3-ethoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde | 221209-30-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-ethoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde
• CAS: 221209-30-9
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: WNQNJIZSBJHYNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-ethoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde 在 盐酸 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Discovery of β-ionone derived chalcones as potent anti-aging agents

  摘要：

  DOI：

  10.1016/j.phytol.2023.01.001
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 乙基香兰素 在 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 3-ethoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde
  参考文献：
  名称：

  Hydroxy-substituted trans -cinnamoyl derivatives as multifunctional tools in the context of Alzheimer's disease

  摘要：

  Alzheimer's disease (AD) is a multifactorial pathology that requires multifaceted agents able to address its peculiar nature. In recent years, a plethora of proteins and biochemical pathways has been proposed as possible targets to counteract neurotoxicity. Although the complex scenario is not completely elucidated, close relationships are emerging among some of these actors. In particular, increasing evidence has shown that aggregation of amyloid beta (A beta), glycogen synthase kinase 3 beta (GSK-3 beta) and oxidative stress are strictly interconnected and their concomitant modulation may have a positive and synergic effect in contrasting AD-related impairments. We designed compound 3 which demonstrated the ability to inhibit both GSK-3 beta (IC50 = 24.36 +/- 0.01 mu M) and A beta(42) self-aggregation (IC50 = 9.0 +/- 1.4 mu M), to chelate copper (II) and to act as exceptionally strong radical scavenger (k(inh) = 6.8 +/- 0.5 . 10(5) M(-1)s(-1)) even in phosphate buffer at pH 7.4 (k(inh) = 3.2 +/- 0.5 . 10(5) M(-1)s(-1)). Importantly, compound 3 showed high predicted blood-brain barrier permeability, did not exert any significant cytotoxic effects in immature cortical neurons up to 50 mu M and showed neuroprotective properties at micromolar concentration against toxic insult induced by glutamate. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.07.058

文献信息

• Chemotherapy of leishmaniasis part II: synthesis and bioevaluation of substituted arylketene dithioacetals as antileishmanial agents
  作者：Susmita Pandey、S.N. Suryawanshi、Suman Gupta、V.M.L. Srivastava

  DOI：10.1016/j.ejmech.2005.02.007

  日期：2005.8

  Some novel aryl substituted ketene dithioacetals 6 (a-d), 9 (a-c) and 10 (a-c) have been synthesized using novel synthetic methods. The compounds were screened against Leishmania donovani in hamsters for their activity profile. Some of the compounds inhibited 50-65% parasite growth at 50 mg kg(-1) x 5 days. (c) 2005 Elsevier SAS. All rights reserved.