2,4-dimethoxy-1,1':4',1''-terphenyl | 1271737-05-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-dimethoxy-1,1':4',1''-terphenyl
• 英文别名: 1-[4-(1,1'-biphenyl)]-2,4-dimethoxybenzene；2,4-Dimethoxy-1-(4-phenylphenyl)benzene
• CAS: 1271737-05-3
• 化学式: C₂₀H₁₈O₂
• 分子量: 290.362
• InChiKey: CGCCQBXJUVJKKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4-dimethoxy-1,1':4',1''-terphenyl 在 sodium phosphate dibasic dodecahydrate 、 potassium nitrososulfonate 、 三溴化硼 作用下， 以 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 38.0h， 生成 5-[4-(1,1'-biphenyl)]-2-hydroxy-2,5-cyclohexadiene-1,4-dione
  参考文献：
  名称：

  Structure-based design, synthesis and preliminary anti-inflammatory activity of bolinaquinone analogues

  摘要：

  As a part of our drug discovery efforts we developed a series of simplified derivatives of bolinaquinone (BLQ), a hydroxyquinone marine metabolite, showing potent anti-inflammatory activity. Thirteen new hydroxyquinone derivatives closely related to BLQ were synthesized and tested on mouse macrophagelike RAW 264.7 cell line in order to investigate their ability to modulate the production of Prostaglandin E-2 (PGE(2)). This optimization process led to the identification of three strictly correlated compounds with comparable and higher inhibitory potency than BLQ on PGE2 production. To evaluate the affinity of BLQ and its analogues for h5PLA(2), surface plasmon resonance (SPR) experiments were performed. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.028
• 作为产物：
  描述：

  [1,1′-联苯]-4-磺酰氟 、 3,4-二甲氧基苯硼酸 在 potassium phosphate 、 palladium diacetate 、 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯 作用下， 反应 12.0h， 以73%的产率得到2,4-dimethoxy-1,1':4',1''-terphenyl
  参考文献：
  名称：

  “唤醒”芳基磺酰氟：铃木-宫浦偶联反应的新伙伴

  摘要：

  使用 Pd(OAc) 2催化的 Suzuki-Miyaura 偶联反应中的新伙伴描述了 -SO 2 F 基团的活化示例，该基团传统上被认为即使在存在过渡金属的情况下也是稳定的基团，并且Ruphos 作为配体。产品在最佳条件下表现出良好至出色的收率和广泛的官能团相容性。非对称三联苯的顺序合成和克级工艺突出了该方法的合成效用。DFT 计算表明 Pd 0更喜欢插入 C-S 键而不是 S-F 键之间。

  DOI：

  10.1039/d1nj05469d

文献信息

• ‘Awaken’ aryl sulfonyl fluoride: a new partner in the Suzuki–Miyaura coupling reaction
  作者：Guofu Zhang、Chenfei Guan、Yiyong Zhao、Huihui Miao、Chengrong Ding

  DOI：10.1039/d1nj05469d

  日期：——

  a transition metal, is described using a novel partner in the Suzuki–Miyaura coupling reaction catalyzed by Pd(OAc)2 and Ruphos as ligands. The products showed good to outstanding yields and broad functional group compatibility under optimal conditions. The sequential synthesis of non-symmetric terphenyls and the gram grade process highlight the approach's synthetic utility. DFT calculations have shown

  使用 Pd(OAc) 2催化的 Suzuki-Miyaura 偶联反应中的新伙伴描述了 -SO 2 F 基团的活化示例，该基团传统上被认为即使在存在过渡金属的情况下也是稳定的基团，并且Ruphos 作为配体。产品在最佳条件下表现出良好至出色的收率和广泛的官能团相容性。非对称三联苯的顺序合成和克级工艺突出了该方法的合成效用。DFT 计算表明 Pd 0更喜欢插入 C-S 键而不是 S-F 键之间。
• Structure-based design, synthesis and preliminary anti-inflammatory activity of bolinaquinone analogues
  作者：Carmen Petronzi、Rosanna Filosa、Antonella Peduto、Maria Chiara Monti、Luigi Margarucci、Antonio Massa、Simona Francesca Ercolino、Valentina Bizzarro、Luca Parente、Raffaele Riccio、Paolo de Caprariis

  DOI：10.1016/j.ejmech.2010.11.028

  日期：2011.2

  As a part of our drug discovery efforts we developed a series of simplified derivatives of bolinaquinone (BLQ), a hydroxyquinone marine metabolite, showing potent anti-inflammatory activity. Thirteen new hydroxyquinone derivatives closely related to BLQ were synthesized and tested on mouse macrophagelike RAW 264.7 cell line in order to investigate their ability to modulate the production of Prostaglandin E-2 (PGE(2)). This optimization process led to the identification of three strictly correlated compounds with comparable and higher inhibitory potency than BLQ on PGE2 production. To evaluate the affinity of BLQ and its analogues for h5PLA(2), surface plasmon resonance (SPR) experiments were performed. (C) 2010 Elsevier Masson SAS. All rights reserved.