4-甲氧基-3-(4-甲氧基苯基)硝基苯 | 111088-09-6

• 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-甲氧基-3-(4-甲氧基苯基)硝基苯
• 英文名称: 2,4'-dimethoxy-5-nitrobiphenyl
• 英文别名: 2,4'-Dimethoxy-5-nitro-1,1'-biphenyl；1-methoxy-2-(4-methoxyphenyl)-4-nitrobenzene
• CAS: 111088-09-6
• 化学式: C₁₄H₁₃NO₄
• 分子量: 259.262
• InChiKey: ATLFGVICAJXQGW-UHFFFAOYSA-N

物化性质

• 熔点：
  131-132 °C
• 沸点：
  390.8±37.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-甲氧基-3-(4-甲氧基苯基)硝基苯 在 platinum(IV) oxide 氢气 、 吡啶盐酸盐 、 sodium hydride 作用下， 以 四氢呋喃 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  New non peptidic C5a receptor antagonists

  摘要：

  A series of phenylguanidines which bind to the C5a receptor has been developed. The lead compound 1 (IC50=30 mu M), discovered through random screening, has been modified to provide 32 (RPR121154) with submicromolar activity. This compound was shown to further elicit functional antagonism in a human neutrophil C5a stimulated respiratory burst assay. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00124-8
• 作为产物：
  描述：

  对甲氧基苯基丙酮 在 sodium hydroxide 、 adogen 464 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.5h， 生成 4-甲氧基-3-(4-甲氧基苯基)硝基苯
  参考文献：
  名称：

  Thyroid hormone analogs. Synthesis of 3'-substituted 3,5-diiodo-L-thyronines and quantitative structure-activity studies of in vitro and in vivo thyromimetic activities in rat liver and heart

  摘要：

  Twenty-nine novel 3'-substituted derivatives of the thyroid hormone 3,3',5-triiodo-L-thyronine (T3) have been synthesized by using established methods and by a new route involving manipulation of a 3'-formyl intermediate. In vitro hormone receptor binding (to intact nuclei) and in vivo thyromimetic activity (induction of mitochondrial 3-phosphoglycerate oxidoreductase, GPDH) were measured in rat liver and heart for these new analogues and for the 18 previously reported 3'-substituted 3,5-diiodo-L-thyronines. Analysis of the binding data using theoretical conformational and quantitative structure-affinity methods implies that the 3'-substituent recognition site on the thyroid hormone receptor is hydrophobic and limited in depth to the length of the natural iodo substituent, but has sufficient width to accommodate a phenyl or cyclohexyl group. Receptor binding is reduced by approximately 10-fold in 3'-acyl derivatives which form strong intramolecular acceptor hydrogen bonds with the adjacent 4'-hydroxyl. The compounds studied showed no differences in their relative affinities for heart and liver nuclei, suggesting that receptors in these tissues are similar. However, the relationships between thyromimetic activity (induction of GPDH) and nuclear binding showed some tissue differences. A high correlation between activity and binding is observed for full agonists in the heart, but an equally significant correlation for the liver data is only seen when 3'-substituent bulk (molar refractivity) is included in the analysis. These results suggest the possibility that differential tissue penetration or access to receptors may occur in vivo.

  DOI：

  10.1021/jm00396a008

文献信息

• Chelation-Assisted Cross-Coupling of Anilines through In Situ Activation as Diazonium Salts with Boronic Acids under Ligand-, Base-, and Salt-Free Conditions
  作者：Roxan Joncour、Nicolas Susperregui、Noël Pinaud、Karinne Miqueu、Eric Fouquet、Jean-Marc Sotiropoulos、François-Xavier Felpin

  DOI：10.1002/chem.201300858

  日期：2013.7.8

  We describe the coupling of anilines with aryl boronic acids, under ligand‐, base‐, and salt‐free conditions at room temperature. This new reaction proceeds through the formation of an aryl palladium alkoxo complex, which allows the transmetalation step with aryl boronic acids without any external base. Importantly, this sustainable procedure generates only environmentally friendly byproducts such

  我们描述了在室温下在配体，碱和无盐条件下苯胺与芳基硼酸的偶联。该新反应通过形成芳基钯烷氧基络合物来进行，该络合物使得可以在没有任何外部碱的情况下用芳基硼酸进行金属转移步骤。重要的是，这种可持续的程序仅产生环境友好的副产品，例如t BuOH，H 2 O，N 2和B（OH）3。通过实验和理论研究对反应机理进行了深入研究。
• Palladium Nanoparticles Supported on Sulfonic Acid Functionalized Silica as Trifunctional Heterogeneous Catalysts for Heck and Suzuki Reactions
  作者：Nicolas Oger、Erwan Le Grognec、François-Xavier Felpin

  DOI：10.1002/cctc.201500179

  日期：2015.7.13

  successfully achieved by using trifunctional heterogeneous catalysts bearing Brønsted acid and metal active sites. The trifunctional materials were prepared by adsorption of palladium nanoparticles, generated by reduction of a solution of Pd(OAc)2 onto a commercially available sulfonic acid functionalized silica. These new trifunctional catalysts act as a 1) proton donor for the diazotization step, 2) counterion

  通过使用带有布朗斯台德酸和金属活性位点的三官能均相催化剂，通过原位生成的芳基重氮盐，成功实现了丙烯酸酯和硼酸与苯胺的芳基化。通过吸附钯纳米颗粒来制备三官能材料，该钯纳米颗粒是通过将Pd（OAc）2的溶液还原到可商购的磺酸官能化的二氧化硅上而生成的。这些新的三官能催化剂充当1）重氮化步骤的质子供体，2）重氮盐的抗衡离子和3）偶联步骤的Pd源。这种无与伦比的策略具有温和安全的条件，因为它会在现场生成有害的芳基重氮盐，并且只会产生对环境无害的副产物，例如t BuOH，H 2O和N 2。
• LEESON, PAUL D.;ELLIS, DAVID;EMMETT, JOHN C.;SHAH, VIRENDRA P.;SHOWELL, G+, J. MED. CHEM., 31,(1988) N 1, 37-54
  作者：LEESON, PAUL D.、ELLIS, DAVID、EMMETT, JOHN C.、SHAH, VIRENDRA P.、SHOWELL, G+

  DOI：——

  日期：——