2-amino-4'-dimethylaminoacetophenone hydrochloride | 102742-20-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-4'-dimethylaminoacetophenone hydrochloride
• 英文别名: 4-dimethylamino-ω-aminoacetophenone hydrochloride；p-dimethylamino-α-aminoacetophenone hydrochloride；2-amino-1-[4-(dimethylamino)phenyl]ethanone;hydrochloride
• CAS: 102742-20-1
• 化学式: C₁₀H₁₄N₂O*ClH
• 分子量: 214.695
• InChiKey: HFOJBHJZWUEQNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.32
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-4'-dimethylaminoacetophenone hydrochloride 在 吡啶 、 sodium hydroxide 、 硫酸 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 39.0h， 生成 dapoxylsulfonyl chloride
  参考文献：
  名称：

  Fluorescent Molecular Probes II. The Synthesis, Spectral Properties and Use of Fluorescent Solvatochromic Dapoxyl Dyes

  摘要：

  Abstract— 2,5‐Diphenyloxazoles that embody a dimethylamino group at position 4 of the 5‐phenyl ring and a sulfonyl group at position 4 of the 2‐phenyl ring were prepared as new fluorescent solvatochromic dyes. In these molecules, there is a “push‐pull” electron transfer system from the 5‐phenyl moiety to the 2‐phenyl ring. These compounds show strong solvent‐dependent fluorescence that is well correlated with the empirical solvent polarity parameter ET (30). The solvent polarity dependence suggests that the fluorescence arises from an intramolecular charge transfer. The fluorescence‐environment dependence, long emission wavelength, large extinction coefficients, high fluorescence quantum yields and large Stokes shift of the fluorophores can be used to develop ultrasensitive fluorescent molecular probes to study a variety of biological events and processes.

  DOI：

  10.1111/j.1751-1097.1997.tb03168.x
• 作为产物：
  描述：

  2-溴-1-(4-二甲基氨基苯基)乙酮 在 potassium phtalimide 、 盐酸 作用下， 以 N,N-二甲基甲酰胺 、 乙醇 、 水 为溶剂， 反应 20.0h， 以70%的产率得到2-amino-4'-dimethylaminoacetophenone hydrochloride
  参考文献：
  名称：

  NOVEL COMPOUND HAVING CANCER METASTASIS INHIBITORY ACTIVITY, PREPARATION METHOD THEREFOR, AND PHARMACEUTICAL COMPOSITION FOR INHIBITING CANCER METASTASIS AND INVASION OR TREATING COLORECTAL CANCER, COMPRISING COMPOUND

  摘要：

  本发明提供了一种新的化合物，可以增加KAI1启动子活性，其药学上可接受的盐，以及用于抑制癌症转移和侵袭或治疗结肠癌的组合物。

  公开号：

  EP4019495A1

文献信息

• Discovery of 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives as novel and potent bromodomain and extra-terminal (BET) inhibitors with anticancer efficacy
  作者：Bo Kong、Zhaohong Zhu、Hongmei Li、Qianqian Hong、Cong Wang、Yu Ma、Wan Zheng、Fei Jiang、Zhimin Zhang、Ting Ran、Yuanyuan Bian、Na Yang、Tao Lu、Jiapeng Zhu、Weifang Tang、Yadong Chen

  DOI：10.1016/j.ejmech.2021.113953

  日期：2022.1

  modifications led to the identification of compound 35f as the most active inhibitor of BET BRD4 with selectivity against BET family proteins. Further biological studies revealed that compound 35f can arrest the cell cycle in G0/G1 phase and induce apoptosis via decreasing the expression of c-Myc and other proteins related to cell cycle and apoptosis. More importantly, compound 35f showed favorable pharmacokinetic

