4-(3-甲基苯氧基)苯甲醛 | 61343-84-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(3-甲基苯氧基)苯甲醛
• 英文名称: 4-(m-tolyloxy)benzaldehyde
• 英文别名: 4-(3-tolyloxy)benzaldehyde；4-(3-Methylphenoxy)benzaldehyde
• CAS: 61343-84-8
• 化学式: C₁₄H₁₂O₂
• 分子量: 212.248
• InChiKey: KWAFCKIIJSXEKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2912499000

反应信息

• 作为反应物：
  描述：

  4-(3-甲基苯氧基)苯甲醛 在 Jones reagent 作用下， 以 丙酮 为溶剂， 生成 4-(3-甲基苯氧基)苯甲酸
  参考文献：
  名称：

  Discovery of N-{4-[(3-Hydroxyphenyl)-3-methylpiperazin-1-yl]methyl-2-methylpropyl}-4-phenoxybenzamide Analogues as Selective Kappa Opioid Receptor Antagonists

  摘要：

  There is continuing interest in the discovery and development of new kappa opioid receptor antagonists. We recently reported that N-substituted 3-methyl-4-(3-hydroxyphenyl)piperazines were a new class of opioid receptor antagonists. In this study, we report the syntheses of two piperazine JDTic-like analogues. Evaluation of the two compounds in an in vitro [S-35]GTP gamma S binding assay showed that neither compound showed the high potency and kappa opioid receptor selectivity of JDTic. A library of compounds using the core scaffold 21 was synthesized and tested for their ability to inhibit [S-35]GTP gamma S binding stimulated by the selective kappa opioid agonist U69,593. These studies led to N-[(1S)-1-{[(3S)-4-(3-hydroxyphenyl)-3-methylpiperazin-1-yl]methyll-2-methylpropyl]-4-phenoxybenzamide (11a), a compound that showed good kappa opioid receptor antagonist properties. An SAR study based on 11a provided 28 novel analogues. Evaluation of these 28 compounds in the [S-35]GTP gamma S binding assay showed that several of the analogues were potent and selective kappa opioid receptor antagonists.

  DOI：

  10.1021/jm400275h
• 作为产物：
  描述：

  间甲酚 、 对溴苯甲醛 在 6C₁₂H₆O₄^(2-)*4Gd⁽³⁺⁾*8H₂O 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 以85%的产率得到4-(3-甲基苯氧基)苯甲醛
  参考文献：
  名称：

  热稳定且坚固的g基金属-有机骨架：合成，结构和非均相催化O-芳基化反应

  摘要：

  摘要对硝酸ado和2,6-萘二甲酸（H2NDC）进行水热处理，得到了一种新的金属有机骨架化合物{[Gd4（NDC）6（H2O）6]·2H2O} n（1）。通过单晶X射线晶体学，元素分析，FT-IR光谱，热重分析（TGA）和粉末X射线衍射分析来表征化合物1。它在具有P21 / n空间群的单斜晶系中结晶。四个晶体学上不同的Gd（III）中心通过桥接的羧基氧原子和水分子相互连接，形成四核二级结构单元，这些单元进一步通过羧基配体连接，并且网络沿晶体ac平面传播以形成2D结构。剩余的羧基氧原子随后的增强作用产生了坚固的3D框架结构。热重分析表明，化合物1在氮气氛下脱水后相当稳定。值得注意的是，化合物1能够在80℃的非均相条件下有效地催化取代的苯酚和溴芳烃之间的O-芳基化反应，从而提供不对称的二芳基醚。

  DOI：

  10.1016/j.poly.2020.114934

文献信息

• A family of ligand and anion dependent structurally diverse Cu(<scp>ii</scp>) Schiff-base complexes and their catalytic efficacy in an <i>O</i>-arylation reaction in ethanolic media
  作者：Tanmoy Maity、Debraj Saha、Susmita Bhunia、Paula Brandão、Soma Das、Subratanath Koner

  DOI：10.1039/c5ra14758a

  日期：——

  Catalytic O-arylation reactions have been studied by employing a variety of copper(ii) Schiff-base complexes under environmentally benign conditions.

