1-(2-苯基乙基)吡啶鎓溴化物 | 6324-18-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 1-(2-苯基乙基)吡啶鎓溴化物
• 英文名称: 1-(2-phenylethyl)pyridinium bromide
• 英文别名: 1-phenethyl-pyridinium; bromide；1-Phenaethyl-pyridinium; Bromid；1-(2-Phenylethyl)pyridin-1-ium bromide；1-(2-phenylethyl)pyridin-1-ium;bromide
• CAS: 6324-18-1
• 化学式: Br*C₁₃H₁₄N
• 分子量: 264.165
• InChiKey: XUGUKMIWGIQSJB-UHFFFAOYSA-M

物化性质

• 熔点：
  126 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -0.78
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  3.9
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  1-(2-苯基乙基)吡啶鎓溴化物 在 盐酸 、 sodium tetrahydroborate 、 三氟乙酸 、 lithium bromide 作用下， 以 乙醇 、 二氯甲烷 、 水 、 甲苯 、 乙腈 为溶剂， 反应 46.5h， 生成 2-chloro-N-(4-fluorophenyl)-N-((3RS,4RS)-3-hydroxy-1-phenethylpiperidin-4-yl)acetamide
  参考文献：
  名称：

  High regiocontrol in the nucleophilic ring opening of 1-aralkyl-3,4-epoxypiperidines with amines—a short-step synthesis of 4-fluorobenzyltrozamicol and novel anilidopiperidines

  摘要：

  Nucleophilic ring-opening reactions of three 1-aralkyl-3,4-epoxypiperidines with a series of aliphatic and aromatic amines have been investigated. Reactions in protic solvents, preferably 2-propanol, gave rise to 3-amino-piperidin-4-ols in ratios up to 20:1. Accordingly, 4-fluorobenzyltrozamicol, a highly potent ligand for the vesicular acetylcholine transporter was obtained directly from an epoxide ring opening in one step, without the need of chromatographic separation. Reactions in acetonitrile assisted by Li-salts, most suitable with LiBr, led regioselectively to trans-4-amino-piperidin-3-ols in high yields. N-Phenethyl substituted anilino-piperidinols as easily obtained by this method were converted into a series of new beta-hydroxy substituted anilidopiperidines. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.045
• 作为产物：
  描述：

  苯乙醇 在 氢溴酸 作用下， 以 硝基甲烷 为溶剂， 生成 1-(2-苯基乙基)吡啶鎓溴化物
  参考文献：
  名称：

  Effect of structure of nucleophile and substrate on the quaternization of heterocyclic amines

  摘要：

  The influence of the nature of the quaternizing agent and substrate on the quaternization of heterocyclic amines, derivatives of pyridine, beta-picoline, nicotinamide, pyridoxine, was studied. The synthesized compounds were characterized by IR spectroscopy and elemental analysis. The conclusions were made about the effect of the structure of nucleophile and substrate on the process of quaternization reaction.

  DOI：

  10.1134/s1070363210050294

文献信息

• Application of primary halogenated hydrocarbons for the synthesis of 3-aryl and 3-alkyl indolizines
  作者：Yan Liu、Huayou Hu、Junyu Zhou、Wenhui Wang、Youliang He、Chao Wang

  DOI：10.1039/c7ob00980a

  日期：——

  properties that make it suitable for numerous applications in many fields, such as biology, medicine and materials. However, the synthesis of 3-alkyl indolizines from bulky primary halogenated alkanes has not yet been reported. Herein, a transition-metal-free synthetic route to 3-aryl and 3-alkyl indolizines from electron-deficient alkenes, pyridines and primary halogenated hydrocarbons has been reported

  吲哚利嗪是一种重要的杂环化合物，具有多种令人感兴趣的特性，使其适用于生物学，医学和材料等许多领域的众多应用。然而，尚未报道由庞大的伯卤代烷烃合成3-烷基吲哚嗪。在此，首次报道了利用串联反应从缺电子的烯烃，吡啶和伯卤代烃生成无过渡金属的3-芳基和3-烷基吲哚并嗪的合成路线。该方法的关键步骤是四氢吲哚嗪中间体与2,2,6,6-四甲基哌啶-N的氧化脱氢芳构化-氧基（TEMPO）作为氧化剂。该协议的优势在于它使用易于获得的低成本起始材料，无过渡金属的条件及其可扩展性。
• Time-dependent slowly-reversible inhibition of monoamine oxidase A by N-substituted 1,2,3,6-tetrahydropyridines
  作者：Wisut Wichitnithad、James P. O’Callaghan、Diane B. Miller、Brian C. Train、Patrick S. Callery

  DOI：10.1016/j.bmc.2011.10.038

  日期：2011.12

  oxidase A inhibition. Eleven structurally similar tetrahydropyridine derivatives were synthesized and evaluated as inhibitors of MAO-A and MAO-B. The most potent MAO-A inhibitor in the series, 2,4-dichlorophenoxypropyl analog 12, displayed time-dependent mixed noncompetitive inhibition. The inhibition was reversed by dialysis, indicating reversible enzyme inhibition. Evidence that the slow-binding inhibition

  发现一类新型的N-取代的四氢吡啶衍生物具有单胺氧化酶A抑制的多种动力学机制。合成了十一种结构相似的四氢吡啶衍生物，并将其评估为MAO-A和MAO-B的抑制剂。该系列中最有效的MAO-A抑制剂2,4-二氯苯氧基丙基类似物12显示出时间依赖性混合非竞争性抑制作用。通过透析逆转抑制，表明可逆酶抑制。有证据表明MAO-A与12具有缓慢结合抑制作用涉及通过用硼氢化钠还原来稳定共价可逆中间产物而获得的共价键。还原的酶复合物不可通过透析逆转。结果与缓慢可逆的基于机制的抑制作用相一致。选择性抑制MAO-A的两个四氢吡啶类似物的特征在于其动力学机理不同于12的动力学机理。作为MAO-A的可逆抑制剂，四氢吡啶类似物处于酪胺引起的高血压不良反应的低风险中。
• Transformations of 1-phenethyl-1,2,3,6-tetrahydropyridines in the presence of trifluoromethanesulfonic acid
  作者：Vera A. Shadrikova、Alexander S. Popov、Maria V. Termelyova、Marat R. Baimuratov、Yuri N. Klimochkin

