6-methoxy-2-(methoxymethoxy)benzaldehyde | 73220-19-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-methoxy-2-(methoxymethoxy)benzaldehyde
• 英文别名: 2-methoxy-6-methoxymethoxybenzaldehyde；2-methoxy-6-(methoxymethoxy)benzaldehyde
• CAS: 73220-19-6
• 化学式: C₁₀H₁₂O₄
• 分子量: 196.203
• InChiKey: DTHIVWRAATUFFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-methoxy-2-(methoxymethoxy)benzaldehyde 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 2-羟基-6-甲氧基苯甲醛
  参考文献：
  名称：

  Monomers containing substrate or inhibitor residues for copper amine oxidases and their hydrophilic beaded resins designed for enzyme interaction studies

  摘要：

  Five styrenic monomers, four with aminoalkyl residues typical of copper containing amine oxidase substrates and one with a 2,6-dialkoxybenzylamine residue which mimics previously prepared selective substrate-like benzylamine oxidase inhibitors, have been synthesized and transformed into radical homopolymers, copolymers with N,N-dimethylacrylamide (DMAA), and hydrophilic beaded resins, designed for enzyme interaction studies aimed in finding new materials for highly biospecific chromatographic separations. The five monomers have given beaded resins of 125-500 mum swellable in water with a volume increase of 1200-1500%. The four aminoalkyl monomers have given water soluble copolymers some of which are good substrates of benzylamine oxidase (BAO), diamine oxidase (DAO) and lysyl oxidase (LO), up to 9.7 times better than elastin for LO. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.083
• 作为产物：
  描述：

  2-羟基-6-甲氧基苯甲醛 、 氯甲基甲基醚 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到6-methoxy-2-(methoxymethoxy)benzaldehyde
  参考文献：
  名称：

  EP2123637

  摘要：

  公开号：

文献信息

• Unexpected behavior of the methoxymethoxy group in the metalation/formylation reactions of 3-methoxymethoxyanisole
  作者：Marco Pocci、Vincenzo Bertini、Francesco Lucchesini、Angela De Munno、Nevio Picci、Francesca Iemma、Silvana Alfei

  DOI：10.1016/s0040-4039(00)02230-9

  日期：2001.2

  The formation of tetrasubstituted benzenes and doubly lithiated intermediates in metalation/formylation reactions of 3-methoxymethoxyanisole has been observed with the methoxymethoxy group acting as a leaving group in some cases.

  在3-甲氧基甲氧基苯甲醚的金属化/甲酰化反应中已经观察到四取代的苯和双锂化的中间体的形成，在某些情况下甲氧基甲氧基作为离去基团。
• NOVEL CURCUMIN DERIVATIVE
  申请人：Takahashi Takashi

  公开号：US20100048901A1

  公开（公告）日：2010-02-25

  The present invention provides a novel compound that is structurally similar to curcumin and has a suppressive effect on Aβ aggregation, a degradative effect on Aβ aggregates, an inhibitory effect on β-secretase, and a protective effect on neurons. The novel compound is a compound represented by the following general formula (Ia) or a salt thereof: wherein R 1 represents a 4-hydroxy-3-methoxyphenyl group or the like, and R 2 represents a 1H-indol-6-yl group or the like.

  本发明提供了一种新型化合物，其结构类似于姜黄素，并具有抑制Aβ聚集、降解Aβ聚集体、抑制β-分泌酶以及保护神经元的作用。该新型化合物是由以下通式(Ia)或其盐所表示的化合物：其中，R1表示4-羟基-3-甲氧基苯基或类似基团，R2表示1H-吲哚-6-基基或类似基团。
• Curcumin derivative
  申请人：Takahashi Takashi

  公开号：US08962674B2

  公开（公告）日：2015-02-24

  The present invention provides a novel compound that is structurally similar to curcumin and has a suppressive effect on Aβ aggregation, a degradative effect on Aβ aggregates, an inhibitory effect on β-secretase, and a protective effect on neurons. The novel compound is a compound represented by the following general formula (Ia) or a salt thereof: wherein R1 represents a 4-hydroxy-3-methoxyphenyl group or the like, and R2 represents a 1H-indol-6-yl group or the like.

  本发明提供了一种新型化合物，其结构类似于姜黄素，并具有抑制Aβ聚集、降解Aβ聚集物、抑制β-分泌酶和保护神经元的作用。该新型化合物是由以下一般式(Ia)表示的化合物或其盐：其中R1代表4-羟基-3-甲氧基苯基或类似物，R2代表1H-吲哚-6-基基或类似物。
• Design and synthesis of curcumin derivatives as tau and amyloid β dual aggregation inhibitors
  作者：Michiaki Okuda、Ichiro Hijikuro、Yuki Fujita、Takayuki Teruya、Hirochika Kawakami、Takashi Takahashi、Hachiro Sugimoto

  DOI：10.1016/j.bmcl.2016.08.092

  日期：2016.10

  Alzheimer's disease (AD) is the most common form of dementia. In an AD patient's brain, senile plaques and neurofibrillary tangles, the abnormal aggregates of amyloid beta (A beta) peptide and tau protein, are observed as the two major hallmarks of this disease. To develop a new drug for treatment of AD, we have designed and synthesized a series of curcumin derivatives and evaluated their inhibitory activities against both tau and Ab aggregation. In this study, we describe the development of the more potent aggregation inhibitor 3-[(1E)-2-(1H-indol-6-yl) ethenyl]-5-[(1E)-2-[ 2-methoxy-4-(2-pyridylmethoxy) phenyl] ethenyl]-1H-pyrazole (compound 4, PE859). This compound has a better pharmacokinetic profile and pharmacological efficacy in vivo than curcumin, making it suitable as a drug for AD. (C) 2016 Elsevier Ltd. All rights reserved.
• Synthesis of a Chiral Spiranic Aminochroman Derivative from <scp>l</scp>-Proline
  作者：Stéphanie Usse、Gérald Guillaumet、Marie-Claude Viaud

  DOI：10.1021/jo991089y

  日期：2000.2.1