2,6-dimethyl-4-phenylazophenol | 2786-80-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2,6-dimethyl-4-phenylazophenol
• 英文别名: 4-hydroxy-3,5-dimethoxyazobenzene；4-Hydroxy-3,5-dimethyl-azobenzol；4-Oxy-3.5-dimethyl-azobenzol；5-Benzolazo-2-oxy-m-xylol；Benzol-azo-vic.-m-xylenol；Phenol, 2,6-dimethyl-4-(phenylazo)-；2,6-dimethyl-4-phenyldiazenylphenol
• CAS: 2786-80-3
• 化学式: C₁₄H₁₄N₂O
• 分子量: 226.278
• InChiKey: ZWLHBJXWUXPCHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-dimethyl-4-phenylazophenol 在 sodium hydroxide 、 sodium dithionite 作用下， 生成 4-Acetamido-2,6-dimethylphenylacetat
  参考文献：
  名称：

  Rowe; Bannister; Storey, Journal of the Society of Chemical Industry, 1931, vol. 50, p. 79 T

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二甲基苯酚 、 氯化重氮苯 生成 2,6-dimethyl-4-phenylazophenol
  参考文献：
  名称：

  Binding Properties ofp-(Phenylazo)calixarenes for Metal Ions

  摘要：

  研究了对（苯基偶氮）杯[n]芳烃（n = 6 和 n = 4）与金属离子的结合特性。杯芳烃对 Ag+、Hg+ 和 Hg2+ 显示出高度选择性的结合能力。这种性质可以用金属离子诱导的偶氮/腙互变异构现象来解释。 Ag+ 离子通过与偶氮杯芳烃的腙互变异构体结合而与偶氮杯芳烃形成复合物。

  DOI：

  10.1246/bcsj.66.3797

文献信息

• Structure Modification of an Active Azo-Compound as a Route to New Antimicrobial Compounds
  作者：Simona Concilio、Lucia Sessa、Anna Petrone、Amalia Porta、Rosita Diana、Pio Iannelli、Stefano Piotto

  DOI：10.3390/molecules22060875

  日期：——

  the structure, by introduction/removal or displacement of hydroxyl groups on the azobenzene rings. The aim of this work was to evaluate the consequent changes of the antimicrobial activity and to validate the hypothesis that, for these compounds, a plausible mechanism could involve an interaction with protein receptors, rather than an interaction with membrane. All newly synthesized compounds were

  设计并合成了一些新型（苯基-二氮烯基）酚 3a-g 以评估其抗菌活性。通过引入/去除或置换偶氮苯环上的羟基，使用先前合成的对细菌和真菌具有活性的分子作为结构修饰和优化的先导。这项工作的目的是评估抗菌活性的后续变化，并验证以下假设，即对于这些化合物，可能的机制可能涉及与蛋白质受体的相互作用，而不是与膜的相互作用。所有新合成的化合物均通过 1H-NMR、DSC 热分析和 UV-Vis 光谱分析。测定了每种化合物对革兰氏阳性菌和革兰氏阴性菌和白色念珠菌的体外最小抑制浓度 (MIC)。化合物 3b 和 3g 对金黄色葡萄球菌和白色念珠菌的活性最高，MIC 值分别为 10 µg/mL 和 3 µg/mL。构效关系研究能够使偶氮苯的苯环上的不同取代对抗菌活性的影响合理化。
• Cellular Apoptosis and Cytotoxicity of Phenolic Compounds:  A Quantitative Structure−Activity Relationship Study
  作者：Cynthia D. Selassie、Sanjay Kapur、Rajeshwar P. Verma、Melissa Rosario

  DOI：10.1021/jm050567w

  日期：2005.11.1

  In this comprehensive study on the caspase-mediated apoptosis-inducing effect of 51 substituted phenols in a murine leukemia cell line (L1210), we determined the concentrations needed to induce caspase activity by 50% (I50) and utilized these data to develop the following quantitative structure-activity relationship (QSAR) model: log 1/I50 = 1.06 B5(2) + 0.33 B5(3) - 0.18pi(2,4) - 0.92. B5(3) and B5(2)

  在这项关于caspase介导的51种取代酚在鼠白血病细胞系（L1210）中的caspase介导的细胞凋亡诱导作用的综合研究中，我们确定了诱导caspase活性达到50％（I50）所需的浓度，并利用这些数据得出了以下结论：定量构效关系（QSAR）模型：log 1 / I50 = 1.06 B5（2）+ 0.33 B5（3）-0.18pi（2,4）-0.92。B5（3）和B5（2）表示空间术语，而pi（2,4）表示环上取代基的疏水性。半胱天冬酶介导的细胞凋亡对大多数空间参数的强烈依赖性表明该过程是与半胱氨酸蛋白酶或线粒体蛋白作为可能靶标的受体介导的相互作用。相反，在L1210细胞系中对65种释放电子的酚的细胞毒性研究导致了以下方程式的发展：log 1 / ID50 = -1.39sigma +-0.28 B5（2,6）+ 0.16 log P-0.58I（2）-1.04I（1）+ 3.90。log
• PM₁₀ Dispersion Modeling for Treasure Valley, Idaho
  作者：Darko Koracin、Domagoj Podnar、Judith Chow、Vlad Isakov、Yayi Dong、Alison Miller、Mike McGown

  DOI：10.1080/10473289.2000.10464174

  日期：2000.8

  The recorded exceedances of the 24-hr PM10 National Ambient Air Quality Standard (NAAQS) in Treasure Valley, Idaho, have been associated with prolonged stagnation periods during the winter. A comprehensive modeling study of PM10 impact in Treasure Valley was performed to support the State Implementation Plan (SIP). The study included base-year and short-term episodic conditions. The ISCST3 (Industrial Source Complex Short Term 3) model, using the base-year meteorology and gridded emissions of mobile sources, point sources, and wood burning as input, generally agreed well with measurements in both temporal patterns and annual averages. The WYNDvalley model was evaluated using monitoring data and was used to simulate the PM10 impact for episodic exceedances during stagnant winter conditions. An emission inventory was prepared for a base year (1995) and then extrapolated to the years 2000, 2005, 2010, and 2015 in order to determine air quality planning requirements. According to the simulations using base-year emissions and meteorology, exceedances are not expected. However, exceedances at some stations could be expected using projected emissions and episodic meteorology. Results from emission control strategies we developed indicate that mobile-source emissions have the most significant impact; reduction of 25% would be needed to eliminate the simulated exceedances in all projected years.
• Auwers; Markovits, Chemische Berichte, 1908, vol. 41, p. 2339
  作者：Auwers、Markovits

  DOI：——

  日期：——
• The Coupling of Phenol Alcohols with Benzene Diazonium Chloride
  作者：E. Marder、I. W. Ruderman

  DOI：10.1021/ja01155a541

  日期：1951.11