4',5'-dimethoxy-2-nitrosoacetophenone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4',5'-dimethoxy-2-nitrosoacetophenone
• 英文别名: 1-(4,5-dimethoxy-2-nitrosophenyl)ethan-1-one；1-(4,5-dimethoxy-2-nitrosophenyl)ethanone
• 化学式: C₁₀H₁₁NO₄
• 分子量: 209.202
• InChiKey: WQEAWMJHGWVXSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 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：
  65
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(4,5-二甲氧基-2-硝基苯基)乙酮 在 盐酸 、 sodium tetrahydroborate 、 三溴化磷 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 8.67h， 生成 4',5'-dimethoxy-2-nitrosoacetophenone
  参考文献：
  名称：

  Light Activation of Protein Splicing with a Photocaged Fast Intein

  摘要：

  Intein-mediated protein splicing has found broad biotechnological applications. Herein, we describe our recent result in engineering a photoactivatable intein compatible with living mammalian cells. A photocaged cysteine amino acid residue was genetically introduced into a highly efficient Nostoc punctiforme (Npu) DnaE intein. The resulting photocaged intein was inserted into a red fluorescent protein (RFP) mCherry and a human Src tyrosine kinase to create inactive chimeric proteins. A light-induced photochemical reaction was able to reactivate the intein and trigger protein splicing. Active mCherry and Src were formed as observed by direct fluorescence imaging or imaging of an Src kinase sensor in mammalian cells. The genetically encoded photocaged intein is a general optogenetic tool, allowing effective photocontrol of primary structures and functions of proteins

  DOI：

  10.1021/ja508597d

文献信息

• Photoactive materials applicable to imaging systems
  申请人：Agfa-Gevaert

  公开号：US06384264B1

  公开（公告）日：2002-05-07

  Organic photoprecursors of amines are provided for use in photosensitive imaging systems, finding particular application in the preparation of lithographic printing plates. Said photoprecursors generate free amines on exposure to long wavelength UV or visible radiation, have high solubility in organic solvents, and include photolabile 2-nitrobenzyl functional groups. Methods for the synthesis of the photoprecursors are described, and the use of the said photoprecursors for the production of printing plates using both positive working and negative working techniques are discussed.

  提供了有机胺的光敏前体，用于光敏成像系统，特别适用于制备平版印刷版。所述光敏前体在长波长紫外或可见光辐射下产生游离胺，对有机溶剂具有很高的溶解度，并包括光敏2-硝基苯甲基功能基团。描述了合成光敏前体的方法，并讨论了使用所述光敏前体制备印刷版的方法，包括正工作和负工作技术。
• One- and Two-Photon-Activated Cysteine Persulfide Donors for Biological Targeting
  作者：Amrita Chaudhuri、Yarra Venkatesh、Joyjyoti Das、Moumita Gangopadhyay、Tapas K. Maiti、N. D. Pradeep Singh

  DOI：10.1021/acs.joc.9b01224

  日期：2019.9.20

  the biologically active persulfide (N-acetyl l-cysteine persulfide, NAC-SSH) in a spatiotemporal manner. Next, we have demonstrated the detection of persulfide release both qualitatively and quantitatively using the well-known “turn on” fluorescence probe, that is, monobromobimane, and the trapping agent, that is, 2,4-dinitrofluorobenzene, respectively. Furthermore, we examined the cytotoxicity of synthesized

  在“ S-过硫化”（一种硫介导的氧化还原循环）中，过硫化物已被视为类似于H 2 S的潜在信号传导化合物。由于缺乏有效的过硫化物供体，阻碍了对这种硫介导物质的研究。在当前的这项研究中，我们基于邻硝基苄基（ONB）光触发物开发了单光子活化和二光子活化的过硫化物供体，后者释放了生物活性的过硫化物（N-乙酰基L-半胱氨酸过硫化物（NAC-SSH）的时空分布。接下来，我们已经证明了分别使用众所周知的“开启”荧光探针（即单溴二烯）和捕集剂（即2,4-二硝基氟苯）定性和定量地检测过硫化物的释放。此外，我们检查了合成的过硫化物供体对HeLa细胞的细胞毒性以及在高度氧化的细胞环境中的细胞保护能力。
• Synthesis and degradation of photolabile dendrimers based on o-nitrobenzyl ether photolabile cores
  作者：Robert M. Kevwitch、Dominic V. McGrath

