4-methoxy-3-(2-trimethylsilylethynyl)benzaldehyde | 160625-48-9

• 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: 4-methoxy-3-(2-trimethylsilylethynyl)benzaldehyde
• CAS: 160625-48-9
• 化学式: C₁₃H₁₆O₂Si
• 分子量: 232.354
• InChiKey: MBQSCOWWIZWOOJ-UHFFFAOYSA-N

物化性质

• 沸点：
  321.6±42.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methoxy-3-(2-trimethylsilylethynyl)benzaldehyde 在 六甲基磷酰三胺 、 potassium carbonate 、 lithium chloride 作用下， 以 甲醇 为溶剂， 反应 10.0h， 生成 1-苯并呋喃-5-甲醛
  参考文献：
  名称：

  Hiroya, Kou; Hashimura, Kazuya; Ogasawara, Kunio, Heterocycles, 1994, vol. 38, # 11, p. 2463 - 2472

  摘要：

  DOI：
• 作为产物：
  描述：

  异香兰素 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.17h， 生成 4-methoxy-3-(2-trimethylsilylethynyl)benzaldehyde
  参考文献：
  名称：

  Hiroya, Kou; Hashimura, Kazuya; Ogasawara, Kunio, Heterocycles, 1994, vol. 38, # 11, p. 2463 - 2472

  摘要：

  DOI：

文献信息

• Structure-activity relationship for the folding intermediate-selective inhibition of DYRK1A
  作者：Yuka Miyazaki、Masaki Kikuchi、Koji Umezawa、Aurelie Descamps、Daichi Nakamura、Gaku Furuie、Tomoe Sumida、Kanako Saito、Ninako Kimura、Takashi Niwa、Yuto Sumida、Takashi Umehara、Takamitsu Hosoya、Isao Kii

  DOI：10.1016/j.ejmech.2021.113948

  日期：2022.1

  elusive. In this study, structural derivatives of FINDY (1) were designed and synthesized according to its predicted binding mode in the ATP pocket of DYRK1A. Quantitative structure-activity relationship (QSAR) of the derivatives revealed that the selectivity against the folding intermediate is determined by steric hindrance between the bulky hydrophobic moiety of the derivatives and the entrance to

  DYRK1A 以分子间方式磷酸化参与神经系统疾病的蛋白质。同时，在 DYRK1A 的蛋白质折叠过程中，过渡折叠中间体催化“一次性”初始激活和稳定所需的分子内自磷酸化。在我们之前的研究中，鉴定了一种名为FINDY ( 1 ) 的小分子，它抑制 DYRK1A 折叠中间体催化的分子内自磷酸化，但不抑制折叠状态催化的分子间磷酸化。然而，负责这种中间选择性抑制的FINDY ( 1 ) 的结构特征仍然难以捉摸。本研究根据预测的 DYRK1A ATP 口袋中的结合模式，设计并合成了FINDY ( 1 ) 的结构衍生物。衍生物的定量构效关系（QSAR）表明，对折叠中间体的选择性是由衍生物的大疏水部分和口袋入口之间的空间位阻决定的。此外，还鉴定了一种有效的衍生物3 ，它对折叠中间体的抑制作用比FINDY更强 ( 1 )；它被指定为dp -FINDY 。尽管dp -FINDY ( 3 ) 并不像FINDY (
• SCREENING METHOD, PROTEIN INSTABILITY AND/OR STABILITY INDUCERS, AND PROTEIN ACTIVITY ASSESSMENT
  申请人：KYOTO UNIVERSITY

  公开号：US20150133467A1

  公开（公告）日：2015-05-14

  Provided is a screening method with which it is possible to determine the cause of a decrease or an increase in the amount of a target protein that is expressed by a cell. One or a plurality of embodiments include: conducting cultivation that includes bringing an assay cell into contact with a test substance, and measuring a relative amount (A) of the target protein in relation to an internal standard; conducting cultivation in which an assay cell is not brought into contact with a test substance, and measuring a relative amount (B) in relation to an internal standard; comparing the relative amount (A) and the relative amount (B); and, based on the comparison, selecting a candidate substance that induces instability and/or stability in the target protein. The assay cell is a cell that is able to express mRNA of the target protein and mRNA of the internal standard protein under the identical regulation of gene expression, or a cell having a means for expressing mRNA of the target protein and mRNA of the internal standard protein under the identical regulation of gene expression.

  提供了一种筛选方法，可以确定细胞表达的目标蛋白质数量减少或增加的原因。其中一种或多种实施方式包括：进行培养，将检测细胞与测试物质接触，并测量与内部标准相关的目标蛋白质的相对量(A)；进行培养，其中检测细胞未与测试物质接触，并测量与内部标准相关的相对量(B)；比较相对量(A)和相对量(B)；并根据比较选择诱导目标蛋白质不稳定性和/或稳定性的候选物质。检测细胞是能够在基因表达的相同调节下表达目标蛋白质mRNA和内部标准蛋白质mRNA的细胞，或具有在基因表达的相同调节下表达目标蛋白质mRNA和内部标准蛋白质mRNA的手段的细胞。
• Synthesis of New Biheterocycles by a One-Pot Sonogashira Coupling Reaction
  作者：David StC Black、Naresh Kumar、Mandar Deodhar

  DOI：10.3987/com-10-s(e)100

  日期：——

  Halogenated flavones, isoflavones and indoles were subjected to a one-pot Sonogashira coupling reaction to generate a series of new biheterocyclic compounds. The methodology can be readily adapted to the synthesis of a wide variety of substituted biheterocycles.
• Novel cyanocombretastatins as potent tubulin polymerisation inhibitors
  作者：Pouria H. Jalily、John A. Hadfield、Nicholas Hirst、Steven B. Rossington

  DOI：10.1016/j.bmcl.2012.08.089

  日期：2012.11

  A series of novel cyanocombretastatins bearing a 3,4,5-trimethoxyphenyl moiety combined with a variety of substituted phenyl rings, were synthesised and their antitumour activity was evaluated. The Z-cyanocombretastatins were synthesised in a one-step protocol in high purity and yield. Fluoro, bromo, iodo, and derivatives with boronic acid and an ethyne function at meta position of the B ring were synthesised. In vitro MTT bioassays against human chronic myelogenous leukaemia (K562) and transfected breast adenocarcinoma (MDA NQO1) cell lines, revealed promising IC50 inhibitory values in nanomolar range (<50 nM). Introduction of a nitrile function on the olefinic bond not only increased the cytotoxicity of the less active Z-isomers but rendered the analogues as moderate to potent inhibitors of tubulin polymerisation comparable to that of CA-4 (IC50 = 2.2 mu M). (C) 2012 Elsevier Ltd. All rights reserved.
• Hiroya, Kou; Hashimura, Kazuya; Ogasawara, Kunio, Heterocycles, 1994, vol. 38, # 11, p. 2463 - 2472
  作者：Hiroya, Kou、Hashimura, Kazuya、Ogasawara, Kunio

  DOI：——

  日期：——