressive and neurodegenerative disorder of the brain, is the most common cause of dementia among elderly people. To date, the successful therapeutic strategy to treat AD is maintaining the levels of acetylcholine by inhibiting acetylcholinesterase (AChE). In the present study, aurone derivatives were designed and synthesized as AChE inhibitors based on the lead structure of sulfuretin. Of those synthesized, compound 10d showed ca. 1700-fold and 6-fold higher AChE inhibitory activity than sulfuretin and galantamine, respectively. This compound also ameliorated scopolamine-induced memory deficit in mice when administered orally at the dose of 1 and 2 mg/kg. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2014.11.004
• 作为产物：
  描述：

  6-羟基-2H-苯并呋喃-3-酮 、 2,6-二甲氧基苯甲醛 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 生成 (Z)-2-(2,4-dimethoxybenzylidene)-6-hydroxybenzofuran-3(2H)-one
  参考文献：
  名称：

  Benzofuranone derivatives and a method for producing them

  摘要：

  本发明提供了新的苯并呋喃酮衍生物以及用于生产这些衍生物的方法，该方法对于预防和/或治疗激素依赖性疾病的治疗剂非常有用。本发明是由特定通式（I）表示的新苯并呋喃酮衍生物。在生产过程中，特定的苯并呋喃酮化合物和特定的苯甲醛进行反应。

  公开号：

  US06143779A1

文献信息

• Synthesis of anabasine-containing aminomethyl derivatives of 6-hydroxyaurones
  作者：Antonina V. Popova、Svitlana P. Bondarenko、Valentina I. Vinogradova、Mykhaylo S. Frasinyuk

  DOI：10.1007/s10593-019-02444-2

  日期：2019.3

  uAminomethylation of aurones was studied by using anabasine. The reaction in the case of 6-hydroxyaurones was shown to selectively provide 7-aminomethyl-6-hydroxyaurones, while 5-aminomethyl-6-hydroxy-7-methylaurones could be obtained by transamination of 5-dimethylaminomethyl derivatives of 6-hydroxy-7-methylaurones in the presence of anabasine.
• NOVEL BENZOFURANONE DERIVATIVES AND PROCESS FOR PRODUCING THE SAME
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：EP0902022B1

  公开（公告）日：2003-07-30
• US6143779A
  申请人：——

  公开号：US6143779A

  公开（公告）日：2000-11-07
• [EN] DRUGS FROM SUBSTITUTED PHENYL CINNAMYL KETONES<br/>[FR] MÉDICAMENTS OBTENUS À PARTIR DE PHÉNYL CINNAMYL CÉTONES SUBSTITUÉES
  申请人：NANYANG POLYTECHNIC

  公开号：WO2016153432A1

  公开（公告）日：2016-09-29

  The present invention relates to substituted phenyl cinnamyl ketones of Formula (I) for use in therapy: wherein R1 to R11 are defined as described in the specification, or a pharmaceutically acceptable salt, tautomer(s), solvate or polymorph thereof, that are used in the treatment on RNA virus related infections. The present invention also relates to use of the compounds as described in the specification for the manufacture of a medicament in the treatment of a disease associated with RNA virus infections. The present invention also relates a method of preventing or treating a disease associated with a RNA virus related infection comprising administering to a subject in need of treatment a compound as described in the specification, or a pharmaceutically acceptable salt thereof.
• Benzofuranone derivatives and a method for producing them
  申请人：Snow Brand Milk Products Co., Ltd.

  公开号：US06143779A1

  公开（公告）日：2000-11-07

  The present invention provides new benzofuranone derivatives and a method for producing the derivatives useful for a therapeutic agent for preventing and/or treating hormone dependent diseases. The present invention is a new benzofuranone derivative represented by a particular general formula (I). ##STR1## In the production, a particular benzofuranone compound and a particular benzaldehyde are reacted.

  本发明提供了新的苯并呋喃酮衍生物以及用于生产这些衍生物的方法，该方法对于预防和/或治疗激素依赖性疾病的治疗剂非常有用。本发明是由特定通式（I）表示的新苯并呋喃酮衍生物。在生产过程中，特定的苯并呋喃酮化合物和特定的苯甲醛进行反应。