  DOI：10.1039/b617289j

  日期：——

  Two dendrimer cores, 1a and 2a, that contain o-nitrobenzyl photolabile moieties, lack hydrolytically sensitive ester linkages and possess three and six sites for dendron attachment, respectively, have been alkylated to provide methylated core analogs 1b and 2b as well as second-generation benzylaryl ether dendrimer 1c and third-generation dendrimer 2c. These dendrimers undergo clean photocleavage as indicated by the evolution of isosbestic points in the UV spectra during photolysis. In addition, the nature of the photodegradation products was confirmed by observing the photolyses by both 1H NMR and GPC.

  两个树枝状聚合物核心 1a 和 2a 含有邻硝基苄基光不稳定部分，缺乏水解敏感的酯键，并分别拥有 3 个和 6 个树枝状基团附着位点，已被烷基化，以提供甲基化核心类似物 1b 和 2b 以及第二代苯甲基芳基醚树枝状聚合物 1c 和第三代树枝状聚合物 2c。这些树枝状聚合物经历了干净的光裂解，如光解过程中紫外光谱中等吸光点的演变所示。此外，通过 1H NMR 和 GPC 观察光解，证实了光降解产物的性质。
• Influences of alpha-substituent in 4,5-dimethoxy-2-nitrobenzyl-protected esters on both photocleavage rate and subsequent photoreaction of the generated 2-nitrosophenyl ketones: A novel photorearrangement of 2-nitrosophenyl ketones
  作者：Noriko Chikaraishi Kasuga、Yusuke Saito、Naomichi Okamura、Tatsuya Miyazaki、Hikaru Satou、Kazuhiro Watanabe、Takaaki Ohta、Shu-hei Morimoto、Kazuo Yamaguchi

  DOI：10.1016/j.jphotochem.2016.01.012

  日期：2016.5

  afford a bicyclic oxazole via a shift of the isopropyl group to the bridgehead position, resulting in loss of aromaticity of the six-membered ring. 2-Nitrosopheyl ketone bearing a tertiary-butyl substituent gives mainly azoxy and azo compounds via intermolecular reaction of nitrosoketones with loss of isobutene. The photorearrangement does not proceed in the case of the phenyl-substituted compound. These

  当2-硝基苄基中的α-位置被支链烷基取代时，紫外线（UV）诱导的2-硝基苄基酯的光脱保护以释放酸并形成相应的2-硝基酮。所产生的2-亚硝基苯基酮取决于α-取代基的性质而经历多种光反应，包括独特的光重排。带有异丙基取代基的2-硝基酮主要经过这种重排，从而通过异丙基移至桥头位置而得到双环恶唑，从而导致六元环的芳香性损失。带有叔丁基取代基的2-亚硝基苯甲酮主要通过亚硝基酮的分子间反应与异丁烯的损失而产生氮杂和偶氮化合物。在苯基取代的化合物的情况下，不进行光重排。这些发现将有助于选择和/或设计对光不稳定的保护基。
• Compounds and methods of use
  申请人：Potashman Michele

  公开号：US20090176774A1

  公开（公告）日：2009-07-09

  Selected compounds are effective for prophylaxis and treatment of diseases, such as HGF mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  所选化合物对于预防和治疗HGF介导的疾病等疾病有效。该发明涵盖了新的化合物、类似物、前药和其药学上可接受的盐、制药组合物以及预防和治疗癌症等疾病和其他疾病或情况的方法。该发明还涉及制造这些化合物的过程以及在这些过程中有用的中间体。