N-methyl-4-((trimethylsilyl)ethynyl)aniline | 1233957-30-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-methyl-4-((trimethylsilyl)ethynyl)aniline
• 英文别名: N-Methyl-4-[(trimethylsilyl)ethynyl]aniline；N-methyl-4-(2-trimethylsilylethynyl)aniline
• CAS: 1233957-30-6
• 化学式: C₁₂H₁₇NSi
• 分子量: 203.359
• InChiKey: LBOFHUWMNFFVKA-UHFFFAOYSA-N

物化性质

• 沸点：
  265.3±32.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-methyl-4-((trimethylsilyl)ethynyl)aniline 在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 三乙胺 、 二异丙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 36.33h， 生成 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-[2-[10-[2-[4-(methylamino)phenyl]ethynyl]anthracen-9-yl]ethynyl]pyrimidine-2,4-dione
  参考文献：
  名称：

  Fluorescent nucleosides with ‘on–off’ switching function, pH-responsive fluorescent uridine derivatives

  摘要：

  We synthesized various pH-responsive fluorescent deoxyuridine derivatives (1a-g). These fluorescent nucleosides exhibited distinctive fluorescence at 470-600 nm in aqueous solvents containing methanol only at acidic to neutral pH values. In particular, 1f exhibited strong fluorescence only at pH range of 3.1-7.2 with a pK(a) of 6.1. Such pH-sensitive fluorescent nucleosides can be used as 'on-off' fluorescence switch for monitoring pH change in biological systems, particularly for cancer cell detection. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.092
• 作为产物：
  描述：

  4[(三甲基硅基)乙炔基]苯胺 在 sodium tetrahydroborate 、 sodium 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 N-methyl-4-((trimethylsilyl)ethynyl)aniline
  参考文献：
  名称：

  Stereospecific Copper-Catalyzed Domino Ring Opening and sp³ C–H Functionalization of Activated Aziridines with N-Alkylanilines

  摘要：

  Copper efficiently catalyzed nucleophilic ring opening, sp(3) C-H functionalization, and C-N bond formation in the presence of tert-butyl hydroperoxide to afford functionalized imidazolidines starting from N-sulfonylaziridines and N-alkylanilines. The products were obtained in high optical purities (95 -> 99% ee) with excellent functional group tolerance.

  DOI：

  10.1021/acs.orglett.6b03458

文献信息

• 5-(Dimethylamino)-N-(4-ethynylphenyl)-1-naphthalenesulfonamide as a novel bifunctional antitumor agent and two-photon induced bio-imaging probe
  作者：C.-H. Chui、Q. Wang、W.-C. Chow、M. C.-W. Yuen、K.-L. Wong、W.-M. Kwok、G. Y.-M. Cheng、R. S.-M. Wong、S.-W. Tong、K.-W. Chan、F.-Y. Lau、P. B.-S. Lai、K.-H. Lam、E. Fabbri、X.-M. Tao、R. Gambari、W.-Y. Wong

  DOI：10.1039/b926908h

  日期：——

  A novel compound, (5-(dimethylamino)-N-(4-ethynylphenyl)-1-naphthalenesulfonamide), was prepared and characterized; it shows dual functional roles as an effective antitumor and a two-photon induced bio-imaging agent.

  一种新化合物（5-(二甲氨基)-N-(4-乙炔基苯基)-1-萘磺酰胺）被制备并表征；它表现出作为有效的抗肿瘤剂和双光子诱导生物成像剂的双重功能。
• Design of “Click” Fluorescent Labeled 2′-deoxyuridines via C5-[4-(2-Propynyl(methyl)amino)]phenyl Acetylene as a Universal Linker: Synthesis, Photophysical Properties, and Interaction with BSA
  作者：Subhendu Sekhar Bag、Hiranya Gogoi

  DOI：10.1021/acs.joc.7b03097

  日期：2018.8.3

  naphthyl (10E), and pyrenyl (10G) nucleosides were found to exhibit interesting ICT and dual (LE/ICT) emission properties. The dual-emitting pyrenyl nucleoside maintained a good ratiometric response in the BSA protein microenvironment, enabling the switch-on ratiometric sensing of BSA as the only protein biomolecule. Thus, it is expected that the new fluorescent nucleoside analogues would be useful in designing

  微环境敏感的荧光核苷在传感涉及DNA的生物分子间相互作用方面比单发射染料具有吸引人的优势。在这里，我们报告了通过C5- [4-（2-丙炔基（甲基）氨基）]苯基乙炔作为通用连接基的中介，对三唑基推挽式荧光团标记的尿苷进行了合理的设计和合成。合成的核苷显示出有趣的溶剂变色特征和/或分子内电荷转移（ICT）特征。其中一些还具有双重发光特性，这证明了我们的设计理念。HOMO-LUMO分布表明，这些核苷的发射态具有C5- [4-（2-丙炔基（甲基）氨基）]苯基三唑基供体部分和与其相连的芳族发色团之间更显着的电子再分布特征，导致调制的发射特性。还测试了这些核苷的溶剂极性敏感性。合成的三唑基苄腈（发现10C），萘基（10E）和pyr基（10G）核苷表现出令人感兴趣的ICT和双重（LE / ICT）发射特性。双发射pyr烯核苷在BSA蛋白质微环境中保持了良好的比例响应，从而使BSA作为唯一的蛋白质生物分子
• HISTONE DEMETHYLASE INHIBITORS
  申请人：Quanticel Pharmaceuticals, Inc.

  公开号：US20150376169A1

  公开（公告）日：2015-12-31

  The present disclosure relates generally to compositions and methods for treating cancer and neoplastic disease. Provided herein are substituted pyridine derivative compounds and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for inhibition histone demethylase. Furthermore, the subject compounds and compositions are useful for the treatment of cancer, such as prostate cancer, breast cancer, bladder cancer, lung cancer and/or melanoma and the like.

  本公开涉及治疗癌症和肿瘤性疾病的组合物和方法。本文提供了取代吡啶衍生物化合物及含有该化合物的药物组合物。该化合物和组合物可用于抑制组蛋白去甲基化酶。此外，该化合物和组合物可用于治疗癌症，如前列腺癌、乳腺癌、膀胱癌、肺癌和/或黑色素瘤等。
• Histone demethylase inhibitors
  申请人：Quanticel Pharmaceuticals, Inc.

  公开号：US09242968B2

  公开（公告）日：2016-01-26

  The present disclosure relates generally to compositions and methods for treating cancer and neoplastic disease. Provided herein are substituted pyridine derivative compounds and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for inhibition histone demethylase. Furthermore, the subject compounds and compositions are useful for the treatment of cancer, such as prostate cancer, breast cancer, bladder cancer, lung cancer and/or melanoma and the like.

  本公开涉及治疗癌症和肿瘤疾病的组合物和方法。本文提供了取代吡啶衍生物化合物和包含该化合物的药物组合物。该化合物和组合物对于抑制组蛋白去甲基化酶具有用途。此外，该化合物和组合物对于治疗癌症，如前列腺癌、乳腺癌、膀胱癌、肺癌和/或黑色素瘤等具有用途。