7-Butoxy-2,3-dihydrochromen-4-one | 1000817-01-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-Butoxy-2,3-dihydrochromen-4-one
• 英文别名: 7-butoxy-2,3-dihydrochromen-4-one
• CAS: 1000817-01-5
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: YEKXLCDUKQIQPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-Butoxy-2,3-dihydrochromen-4-one 、 3,4-二羟基苯甲醛 在 盐酸 、 溶剂黄146 作用下， 反应 24.0h， 以70%的产率得到(3E)-7-butoxy-3-[(3,4-dihydroxyphenyl)methylidene]chromen-4-one
  参考文献：
  名称：

  Synthesis and antioxidant properties of substituted 3-benzylidene-7-alkoxychroman-4-ones

  摘要：

  A series of 3-benzylidene-7-alkoxychroman-4-one derivatives were synthesized and evaluated for their antioxidant activities. The antioxidant activity was assessed using three methods, namely, 1, 1 -diphenyl-2-picrylhydrazy] (DPPH) radical scavenging, ferric reducing antioxidant power (FRAP), and thiobarbituric acid reactive substances (TBARS) assays. 3-Benzylidene-7-alkoxychroman-4-one derivatives bearing catecholic group on benzylidene moiety exhibited excellent antioxidant activity. Compounds having catechol moiety exhibited potent antioxidant activities in all tested methods and they were more active than the reference drug, Trolox. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.034
• 作为产物：
  描述：

  7-羟基色满-4-酮 、 1-碘丁烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以82%的产率得到7-Butoxy-2,3-dihydrochromen-4-one
  参考文献：
  名称：

  Synthesis and antioxidant properties of substituted 3-benzylidene-7-alkoxychroman-4-ones

  摘要：

  A series of 3-benzylidene-7-alkoxychroman-4-one derivatives were synthesized and evaluated for their antioxidant activities. The antioxidant activity was assessed using three methods, namely, 1, 1 -diphenyl-2-picrylhydrazy] (DPPH) radical scavenging, ferric reducing antioxidant power (FRAP), and thiobarbituric acid reactive substances (TBARS) assays. 3-Benzylidene-7-alkoxychroman-4-one derivatives bearing catecholic group on benzylidene moiety exhibited excellent antioxidant activity. Compounds having catechol moiety exhibited potent antioxidant activities in all tested methods and they were more active than the reference drug, Trolox. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.034

文献信息

• ANTIDIABETIC BICYCLIC COMPOUNDS
  申请人：Merck & Co., Inc.

  公开号：EP1846379B1

  公开（公告）日：2009-08-19
• Antidiabetic Bicyclic Compounds
  申请人：Ge Min

  公开号：US20090312303A1

  公开（公告）日：2009-12-17

  Bicyclic compounds containing a phenyl or pyridyl ring fused to a cycloalkyl or heterocyclic ring, to which is attached a 5-membered heterocyclic ring, including pharmaceutically acceptable salts and prodrugs thereof, are agonists of G-protein coupled receptor 40 (GPR40) and are useful as therapeutic compounds, particularly in the treatment of Type 2 diabetes mellitus, and of conditions that are often associated with this disease, including obesity and lipid disorders, such as mixed or diabetic dyslipidemia, hyperlipidemia, hypercholesterolemia, and hypertriglyceridemia.
• US7759493B2
  申请人：——

  公开号：US7759493B2

  公开（公告）日：2010-07-20
• [EN] ANTIDIABETIC BICYCLIC COMPOUNDS<br/>[FR] COMPOSÉS BICYCLIQUES ANTIDIABÉTIQUES
  申请人：MERCK & CO INC

  公开号：WO2008054674A2

  公开（公告）日：2008-05-08

  [EN] Biaryl ethers in which one of the aromatic pngs is fused to a cycloalkyl or heterocyclic png, which is attached to a thiazohdinedione or oxazohdmedione png, including pharmaceutically acceptable salts and prodrugs thereof, are agonists of G-protein coupled receptor 40 (GPR40) and are useful as therapeutic compounds, particularly in the treatment of Type 2 diabetes melhtus, and of conditions that often occur with type 2 diabetes, including insulin resistance, obesity, and lipid disorders.
  [FR] L'invention porte: sur des éthers diaryliques dans lesquels l'un des anneaux aromatiques est fusionné à un cycloalkyle ou à un anneau hétérocyclique lié à un anneau de thiazolidinédione ou un anneau d'oxazolidinédione, sur leurs sels pharmacocompatibles, et sur leurs prodrogues. Lesdits éthers sont des agonistes du récepteur 40 couplé à la protéine G (GPR40) et sont des composés thérapeutiques, particulièrement utiles dans le traitement du diabète sucré de type 2 et des états souvent associés dont la résistance à l'insuline, l'obésité et les troubles lipidiques.
• Synthesis and antioxidant properties of substituted 3-benzylidene-7-alkoxychroman-4-ones
  作者：Alireza Foroumadi、Alireza Samzadeh-Kermani、Saeed Emami、Gholamreza Dehghan、Maedeh Sorkhi、Fatemeh Arabsorkhi、Mahmoud Reza Heidari、Mohammad Abdollahi、Abbas Shafiee

  DOI：10.1016/j.bmcl.2007.10.034

  日期：2007.12

  A series of 3-benzylidene-7-alkoxychroman-4-one derivatives were synthesized and evaluated for their antioxidant activities. The antioxidant activity was assessed using three methods, namely, 1, 1 -diphenyl-2-picrylhydrazy] (DPPH) radical scavenging, ferric reducing antioxidant power (FRAP), and thiobarbituric acid reactive substances (TBARS) assays. 3-Benzylidene-7-alkoxychroman-4-one derivatives bearing catecholic group on benzylidene moiety exhibited excellent antioxidant activity. Compounds having catechol moiety exhibited potent antioxidant activities in all tested methods and they were more active than the reference drug, Trolox. (c) 2007 Elsevier Ltd. All rights reserved.