  作为表观遗传阅读器，溴结构域和末端外结构域 (BET) 家族蛋白与组蛋白中的乙酰化赖氨酸残基结合并募集蛋白质复合物以促进转录起始和延伸。通过小分子抑制剂抑制 BET 溴结构域已成为一种有前途的癌症治疗策略。在这里，我们描述了我们为发现一系列新的 1-(5-(1 H -benzo[ d ]imidazole-2-yl)-2,4-dimethyl-1 H -pyrrol-3-yl)ethan 所做的努力-1-one 衍生物作为 BET 抑制剂。密集的结构修饰导致化合物35f被鉴定为对 BET 家族蛋白具有选择性的最活跃的 BET BRD4 抑制剂。进一步的生物学研究表明，化合物35f通过降低c-Myc等细胞周期和细胞凋亡相关蛋白的表达，使细胞周期停滞在G 0 /G 1期，诱导细胞凋亡。更重要的是，化合物35f在 MV4-11 小鼠异种移植模型中显示出良好的药代动力学特性和抗肿瘤功效，具有可接受的耐受性。这些结果表明，BET
• High Stokes shift long-wavelength energy gap regulated fluorescence in the series of nitro/dimethylamino-substituted ortho-analogs of POPOP
  作者：Rodion Iliashenko、Olexiy Zozulia、Andrey Doroshenko

  DOI：10.2478/s11532-011-0092-9

  日期：2011.12.1

  A series of novel nitro-substituted ortho-analogs of POPOP was synthesized. Like the most of the other known compounds of this class, the synthesized molecules demonstrate high Stokes shift fluorescence emission owing to the planarization of their molecules at electronic excitation. Significant fluorescence quenching in polar solvents was described as the “energy gap law” action rather than the specific effect of the dialkylamino group excited state twisting.

  摘要：合成了一系列新型的POPOP的硝基取代的邻位类似物。与该类其他已知化合物一样，由于电子激发时分子的平面化，合成分子表现出高Stokes位移荧光发射。在极性溶剂中，显著的荧光猝灭被描述为“能隙定律”作用，而不是二烷基氨基基团激发态扭曲的特定效应。
• Fluorescent probes for saccharrides
  申请人：——

  公开号：US20040087842A1

  公开（公告）日：2004-05-06

  The spectroscopic and photophysical properties of fluorescent probes comprising donor-acceptor derivatives comprising the boric acid group or a derivative of boric acid, B(OH) 3 (or borate ion, BO(OH) 2 −1 ), arsenious acid, H 3 AsO 3 (or arsenite ion, H 2 AsO 3 −1 ), telluric acid, H 6 TeO 6 (or tellurate ion, H 5 TeO 6 −1 ) or germanic acid, Ge(OH) 6 (or germanate ion, GeO(OH) 3 −1 ) are described. Method of using said probes are also provided.

  本文描述了包含供体-受体衍生物的荧光探针的光谱和光物理性质，其中衍生物包括硼酸基团或硼酸衍生物、硼酸盐离子BO(OH)2−1、砷酸或砷酸盐离子H2AsO3−1、碲酸或碲酸盐离子H5TeO6−1或锗酸或锗酸盐离子GeO(OH)3−1。同时提供了使用该探针的方法。
• A new highly fluorescent probe for monosaccharides based on a donor–acceptor diphenyloxazole
  作者：Nicolas DiCesare、Joseph R. Lakowicz

  DOI：10.1039/b106763j

  日期：——

  A diphenyloxazole substituted with a dimethylamino and a boronic acid group showing intramolecular charge transfer in the excited state undergoes large spectral changes in the presence of monosaccharides.

  一种被二甲基氨基和硼酸基团取代的二苯基恶唑，在激发态出现分子内电荷转移，在单糖存在的情况下，其光谱会发生巨大变化。
• Synthesis and spectral-luminescence properties of 2,5-diaryloxazoles that contain a difluoromethylsulfonyl group
  作者：B. M. Krasovitskii、V. M. Shershukov、L. M. Yagupol'skii

  DOI：10.1007/bf00506578

  日期：1982.8