  DOI：10.1007/s10593-020-02748-8

  日期：2020.7

  1-Phenethyl-1,2,3,6-tetrahydropyridines undergo intramolecular Friedel–Crafts reaction in trifluoromethanesulfonic acid medium, resulting in the formation of azatricyclic structures. It was shown that the direction of this reaction depended on the position of the substituent relative to the multiple bond in tetrahydropyridine. The structures of the obtained compounds were confirmed by a set of spectral

  1-苯乙基1,2,3,6-四氢吡啶在三氟甲磺酸介质中进行分子内Friedel-Crafts反应，形成氮杂三环结构。结果表明，该反应的方向取决于取代基相对于四氢吡啶中多键的位置。所得化合物的结构通过一套光谱分析方法确认。
• Photocyclization Mechanism of Halopyridinium Salt Tethered to Arene:  Flash Photolysis Observation of a Pyridinium σ, Cyclohexadienyl Radicals, and a Dihalide Radical Anion in Aqueous Solution
  作者：Yong-Tae Park、Nam Woong Song、Chul-Gyun Hwang、Kwang-Wook Kim、Dongho Kim

  DOI：10.1021/ja970425u

  日期：1997.11.1

  to phenyl group with methylene linkage (1 and 2a) are more reactive than the 2-halopyridinium salts with an ethylene group (3 and 4a). As expected, the 2-bromopyridinium salt linked to the phenyl group with ethylene linkage (4a) is more reactive than the 2-chloropyridinium salt with the ethylene group (3), which is different from the 2-halopyridinium salt with the methylene linkage. The transient intermediates

  已经研究了与芳烃相连的 2-卤代吡啶鎓盐的光环化反应。2-卤代苯乙基吡啶鎓盐的光环化产生六元杂环产物，吡啶并[2,1-a]-3H,4H-异喹啉鎓盐。与带有亚甲基键合的苯基（1 和 2a）相连的 2-卤代吡啶鎓盐比带有亚乙基的 2-卤代吡啶鎓盐（3 和 4a）更具反应性。正如预期的那样，与具有亚乙基键 (4a) 的苯基连接的 2-溴吡啶鎓盐比具有亚乙基 (3) 的 2-氯吡啶鎓盐更具反应性，这与具有亚甲基键合的 2-卤代吡啶鎓盐不同。瞬态中间体如吡啶盐σ、2,3-二氢环己二烯基自由基和二溴自由基阴离子用激光闪光光解设备检测。吡啶鎓盐σ、2,3-二氢环己二烯基自由基和二溴自由基阴离子的最大吸收波长分别为250、310和360 nm。py的一生...
• Dye diffusion transfer imaging process for production of retained images
  申请人：AGFA-GEVAERT naamloze vennootschap

  公开号：EP0260349A1

  公开（公告）日：1988-03-23

  The present invention provides a dye diffusion transfer imaging process for the production of retained images, comprising the steps of: - applying an alkaline aqueous processing composition to an image-wise exposed photographic element that contains in operative association with an alkali-permeable silver halide hydrophilic colloid emulsion layer a redox-activatable compound that initially is immobile in an aqueous alkali-permeable colloid medium and is capable of releasing under alkaline conditions in reduced state a diffusible dye moiety, - providing a silver halide developing agent in said photographic element for being present therein during application of said alkaline aqueous processing composition to cause as a function of development of said silver halide emulsion layer the release of said diffusible dye moiety from said redox-activatable compound upon reduction thereof at the non-silver image areas or the loss of the capacity of said redox-activatable compound of releasing said diffusible dye moiety upon oxidation of said redox-activatable compound at the silver image areas, and - allowing diffusion of said diffusible dye moiety into an extracting liquid or disposable receptor medium and leaving in said photographic element a silver image as well as an UV-absorbing dye image retained congruously with said silver image, said redox-activatable compound comprising at least two dye units together absorbing radiation all over the range between 300 and 450 nm. The present invention also provides a photographic silver halide element comprising such a redox-activatable compound.

  本发明提供了一种用于制作保留图像的染料扩散转移成像工艺，包括以下步骤： - 将碱性水溶液冲洗组合物应用于图像曝光的感光元件，该感光元件含有与透碱卤化银亲水胶体乳剂层有效结合的可氧化还原活化的化合物，该化合物最初在水性透碱胶体介质中不移动，并能在碱性条件下以还原状态释放可扩散的染料分子、 - 在所述感光元件中提供一种卤化银显影剂，以便在使用所述碱性水性冲洗组合物期间存在于其中，从而在所述卤化银乳剂层的显影过程中，使所述氧化还原活化化合物在非银图像区域还原时从所述氧化还原活化化合物中释放所述可扩散染料分子，或使所述氧化还原活化化合物在银图像区域氧化时失去释放所述可扩散染料分子的能力，以及 - 允许所述可扩散染料扩散到提取液或一次性受体介质中，并在所述感光元件中留下银图像以及与所述银图像一致保留的紫外线吸收染料图像、 所述氧化还原活化化合物由至少两个染料单元组成，共同吸收 300 至 450 纳米波长范围内的辐射。本发明还提供了一种包含这种可氧化还原活化化合物的照相卤化银元件。