  催化的O-芳基化反应已经通过使用各种铜（II）席夫碱配合物在环境友好条件下进行研究。
• Carbocyclic and heterocyclic substituted semicarbazones and thiosemicarbazones and the use thereof
  申请人：CoCensys, Inc.

  公开号：US20020061886A1

  公开（公告）日：2002-05-23

  This invention is related to carbocyclic and heterocyclic substituted semicarbazones and thiosemicarbazones represented by Formula I: 1 or a pharmaceutically acceptable salt or prodrug thereof, wherein: Y is oxygen or sulfur; R 1 , R 21 , R 22 and R 23 are independently hydrogen, alkyl, cycloalkyl, alkenyl, alkynyl, haloalkyl, aryl, aminoalkyl, hydroxyalkyl, alkoxyalkyl or carboxyalkyl; or R 22 and R 23 , together with the N, form a heterocycle; A 1 and A 2 are independently aryl, heteroaryl, saturated or partially unsaturated carbocycle or saturated or partially unsaturated heterocycle, any of which is optionally substituted; X is one or O, S, NR 24 , CR 25 R 26 , C(O), NR 24 C(O), C(O)NR 24 , SO, SO 2 or a covalent bond; where R 24 , R 25 and R 26 are independently hydrogen, alkyl, cycloalkyl, alkenyl, alkynyl, haloalkyl, aryl, aminoalkyl, hydroxyalkyl, alkoxyalkyl or carboxyalkyl. The invention also is directed to the use of carbocycle and heterocycle substituted semicarbazones and thiosemicarbazones for the treatment of neuronal damage following global and focal ischemia, for the treatment or prevention of neurodegenerative conditions such as amyotrophic lateral sclerosis (ALS), for the treatment and prevention of otoneurotoxicity and eye diseases involving glutamate toxicity and for the treatment, prevention or amelioration of pain, as anticonvulsants, and as antimanic depressants, as local anesthetics, as antiarrhythmics and for the treatment or prevention of diabetic neuropathy and urinary incontinence.

  这项发明涉及由式I表示的含有碳环和杂环取代的半卡巴松和硫代半卡巴松： 1 或其药学上可接受的盐或前药，其中： Y为氧或硫；R 1 ，R 21 ，R 22 和R 23 独立地为氢，烷基，环烷基，烯基，炔基，卤代烷基，芳基，氨基烷基，羟基烷基，烷氧基烷基或羧基烷基；或R 22 和R 23 ，与N一起形成一个杂环；A 1 和A 2 独立地为芳基，杂芳基，饱和或部分不饱和的碳环或饱和或部分不饱和的杂环，其中任何一个可选择地被取代；X为O、S、NR 24 、CR 25 R 26 、C(O)、NR 24 C(O)、C(O)NR 24 、SO、SO 2 或共价键；其中R 24 ，R 25 和R 26 独立地为氢，烷基，环烷基，烯基，炔基，卤代烷基，芳基，氨基烷基，羟基烷基，烷氧基烷基或羧基烷基。该发明还涉及利用含有碳环和杂环取代的半卡巴松和硫代半卡巴松治疗全脑和局部缺血后的神经损伤，治疗或预防神经退行性疾病如肌萎缩侧索硬化症（ALS），治疗和预防耳神经毒性和涉及谷氨酸毒性的眼病，以及治疗、预防或改善疼痛，作为抗癫痫药，作为抗躁狂抑郁药，作为局部麻醉药，作为抗心律失常药，以及治疗或预防糖尿病性神经病变和尿失禁。
• First palladium-catalyzed denitrated coupling reaction of nitroarenes with phenols
  作者：Hailei Wang、Ajuan Yu、Aijuan Cao、Junbiao Chang、Yangjie Wu

