5-methoxy-2-(4-dimethylaminostyryl)benzofuran | 1089681-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 5-methoxy-2-(4-dimethylaminostyryl)benzofuran
• 英文别名: 4-(2-(5-methoxybenzofuran-2-yl)vinyl)-N,N-dimethylbenzenamine；4-[(E)-2-(5-methoxy-1-benzofuran-2-yl)ethenyl]-N,N-dimethylaniline
• CAS: 1089681-28-6
• 化学式: C₁₉H₁₉NO₂
• 分子量: 293.365
• InChiKey: XGPSYXJUIDXLGU-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  25.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methoxy-2-(4-dimethylaminostyryl)benzofuran 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以50%的产率得到5-hydroxy-2-(4-dimethylaminostyryl)benzofuran
  参考文献：
  名称：

  Aminostyrylbenzofuran derivatives as potent inhibitors for Aβ fibril formation

  摘要：

  The synthesis of a novel series of aminostyrylbenzofuran derivatives 1a-w and their inhibitory activities for A beta fibril formation were described. All the synthesized compounds were evaluated by thioflavin T (ThT) assay and displayed potent inhibitory activities for A beta fibril formation. Among them, compounds 1i and 1q exhibited excellent inhibitory activities (IC(50) = 0.07 and 0.08 mu M, respectively) than those of Curcumin (IC(50) = 0.80 mu M) and IMSB (IC(50) = 8.00 mu M) as reference compounds. Both compounds were selected as promising candidates for further biological evaluation. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.111
• 作为产物：
  描述：

  5-methoxy-2-(diethoxyphosphorylmethyl)benzofuran 、 对二甲氨基苯甲醛 在 sodium hexamethyldisilazane 作用下， 反应 1.0h， 生成 5-methoxy-2-(4-dimethylaminostyryl)benzofuran
  参考文献：
  名称：

  Aminostyrylbenzofuran derivatives as potent inhibitors for Aβ fibril formation

  摘要：

  The synthesis of a novel series of aminostyrylbenzofuran derivatives 1a-w and their inhibitory activities for A beta fibril formation were described. All the synthesized compounds were evaluated by thioflavin T (ThT) assay and displayed potent inhibitory activities for A beta fibril formation. Among them, compounds 1i and 1q exhibited excellent inhibitory activities (IC(50) = 0.07 and 0.08 mu M, respectively) than those of Curcumin (IC(50) = 0.80 mu M) and IMSB (IC(50) = 8.00 mu M) as reference compounds. Both compounds were selected as promising candidates for further biological evaluation. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.111

文献信息

• STYRYLBENZOFURAN DERIVATIVES AS INHIBITORS FOR BETA-AMYLOID FIBRIL FORMATION AND PREPARATION METHOD THEREOF
  申请人：Kim Dong Jin

  公开号：US20110124888A1

  公开（公告）日：2011-05-26

  The present invention relates to a novel compound which efficiently inhibits the formation of beta-amyloid fibrils in the brain to be useful for preventing or treating a degenerative brain disease, a method for preparing same, and a pharmaceutical composition comprising same as an active ingredient.

  本发明涉及一种新型化合物，能够有效抑制大脑中β-淀粉样蛋白纤维的形成，可用于预防或治疗退行性脑疾病，以及制备该化合物的方法和包含其作为活性成分的药物组合物。
• Aminostyrylbenzofuran derivatives as potent inhibitors for Aβ fibril formation
  作者：Ji Hun Byun、HyeYun Kim、YoungSoo Kim、Inhee Mook-Jung、Dong Jin Kim、Won Koo Lee、Kyung Ho Yoo

  DOI：10.1016/j.bmcl.2008.08.111

  日期：2008.10

  The synthesis of a novel series of aminostyrylbenzofuran derivatives 1a-w and their inhibitory activities for A beta fibril formation were described. All the synthesized compounds were evaluated by thioflavin T (ThT) assay and displayed potent inhibitory activities for A beta fibril formation. Among them, compounds 1i and 1q exhibited excellent inhibitory activities (IC(50) = 0.07 and 0.08 mu M, respectively) than those of Curcumin (IC(50) = 0.80 mu M) and IMSB (IC(50) = 8.00 mu M) as reference compounds. Both compounds were selected as promising candidates for further biological evaluation. (C) 2008 Elsevier Ltd. All rights reserved.