1-nitro-2-(phenoxymethyl)benzene | 99232-57-2

• 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: 1-nitro-2-(phenoxymethyl)benzene
• 英文别名: 2-nitrobenzyl phenyl ether；o-nitrobenzyl phenyl ether；phenyl 2-nitrobenzyl ether；(2-nitro-benzyl)-phenyl ether；(2-Nitro-benzyl)-phenyl-aether
• CAS: 99232-57-2
• 化学式: C₁₃H₁₁NO₃
• mdl: MFCD01463537
• 分子量: 229.235
• InChiKey: CNGZYNBBFKOWRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-nitro-2-(phenoxymethyl)benzene 在 4-二甲氨基吡啶 、 ammonium acetate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 tin(ll) chloride 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 12.5h， 生成 4-amino-2-methyl-N-[2-(phenoxymethyl)phenyl]quinoline-6-carboxamide
  参考文献：
  名称：

  4-Aminoquinolines:  Novel Nociceptin Antagonists with Analgesic Activity

  摘要：

  Small-molecule nociceptin antagonists were synthesized to examine their therapeutic potential. After a 4-aminoquinoline derivative was found to bind with the human ORL1 receptor, a series of 4-aminoquinolines and related compounds were synthesized and their binding was evaluated. Elucidation of structure-activity relationships eventually led to the optimum compounds. One of the se compounds, N-(4-amino-2-methylquinolin-6-yl) -2-(4-ethylphenoxymethyl)benzamide hydrochloride (11) not only antagonized nociceptin-induced allodynia in mice but also showed analgesic effect in a hot plate test using mice and in a formalin test using rats. Its analgesic effect was not antagonized by the opioid antagonist naloxone. These results indicate that this nociceptin antagonist has the potential to become a novel type of analgesic that differs from mu -opioid agonists.

  DOI：

  10.1021/jm0002073
• 作为产物：
  描述：

  2-硝基苄溴 、 苯酚 在 potassium phosphate 、 四丁基溴化铵 作用下， 以 水 为溶剂， 反应 2.0h， 以98%的产率得到1-nitro-2-(phenoxymethyl)benzene
  参考文献：
  名称：

  四丁基溴化铵在温和条件下介导的水中苯酚的苄基化

  摘要：

  在室温下，由四丁基溴化铵（TBAB）介导的苯酚在水中的苯甲酸酯化成功完成仅2小时，从而以良好或优异的收率获得了相应的苄基苯基醚。该方案非常有效，简单，避免了催化剂，反应后易于后处理，尤其是“绿色”。

  DOI：

  10.1016/j.tet.2014.01.004

文献信息

• Highly Activatable and Environment-Insensitive Optical Highlighters for Selective Spatiotemporal Imaging of Target Proteins
  作者：Tomonori Kobayashi、Toru Komatsu、Mako Kamiya、Cláudia Campos、Marcos González-Gaitán、Takuya Terai、Kenjiro Hanaoka、Tetsuo Nagano、Yasuteru Urano

  DOI：10.1021/ja212125w

  日期：2012.7.11

  Optical highlighters are photoactivatable fluorescent molecules that exhibit pronounced changes in their spectral properties in response to irradiation with light of a specific wavelength and intensity. Here, we present a novel design strategy for a new class of caged BODIPY (4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) fluorophores, based on the use of photoremovable protecting groups (PRPGs) with

  光学荧光笔是可光活化的荧光分子，在特定波长和强度的光照射下，其光谱特性会发生显着变化。在这里，我们提出了一种新型笼状 BODIPY（4,4-difluoro-4-bora-3a,4a-diaza-s-indacene）荧光团的新设计策略，基于使用光可去除保护基（PRPGs）与高还原电位，通过光诱导电子转移 (PeT) 作为光敏单元和荧光猝灭剂。2,6-二硝基苄基 (DNB) 笼式 BODIPY 被有效地光活化，在水溶液中的活化率超过 600 倍。然后，我们使用成熟的 SNAP 标签技术将此光活化荧光团与 SNAP（O(6)-烷基鸟嘌呤 DNA 烷基转移酶的突变体）配体相结合，以获得用于蛋白质动力学可视化的基于小分子的光学荧光笔。作为概念证明，我们展示了活细胞中具有 SNAP 标签的表皮生长因子受体 (EGFR) 融合蛋白的时空成像。我们还展示了使用组蛋白 2A 的融合蛋白与 SNAP 标签突出显示活斑马鱼胚胎中感兴趣的细胞。
• Photosensitive compound, photosensitive composition, method for resist pattern formation, and process for device prodution
  申请人：CANON KABUSHIKI KAISHA

  公开号：EP1865379A1

  公开（公告）日：2007-12-12

  A process for forming a resist pattern comprises the steps of applying on a substrate to form a photosensitive resist layer a photosensitive composition comprising at least one photosensitive compound having, in the molecule, two or more structural units represented by C6R2-6-CHR1-OR7 or C6R2-6-CHR1-COOR7 where R1 is a hydrogen atom or an alkyl group, at least one of R2, R3, R4, R5, and R6 is a nitro group, and others are selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl, an alkoxy, a phenyl, a naphthyl, and an alkyl in which a part or the entire of hydrogen atoms are substituted by a fluorine atom, and R7 is a substituted or unsubstituted phenylene or naphthylene group dissolved in an organic solvent, irradiating the resist layer selectively with a radiation ray, and developing a portion irradiated by the ray to form a pattern of the resist layer.

  一种形成抗蚀剂图案的工艺包括以下步骤 在基底上涂敷感光组合物以形成感光抗蚀剂层，该感光组合物包括至少一种感光化合物，其分子中具有两个或两个以上由C6R2-6-CHR1-OR7或C6R2-6-CHR1-COOR7代表的结构单元，其中R1是氢原子或烷基，R2、R3、R4、R5和R6中至少有一个是硝基、其他选自氢原子、卤素原子、烷基、烷氧基、苯基、萘基和其中部分或全部氢原子被氟原子取代的烷基组成的组，R7 是溶于有机溶剂中的取代或未取代的亚苯基或萘基，用射线选择性地照射抗蚀层，并显影被射线照射的部分以形成抗蚀层的图案。
• Nitrobenzyl esters as potential conjugated alkylating and differentiation promoting agents: antitumor effect in vivo
  作者：M Wakselman、I Cerutti、C Chany

  DOI：10.1016/0223-5234(90)90146-t

  日期：1990.7
• Cadogan, J. I. G.; Hickson, Clare L.; Husband, James B., Journal of the Chemical Society. Perkin transactions I, 1985, p. 1891 - 1896
  作者：Cadogan, J. I. G.、Hickson, Clare L.、Husband, James B.、McNab, Hamish

  DOI：——

  日期：——
• Synthesis of substituted 6H-benzo[c]chromenes: a palladium promoted ring closure of diazonium tetrafluoroborates
  作者：Jing Zhou、Liang-Zhu Huang、You-Qiang Li、Zhen-Ting Du

  DOI：10.1016/j.tetlet.2012.10.038

  日期：2012.12

  A highly efficient palladium-catalysed phenyl diazonium tetrafluoroborate participation of C-H activation ring closure protocol has been developed. A series of 6H-benzo[c]chromenes have been synthesized by intramolecular cyclization of ortho diazonium salts tetrafluoroborate of benzyloxyphenyl (Method A), or phenoxymethyl phenyl (Method B). The transformation allows the synthesis of 6H-benzo[c]chromenes with a wide variety of functional groups and substitution patterns from simple and easily accessible precursors. Crown Copyright (c) 2012 Published by Elsevier Ltd. All rights reserved.