  DOI：10.1002/aoc.3043

  日期：2013.10

  The first palladium‐catalyzed protocol for the denitrated coupling reaction of nitroarenes with phenols has been developed, achieving unsymmetrical diaryl ethers in moderate to excellent yields. The cyclopalladated ferrocenylimine (catalyst Ic) exhibited highly catalytic activity for this transformation with low catalyst loading (0.75 mol%) and short reaction time (2 h). The efficiency of this reaction

  已经开发出了第一个钯催化的硝基芳烃与苯酚的脱硝偶联反应方案，以中等到极好的收率获得了不对称的二芳基醚。环钯的二茂铁基亚胺（催化剂Ic）对这种转化反应显示出很高的催化活性，催化剂负载量低（0.75摩尔％），反应时间短（2小时）。该反应与一系列基团的相容性证明了该反应的效率。此外，在这些转换中不需要严格排除空气或湿气。版权所有©2013 John Wiley＆Sons，Ltd.
• Natural Product Neopeltolide as a Cytochrome <i>bc</i>₁ Complex Inhibitor: Mechanism of Action and Structural Modification
  作者：Xiao-Lei Zhu、Rui Zhang、Qiong-You Wu、Yong-Jun Song、Yu-Xia Wang、Jing-Fang Yang、Guang-Fu Yang

  DOI：10.1021/acs.jafc.8b06195

  日期：2019.3.13

  chemical structure of neopeltolide, leading to the synthesis of a series of new neopeltolide derivatives with much simpler chemical structures. The calculated binding energies (ΔGcal) of the newly synthesized analogues correlated very well (R2 = 0.90) with their experimental binding free energies (ΔGexp), which confirmed that the computational protocol was reliable. Compound 45, bearing a diphenyl ether

  从天然新科科动物的深水海绵标本中分离出海洋天然产物新科植物内酯。新pelolide已被证明是线粒体呼吸链中细胞色素bc 1复合物的新型抑制剂。然而，其详细的抑制机制仍是未知的。另外，由于新鸟苷内酯的化学结构非常复杂，因此很难合成。在当前的工作中，通过结合分子对接，分子动力学模拟和分子力学泊松-玻尔兹曼表面积计算，首次确定了新去内酯的结合模式，这表明新去内酯是bc 1的Q o抑制剂。复杂的。然后，根据抑制剂-蛋白质相互作用分析的指导，进行了结构修饰，目的在于简化新pelolide的化学结构，从而合成了一系列具有更简单化学结构的新neopeltolide衍生物。计算出的新合成类似物的结合能（ΔG cal）与它们的实验结合自由能（ΔG exp）具有很好的相关性（R 2 = 0.90 ），这证实了该计算方案是可靠的。具有二苯醚片段的化合物45已成功设计并合成为最有效的候选物（IC 50（＝ 12n
• Heterogeneous O-arylation of nitroarenes with substituted phenols over a copper immobilized mesoporous silica catalyst
  作者：Tanmoy Maity、Susmita Bhunia、Soma Das、Subratanath Koner

  DOI：10.1039/c6ra04409c

  日期：——

  and robust mesoporous silica, SBA-15 has been subjected to post-synthesis modification for the anchoring of copper through Schiff base moiety formation using the silicon alkoxide route. The hybrid porous material has been fully characterized by powder-XRD, electronic spectra, EPR, thermogravimetric analysis, N2 sorption measurements, and TEM and SEM/EDS studies. The efficiency of the catalyst has been

  高度多孔且坚固的中孔二氧化硅SBA-15经过合成后修饰，用于通过使用烷氧基硅途径形成席夫碱部分形成铜进行锚固。混合多孔材料已经通过粉末XRD，电子光谱，EPR，热重分析，N 2吸附测量以及TEM和SEM / EDS研究得到了充分表征。催化剂的效率已在O中进行了评估非均相条件下，使用各种取代的苯酚和硝基芳烃进行芳基化反应。催化偶合反应有效地产生不对称的二芳基醚。活化具有给电子或吸电子取代基的底物并在催化反应中具有高周转频率的令人印象深刻的能力使得催化剂非常需要。