3-aminoacenaphthene quinone | 94764-58-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-aminoacenaphthene quinone
• 英文别名: 5-amino-acenaphthylene-1,2-dione；5-aminoacenaphthalequinone；5-Aminoacenaphthylene-1,2-dione
• CAS: 94764-58-6
• 化学式: C₁₂H₇NO₂
• 分子量: 197.193
• InChiKey: QICIRJBLWWQOHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-aminoacenaphthene quinone 在 蔗糖 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 48.0h， 生成 6-amino-2-hydroxy-2H-acenaphthylen-1-one
  参考文献：
  名称：

  Preparation of chiral trans-5-substituted-acenaphthene-1,2-diols by baker’s yeast-mediated reduction of 5-substituted-acenaphthylene-1,2-diones

  摘要：

  A series of trans-5-substauted-acenaphthene-1,2-diols were obtained in 21-72% yield with 97-100% ee by baker's yeast-mediated reduction of the corresponding acenaphthylene-1,2-diones, in the presence of DMSO as a co-solvent and under vigorous agitation The absolute configuration of (-)-trans-5-methoxy-acenaphthene-1,2-diol trans-3b and (-)-trans-5-bromo-acenaphthene-12-diol trans-3c was assigned as (S,S) and (-)-trans-5-thiomorpholin-acenaphthene-1,2-diol trans-3d was established as (R,R) by exciton-coupled circular dichroism. (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.04.048
• 作为产物：
  描述：

  5-azido-acenaphthylene-1,2-dione 在 三苯基膦 、 盐酸 、 水 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 生成 3-aminoacenaphthene quinone
  参考文献：
  名称：

  [EN] LYOTROPIC LIQUID CRYSTAL SYSTEMS BASED ON BISACENAPHTHOPYRAZINOQUINOXALINE DERIVATIVES AND METHODS OF MAKING
  [FR] SYSTÈMES DE CRISTAUX LIQUIDES LYOTROPES BASÉS SUR DES DÉRIVÉS DE BISACÉNAPHTOPYRAZINOQUINOXALINE ET LEURS PROCÉDÉS DE FABRICATION

  摘要：

  本发明揭示了一种双萘并吡嗪喹喔啉衍生物家族，其化学式为(I)和(II)。这些化合物能够形成液晶系统，可以产生具有理想光学性能的光学各向同性或各向异性薄膜：(I)，(II)，其中Ri、R2、Rs、R4、R5和R&各自独立地选择自-H、-SO3M、-OH、-NH2、-Cl、-Br、-I、-NO2、-F、-CF3、-CN、-COOH、-CONH2、烷基、芳基、炔基、烯基、烷氧基、烷基氨基、苯氧基和苯基氨基基团; M是一个或多个计数离子; j是与化合物相关的计数离子数; n是在1到S范围内的整数。

  公开号：

  WO2009123968A1

文献信息

• [EN] LYOTROPIC LIQUID CRYSTAL SYSTEMS BASED ON BISACENAPHTHOPYRAZINOQUINOXALINE DERIVATIVES AND METHODS OF MAKING<br/>[FR] SYSTÈMES DE CRISTAUX LIQUIDES LYOTROPES BASÉS SUR DES DÉRIVÉS DE BISACÉNAPHTOPYRAZINOQUINOXALINE ET LEURS PROCÉDÉS DE FABRICATION
  申请人：NITTO DENKO CORP

  公开号：WO2009123968A1

  公开（公告）日：2009-10-08

  A family of bisacenaphthopyrazinoquinoxaline derivatives of formula (I) and (II) is disclosed. These compounds are capable of forming liquid crystal systems that can produce optically isotropic or anisotropic films with desirable optical properties : (I), (II) wherein Ri, R2, Rs, R4, R5 and R& are each independently selected from -H, -SO3M, -OH, -NH2, -Cl, -Br, -I, -NO2, -F, -CF3, -CN, -COOH, -CONH2, alkyl, aryl, alkynyl, alkenyl, alkoxyl, alkylamino, phenoxyl, and phenylamino groups; M is one or more counter ions; j is the number of counter ions associated with the compound; and n is an integer in the range of 1 to S.

