1-(3-Methoxyphenyl)-4-(4-methoxyphenyl)butane-1,4-dione | 133559-45-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-Methoxyphenyl)-4-(4-methoxyphenyl)butane-1,4-dione
• CAS: 133559-45-2
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: DAWYIHFUKHSSEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3-Methoxyphenyl)-4-(4-methoxyphenyl)butane-1,4-dione 、 聚甘氨酸 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 72.0h， 生成 2-(2-(3-methoxyphenyl)-5-(4-methoxyphenyl)-1H-pyrrol-1-yl)acetic acid
  参考文献：
  名称：

  Acylguanidine inhibitors of β-secretase: Optimization of the pyrrole ring substituents extending into the S1 and S3 substrate binding pockets

  摘要：

  Proteolytic cleavage of amyloid precursor protein by beta-secretase (BACE-1) and gamma-secretase leads to formation of beta-amyloid (A beta) a key component of amyloid plaques, which are considered the hallmark of Alzheimer's disease. Small molecule inhibitors of BACE-1 may reduce levels of A beta and thus have therapeutic potential for treating Alzheimer's disease. We recently reported the identification of a novel small molecule BACE-1 inhibitor N-[2-(2,5-diphenyl-pyrrol-1-yl)-acetyl]guanidine (3.a.1). We report here the initial hit-to-lead optimization of this hit and the SAR around the aryl groups occupying the S-1 and S-2' pockets leading to submicromolar BACE-1 inhibitors. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.010
• 作为产物：
  描述：

  alpha-溴-4-甲氧基苯乙酮 、 3-甲氧基苯乙酮 在 二乙胺 、 zinc(II) chloride 、 叔丁醇 作用下， 以 甲苯 为溶剂， 生成 1-(3-Methoxyphenyl)-4-(4-methoxyphenyl)butane-1,4-dione
  参考文献：
  名称：

  Acylguanidine inhibitors of β-secretase: Optimization of the pyrrole ring substituents extending into the S1 and S3 substrate binding pockets

  摘要：

  Proteolytic cleavage of amyloid precursor protein by beta-secretase (BACE-1) and gamma-secretase leads to formation of beta-amyloid (A beta) a key component of amyloid plaques, which are considered the hallmark of Alzheimer's disease. Small molecule inhibitors of BACE-1 may reduce levels of A beta and thus have therapeutic potential for treating Alzheimer's disease. We recently reported the identification of a novel small molecule BACE-1 inhibitor N-[2-(2,5-diphenyl-pyrrol-1-yl)-acetyl]guanidine (3.a.1). We report here the initial hit-to-lead optimization of this hit and the SAR around the aryl groups occupying the S-1 and S-2' pockets leading to submicromolar BACE-1 inhibitors. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.010

文献信息

• Synthesis of 1,4-dicarbonyl compounds and 4-keto pimelates by palladium-catalyzed carbonylation of siloxycyclopropanes
  作者：Satoshi Aoki、Eiichi Nakamura

  DOI：10.1016/s0040-4020(01)86434-6

  日期：1991.1

  Palladium-catalyzed reaction of a siloxycyclopropane with an aryl triflate under carbon monoxide pressure (10-20 atm) in HMPA and that with carbon monoxide in chloroform provides new synthetic routes to 1,4-dicarbonyl compounds and 4-keto pimelates, respectively. The reaction of a siloxycyclopropane with a vinyl triflate, on the other hand, gives an acyloxycyclopropane instead.
• AOKI, SATOSHI;NAKAMURA, EIICHI, SYNLETT.,(1990) N2, C. 741-742
  作者：AOKI, SATOSHI、NAKAMURA, EIICHI

  DOI：——

  日期：——