1-(hydroxyacetyl)pyrene | 1192592-19-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-(hydroxyacetyl)pyrene
• 英文别名: 2-hydroxy-1-(pyren-1-yl)ethanone；1-(Hydroxyacetyl)pyrene；2-hydroxy-1-pyren-1-ylethanone
• CAS: 1192592-19-0
• 化学式: C₁₈H₁₂O₂
• 分子量: 260.292
• InChiKey: KXQIFTXLTVOMHA-UHFFFAOYSA-N

物化性质

• 熔点：
  85.7-87.7 °C
• 沸点：
  488.4±18.0 °C(Predicted)
• 密度：
  1.362±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(hydroxyacetyl)pyrene 在 4-二甲氨基吡啶 、 水 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 2-isopropyl-5-methylcyclohexyl 2-oxo-2-(pyren-1-yl)ethyl carbonate
  参考文献：
  名称：

  1-（羟基乙酰基）py是一种新型荧光光触发装置，用于细胞成像和笼罩酒精，苯酚和腺苷†

  摘要：

  1-（羟基乙酰基）py作为一种用于醇和酚的新型荧光光触发剂，已被引入。通过与荧光光触发偶合，将醇和酚作为相应的碳酸酯进行保护，1-（羟乙酰基）py。笼状碳酸盐的光物理研究表明，它们都具有很强的荧光特性。水溶液中可见光（≥410nm）辐照笼状碳酸盐乙腈以高化学产率（95-97％）和量子产率（0.17-0.21）释放了相应的醇或酚。基于Stern-Volmer猝灭实验和溶剂效应研究，提出了光致释放的机理。重要的，1-（羟乙酰基）py 显示为光触发可快速释放生物活性分子 腺苷。体外生物学研究表明1-（羟乙酰基）py 具有良好的生物相容性，细胞摄取特性和细胞成像能力。

  DOI：

  10.1039/c2pp25091h
• 作为产物：
  描述：

  1-(溴乙酰)芘 在 sodium formate 作用下， 以 乙醇 为溶剂， 生成 1-(hydroxyacetyl)pyrene
  参考文献：
  名称：

  1-（羟基乙酰基）py是一种新型荧光光触发装置，用于细胞成像和笼罩酒精，苯酚和腺苷†

  摘要：

  1-（羟基乙酰基）py作为一种用于醇和酚的新型荧光光触发剂，已被引入。通过与荧光光触发偶合，将醇和酚作为相应的碳酸酯进行保护，1-（羟乙酰基）py。笼状碳酸盐的光物理研究表明，它们都具有很强的荧光特性。水溶液中可见光（≥410nm）辐照笼状碳酸盐乙腈以高化学产率（95-97％）和量子产率（0.17-0.21）释放了相应的醇或酚。基于Stern-Volmer猝灭实验和溶剂效应研究，提出了光致释放的机理。重要的，1-（羟乙酰基）py 显示为光触发可快速释放生物活性分子 腺苷。体外生物学研究表明1-（羟乙酰基）py 具有良好的生物相容性，细胞摄取特性和细胞成像能力。

  DOI：

  10.1039/c2pp25091h

文献信息

• [EN] MICROCAPSULES CONTAINING A GAS-RELEASING PHOTOLABILE COMPOUND AND USES THEREOF<br/>[FR] MICROCAPSULES CONTENANT UN COMPOSE PHOTOLABILE DE LIBÉRATION DE GAZ, ET LEURS UTILISATIONS
  申请人：FIRMENICH & CIE

  公开号：WO2014187874A1

  公开（公告）日：2014-11-27

  The present invention relates to water-dispersible microcapsules comprising an oil phase, e.g. a perfume, containing a photolabile compound capable of generating a gas upon exposure to light. The gas is able to cause an extension or the breaking of the microcapsule allowing the release of the oil phase and thus increasing the long-lastingness of the odor perception. The present invention concerns also the use of said microcapsules in perfumery as well as the perfuming compositions or perfumed articles comprising the invention's microcapsules to provide a prolonged release of fragrant molecules.