  本发明揭示了一种双萘并吡嗪喹喔啉衍生物家族，其化学式为(I)和(II)。这些化合物能够形成液晶系统，可以产生具有理想光学性能的光学各向同性或各向异性薄膜：(I)，(II)，其中Ri、R2、Rs、R4、R5和R&各自独立地选择自-H、-SO3M、-OH、-NH2、-Cl、-Br、-I、-NO2、-F、-CF3、-CN、-COOH、-CONH2、烷基、芳基、炔基、烯基、烷氧基、烷基氨基、苯氧基和苯基氨基基团; M是一个或多个计数离子; j是与化合物相关的计数离子数; n是在1到S范围内的整数。
• Novel nitroheterocyclic hypoxic markers for solid tumor: Synthesis and biological evaluation
  作者：Weiping Zhu、Min Dai、Yufang Xu、Xuhong Qian

  DOI：10.1016/j.bmc.2007.12.011

  日期：2008.3.15

  Based on the principle that the nitro-group can quench the fluorescence and can be reduced under hypoxic conditions, several novel nitroheterocyclic compounds without 2-nitroimidazole as potential hypoxic markers were prepared. Although they were synthesized from the same matrix, nitrosubstituted acenaphtho[1,2-b]quinoxaline, these compounds exhibited quite different fluorescence changes when they were differently nitrosubstituted. Their evaluation for imaging tumor hypoxia was carried out in V79 cells in vitro by Fluorescence Microplate Reader. After 3.5 h, the hypoxic-oxic fluorescence differential incubated with A1, A4, and A5 in V79 cells could reach 6, 9, and 11 times differential fluorescence between oxic and hypoxic cells separately, which are suitable for further evaluation as probes for hypoxic cells in tumors in vivo. (C) 2007 Elsevier Ltd. All rights reserved.
• LYOTROPIC LIQUID CRYSTAL SYSTEMS BASED ON BISACENAPHTHOPYRAZINOQUINOXALINE DERIVATIVES AND METHODS OF MAKING
  申请人：Zheng Shijun

  公开号：US20110026117A1

  公开（公告）日：2011-02-03

  A family of bisacenaphthopyrazinoquinoxaline derivatives of formula (I) and (II) is disclosed. These compounds are capable of forming liquid crystal systems that can produce optically isotropic or anisotropic films with desirable optical properties: (I), (II) wherein Ri, R2, Rs, R4, R5 and R& are each independently selected from —H, —SO 3 M, —OH, —NH 2 , —Cl, —Br, —I, —NO 2 , —F, —CF 3 , —CN, —COOH, —CONH 2 , alkyl, aryl, alkynyl, alkenyl, alkoxyl, alkylamino, phenoxyl, and phenylamino groups; M is one or more counter ions; j is the number of counter ions associated with the compound; and n is an integer in the range of 1 to S.
• Preparation of chiral trans-5-substituted-acenaphthene-1,2-diols by baker’s yeast-mediated reduction of 5-substituted-acenaphthylene-1,2-diones
  作者：Lixiao Wang、Xingyong Wang、Jingnan Cui、Weimin Ren、Nan Meng、Jingyun Wang、Xuhong Qian

  DOI：10.1016/j.tetasy.2010.04.048

  日期：2010.4

  A series of trans-5-substauted-acenaphthene-1,2-diols were obtained in 21-72% yield with 97-100% ee by baker's yeast-mediated reduction of the corresponding acenaphthylene-1,2-diones, in the presence of DMSO as a co-solvent and under vigorous agitation The absolute configuration of (-)-trans-5-methoxy-acenaphthene-1,2-diol trans-3b and (-)-trans-5-bromo-acenaphthene-12-diol trans-3c was assigned as (S,S) and (-)-trans-5-thiomorpholin-acenaphthene-1,2-diol trans-3d was established as (R,R) by exciton-coupled circular dichroism. (C) 2010 Elsevier Ltd All rights reserved