2-(4-methoxybenzylidene)-7-methoxy-1-tetralone | 141247-30-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-(4-methoxybenzylidene)-7-methoxy-1-tetralone
• 英文别名: 7-Methoxy-2-[(4-methoxyphenyl)methylidene]-3,4-dihydronaphthalen-1-one
• CAS: 141247-30-5
• 化学式: C₁₉H₁₈O₃
• mdl: MFCD00205462
• 分子量: 294.35
• InChiKey: HDHOCGNMVFRDLT-UHFFFAOYSA-N

物化性质

• 沸点：
  488.3±45.0 °C(Predicted)
• 密度：
  1.184±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 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：

  2-(4-methoxybenzylidene)-7-methoxy-1-tetralone 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 2-(8-methoxy-3-(4-methoxyphenyl)-3,3a,4,5-tetrahydro-2H-benzo[g]indazol-2-yl)thiazolo[4,5-b]quinoxaline
  参考文献：
  名称：

  Discovery of 3,3a,4,5-tetrahydro-2H-benzo[g]indazole containing quinoxaline derivatives as novel EGFR/HER-2 dual inhibitors

  摘要：

  一系列吡唑-喹喔啉衍生物被合成，大多数表现出对EGFR或HER-2激酶的强亲和力，以及优秀的抗增殖活性，其中化合物4l表现最活跃。

  DOI：

  10.1039/c5ra02576a
• 作为产物：
  描述：

  3-(4-甲氧基苯甲酰基)丙酸 在 一水合肼 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 二乙二醇 为溶剂， 反应 3.5h， 生成 2-(4-methoxybenzylidene)-7-methoxy-1-tetralone
  参考文献：
  名称：

  Potential anti-neuroinflammatory NF-кB inhibitors based on 3,4-dihydronaphthalen-1(2H)-one derivatives

  摘要：

  Nuclear factor kappa B (NF-kB) inhibition represents a new therapeutic strategy for the treatment of neuroinflammatory diseases. In this study, a series of 3,4-dihydronaphthalen-1(2H)-one (DHN;6a-n, 7a-c) derivatives were synthesised and characterised by NMR and HRMS. We assessed the toxicity and anti-neuroinflammatory properties of these compounds and found that6mshowed the greatest anti-neuroinflammatory properties, with relatively low toxicity. Specifically,6msignificantly reduced reactive oxygen species production, down-regulated the expression of NOD-like receptor pyrin domain-containing protein 3 (NLRP3), apoptosis-associated speck-like protein containing a CARD (ASC), and caspase-1 and prevented lipopolysaccharide-stimulated BV2 microglia cells polarisation towards an M1 phenotype. Furthermore,6msignificantly decreased I kappa B alpha and NF-kB p65 phosphorylation, thus inhibiting the NF-kB signalling pathway. This suggests that6mmay be explored as a functional anti-neuroinflammatory agent for the treatment of inflammatory diseases in the central nervous system, such as multiple sclerosis, traumatic brain injury, stroke and spinal cord injury.

  DOI：

  10.1080/14756366.2020.1804899

文献信息

• Selectivity in the Aerobic Dearomatization of Phenols: Total Synthesis of Dehydronornuciferine by Chemo- and Regioselective Oxidation
  作者：Kenneth Virgel N. Esguerra、Jean-Philip Lumb

  DOI：10.1002/anie.201710271

  日期：2018.2.5

  and highlight the advantages of confining oxygen activation and substrate oxidation to the catalyst's inner‐coordination sphere. This gives rise to predictable selectivity that we use for a concise synthesis of the aporphine dehydronornuciferine.

  我们描述了间联芳基苯酚的选择性好氧氧化，该氧化使得能够快速访问官能化的菲。有氧氧化由于其效率而引起人们的关注，但由于选择性的挑战，在复杂的分子环境中仍未得到充分利用。我们在铜催化的背景下讨论了这些问题，并着重指出了将氧活化和底物氧化限制在催化剂的内配位球上的优势。这产生了可预测的选择性，我们将其用于简明合成的阿朴啡脱氢核糖核酸。
• WO2007/75772
  申请人：——

  公开号：——

  公开（公告）日：——
• Levai; Szabo, Pharmazie, 1992, vol. 47, # 1, p. 56 - 57
  作者：Levai、Szabo

  DOI：——

  日期：——
• Necrostatins regulate apoptosis, necroptosis, and inflammation in cisplatin-induced nephrotoxicity in LLC-PK1 cells
  作者：Dahae Lee、Noriko Yamabe、Heesu Lee、Hye Lim Lee、Dong-Wook Kim、Jae Wook Lee、Ki Sung Kang

  DOI：10.1016/j.bmcl.2021.128256

  日期：2021.9
• Potential anti-neuroinflammatory NF-кB inhibitors based on 3,4-dihydronaphthalen-1(2<i>H</i>)-one derivatives
  作者：Yue Sun、Yan-Qiu Zhou、Yin-Kai Liu、Hong-Qin Zhang、Gui-Ge Hou、Qing-Guo Meng、Yun Hou

  DOI：10.1080/14756366.2020.1804899

  日期：2020.1.1

  Nuclear factor kappa B (NF-kB) inhibition represents a new therapeutic strategy for the treatment of neuroinflammatory diseases. In this study, a series of 3,4-dihydronaphthalen-1(2H)-one (DHN;6a-n, 7a-c) derivatives were synthesised and characterised by NMR and HRMS. We assessed the toxicity and anti-neuroinflammatory properties of these compounds and found that6mshowed the greatest anti-neuroinflammatory properties, with relatively low toxicity. Specifically,6msignificantly reduced reactive oxygen species production, down-regulated the expression of NOD-like receptor pyrin domain-containing protein 3 (NLRP3), apoptosis-associated speck-like protein containing a CARD (ASC), and caspase-1 and prevented lipopolysaccharide-stimulated BV2 microglia cells polarisation towards an M1 phenotype. Furthermore,6msignificantly decreased I kappa B alpha and NF-kB p65 phosphorylation, thus inhibiting the NF-kB signalling pathway. This suggests that6mmay be explored as a functional anti-neuroinflammatory agent for the treatment of inflammatory diseases in the central nervous system, such as multiple sclerosis, traumatic brain injury, stroke and spinal cord injury.