  本发明涉及水分散微胶囊，包括油相，例如香水，其中含有能够在光照作用下产生气体的光敏化合物。该气体能够引起微胶囊的延展或破裂，从而释放油相，从而增加气味感知的持久性。本发明还涉及在香水中使用所述微胶囊，以及包含本发明微胶囊的香水组合物或香水制品，以提供芳香分子的持续释放。
• MICROCAPSULES CONTAINING A GAS-RELEASING PHOTOLABILE COMPOUND AND USES THEREOF
  申请人：FIRMENICH SA

  公开号：US20160120773A1

  公开（公告）日：2016-05-05

  The present invention relates to water-dispersible microcapsules that include an oil phase, e.g. a perfume, containing a photolabile compound capable of generating a gas upon exposure to light. The gas is able to cause an extension or the breaking of the microcapsule allowing the release of the oil phase and thus increasing the long-lastingness of the odor perception. The present invention concerns also the use of such microcapsules in perfumery as well as the perfuming compositions or perfumed articles that include such microcapsules therein to provide a prolonged release of fragrant molecules.

  本发明涉及一种水分散微囊，其中包含一种油相，例如香水，其中含有一种光敏化合物，能够在光照下产生气体。该气体能够引起微囊的扩展或破裂，释放油相，从而增加气味感知的持久性。本发明还涉及在香水中使用这种微囊的方法，以及包含这种微囊的香料组合物或香味物品，以提供香气分子的持久释放。
• Microcapsules containing a gas-releasing photolabile compound and uses thereof
  申请人：FIRMENICH SA

  公开号：US10646416B2

  公开（公告）日：2020-05-12

  The present invention relates to water-dispersible microcapsules that include an oil phase, e.g. a perfume, containing a photolabile compound capable of generating a gas upon exposure to light. The gas is able to cause an extension or the breaking of the microcapsule allowing the release of the oil phase and thus increasing the long-lastingness of the odor perception. The present invention concerns also the use of such microcapsules in perfumery as well as the perfuming compositions or perfumed articles that include such microcapsules therein to provide a prolonged release of fragrant molecules.

  本发明涉及一种水分散型微胶囊，它包括油相，例如香水，其中含有一种在光照下能产生气体的光敏化合物。这种气体能使微胶囊扩展或破裂，使油相释放出来，从而增加气味感知的持久性。本发明还涉及在香水中使用这种微胶囊，以及包括这种微胶囊的香水组合物或香水制品，以提供香味分子的长期释放。
• An efficient and convenient transformation of α-haloketones to α-hydroxyketones using cesium formate
  作者：Fung Fuh Wong、Po-Wei Chang、Hui-Chang Lin、Bang-Jau You、Jiann-Jyh Huang、Shao-Kai Lin

  DOI：10.1016/j.jorganchem.2009.06.031

  日期：2009.10

  A new safe and convenient transformation has been developed. In the presence of cesium formate in dry MeOH solution, alpha-haloketones underwent direct conversion reaction to afford alpha-hydroxyketone in excellent yields. Furthermore, this methodology can be extended and applied in 2-chloro-N-(1,3-diphenyl-1H-pyrazol-5-yl)acetamide, 2-chloro-N-(2,6-dimethylphen-yl)acetamide, 1-(bromomethylsulfonyl)benzene, and N-(bromomethyl)phthalimide to give the corresponding products in moderate to excellent yields. Crown Copyright (C) 2009 Published by Elsevier B.V. All rights reserved.
• 1-Acetylpyrene with dual functions as an environment-sensitive fluorophore and fluorescent photoremovable protecting group
  作者：Avijit Jana、Sanghamitra Atta、Sujan K. Sarkar、N.D. Pradeep Singh

  DOI：10.1016/j.tet.2010.10.090

  日期：2010.12

  A series of new fluorescent ester conjugates of carboxylic acids including amino acids was synthesized by coupling with an environment-sensitive fluorophore 1-acetylpyrene. Interestingly, the fluorescence properties of the ester conjugates and 1-acetylpyrene were found to be highly sensitive to its surrounding environment. The results obtained from the photolysis of the ester conjugates indicated that various factors like solvent, irradiation wavelength, and the structure of the conjugates govern the rate of the photocleavage. (C) 2010 Elsevier Ltd. All rights reserved.