4-甲氧基-3-(1H-吡唑-1-甲基)苯甲醛 | 436086-89-4

• 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-(1H-吡唑-1-甲基)苯甲醛
• 中文别名: 4-甲氧基-3-(吡唑-1-基甲基)苯甲醛；4-甲氧基-3-(1-吡唑甲基)苯甲醛；4-甲氧基-3-(1H-吡唑-1-基甲基)苯甲醛
• 英文名称: 3-[(1H-pyrazol-1-yl)methyl]-4-methoxybenzaldehyde
• 英文别名: 4-methoxy-3-(1H-pyrazol-1-ylmethyl)benzaldehyde；4-methoxy-3-(pyrazol-1-ylmethyl)benzaldehyde
• CAS: 436086-89-4
• 化学式: C₁₂H₁₂N₂O₂
• mdl: MFCD03074493
• 分子量: 216.239
• InChiKey: KLYOPVOHCSPLEG-UHFFFAOYSA-N

物化性质

• 沸点：
  400.6±40.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  4-甲氧基-3-(1H-吡唑-1-甲基)苯甲醛 在 吡啶 、 lithium aluminium tetrahydride 、 盐酸羟胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 [4-methoxy-3-(1H-pyrazol-1-ylmethyl)benzyl]amine
  参考文献：
  名称：

  Novel positive allosteric modulator of AMPA-receptors based on tricyclic scaffold

  摘要：

  Molecular modeling, synthesis, and activity evaluation of a novel positive allosteric modulator of the AMPA receptor, 6-[4-methoxy-3-(1H-pyrazol-1-ylmethyl)benzy1]-1,11-di-methyl-3,6,9-triazatricyclo[73.1.1(3,11)]tetradecane-4,8,12-trione, are presented. The main point of the design was to fill the interdomain cavity of GIuA2 ligand binding domains based on the cyclothiazide binding mode. Electrophysiological studies showed high potentiation of the kainate-induced currents (pECmax similar to 12).

  DOI：

  10.1016/j.mencom.2018.05.028
• 作为产物：
  描述：

  3-羟甲基-4-甲氧基苯甲醛 在 三溴化磷 、 sodium hydride 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 反应 75.0h， 生成 4-甲氧基-3-(1H-吡唑-1-甲基)苯甲醛
  参考文献：
  名称：

  Application of the Cleavable Isocyanide in Efficient Approach to Pyroglutamic Acid Analogues with Potential Biological Activity

  摘要：

  Two efficient procedures have been developed for the synthesis of pyroglutamic acid analogues 28, 29, and 34. According to the first method the Ugi (4C3C) reaction is followed by a post-transformation reaction, and the second method involves the Michael addition reaction. The present methodologies demonstrate the applicability of 1-(2,2-dimethoxyethyl)-2-isocyanobenzene (15) as a cleavable isocyanide in the Ugi/ post-transformation reaction and a strong nucleophile in the Michael addition reaction. The framework of pyroglutamic acid analogues has been constructed by the selective cleavage of the C-terminal amide bond and nucleophilic addition to the activated alpha,beta-unsaturated carbonyl group.

  DOI：

  10.1134/s1070363219120363

文献信息

• Application of oxime-diversification to optimize ligand interactions within a cryptic pocket of the polo-like kinase 1 polo-box domain
  作者：Xue Zhi Zhao、David Hymel、Terrence R. Burke

  DOI：10.1016/j.bmcl.2016.08.098

  日期：2016.10

  potent previously known polo-like kinase 1 (Plk1) polo-box domain (PBD) binding inhibitors. This improved binding may result by accessing a newly identified auxiliary region proximal to a key hydrophobic cryptic pocket on the surface of the protein. Our findings could have general applicability to the design of PBD-binding antagonists.

  通过涉及使用基于肟连接的策略初步筛选一组87个醛的过程，我们能够实现比最有效的先前已知的polo-like激酶1（Plk1）polo-box的亲和力提高数倍。域（PBD）结合抑制剂。这种改善的结合可以通过接近蛋白质表面上关键疏水隐窝的新近识别出的辅助区域来实现。我们的发现可能普遍适用于PBD结合拮抗剂的设计。
• Ugi Reactions with Ammonia Offer Rapid Access to a Wide Range of 5-Aminothiazole and Oxazole Derivatives
  作者：Mark J. Thompson、Beining Chen

  DOI：10.1021/jo9014529

  日期：2009.9.18

  A series of Ugi reactions has been successfully performed using ammonia as the amine component, employing 2,2,2-trifluoroethanol its a non-nucleophilic solvent in order to suppress known side reactions. Utilizing concentrated aqueous ammonia its it convenient Source, this approach offered a simple, one-step assembly of Ugi adducts suitable for elaboration into it variety of 5-aminoazole compounds through postcondensation modifications. Free or N-substituted 5-aminothiazoles and 5-(trifluoroacetamido)oxazoles were all prepared by this improved methodology. The scope of the synthetic route developed and application of the different products are discussed.