4-{[(2-hydroxyphenyl)amino]methylidene}cyclohexa-2,5-dien-1-one | 17065-03-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-{[(2-hydroxyphenyl)amino]methylidene}cyclohexa-2,5-dien-1-one
• 英文别名: 4-hydroxybenzylidene-2-hydroxyaniline；trans-N-(p-Hydroxybenzylidene)-o-aminophenol；(E)-2-((4-hydroxybenzylidene)amino)phenol；N-(p-hydroxybenzylidene)-o-hydroxyaniline；4-(((2-hydroxyphenyl)imino)methyl)phenol；2-{[(4-hydroxyphenyl)methylene]amino}-phenol
• CAS: 17065-03-1
• 化学式: C₁₃H₁₁NO₂
• 分子量: 213.236
• InChiKey: KILNMRJUXROOCU-NTEUORMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.82
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-{[(2-hydroxyphenyl)amino]methylidene}cyclohexa-2,5-dien-1-one 在 氧气 作用下， 以 甲基环己烷 为溶剂， 生成 4-苯并噁唑-2-苯酚
  参考文献：
  名称：

  Photochemical and thermal reactions of aromatic Schiff bases

  摘要：

  DOI：

  10.1021/jo00334a029
• 作为产物：
  描述：

  对羟基苯甲醛 、 2-氨基苯酚 以 乙醇 为溶剂， 生成 4-{[(2-hydroxyphenyl)amino]methylidene}cyclohexa-2,5-dien-1-one
  参考文献：
  名称：

  (E)-2-((4-羟基亚苄基)氨基)苯酚衍生的钯(II)环金属化化合物的合成及生物学性质

  摘要：

  ( E )-2-((4-hydroxybenzylidene)amino)phenol (iminophenol a ) 与 Pd(OAc) 2反应生成化合物1a，其中亚氨基苯酚与钯 (II) 以κ 3 - C邻位键合,N,O邻三齿螯合模式。因此，1a由示意式 Pd(C,N,O) 的中性单核单元形成，由两个稠合的五元金属环组成。Pd(C,N,O) 单元的自组装让位于1a的多核结构。用 PPh 3或 PPh 2 CH 2 CH 2处理1aPPh 2以摩尔比 Pd(II)/PPh 3  = 1/1 或 Pd(II)/PPh 2 CH 2 CH 2 PPh 2  = 2/1 产生单核或双核化合物的示意图式 [Pd(C,N, O)(PPh 3 )] ( 2a ) 或 {[P d (C,N,O)] 2 ( µ 2 -PPh 2 CH 2 CH 2 PPh 2 )} ( 3a )。通过元素分析、高分辨率

  DOI：

  10.1016/j.jorganchem.2022.122555

文献信息

• Agent for coloring fibers and method for temporarily coloring fibers
  申请人：——

  公开号：US20020172651A1

  公开（公告）日：2002-11-21

  The object of the present invention is a preparation for coloring fibers, which is prepared before use by mixing an acidic component (A1), containing at least one enamine of Formula (I)/(Ia) with a component (A2), containing a Schiff's base of Formula (II) 1 as well as a method for temporarily coloring fibers, for which the coloration, obtained with the aforementioned coloring agent, can be removed once again at any time by a sulfite-colorizing agent.

  本发明的对象是一种用于染色纤维的制剂，该制剂在使用前通过混合含有至少一种Formula（I）/（Ia）的恩胺的酸性组分（A1）与含有Formula（II）的席夫碱基的组分（A2）制备而成。同时提供了一种临时染色纤维的方法，其中使用上述染色剂获得的着色可以随时通过亚硫酸盐染色剂再次去除。
• 5-Aryl-1.3.3.-trimethyl-2-methylene-indoline derivatives and salts thereof, methods for the production and use of said compounds for the temporary coloration of fibres
  申请人：——

  公开号：US20030213071A1

  公开（公告）日：2003-11-20

  A method for the synthesis of 5-aryl-1,3,3,-trimethyl-2-methylene-indoline derivatives of Formula (I) or its salts of Formula (Ia) 1 wherein 1 mole of a 5-aryl-2,3,3-trimethyl-3H-indole derivative of Formula (VII) is reacted for 1 to 44 hours at a temperature of 20° to 180° C. in an apolar, aprotic or polar, protic or polar aprotic solvent with 1 to 50 moles of a compound of Formula R1-A; new compounds of Formulas (I)/(Ia) and (V), obtainable by this method 2 as well as an agent containing at least one compound of Formula (I)/(Ia) and a carbonyl/inune compound for dyeing keratinic fibers and a method for temporarily dyeing keratin fibers, for which the keratin fiber is dyed with the aforementioned agent and the dyeing, so obtained, is removed again at any later time by a sulfite preparation.

  一种合成式(I)的5-芳基-1,3,3-三甲基-2-亚甲基吲哚衍生物或式(Ia)的盐的方法，其中1摩尔的式(VII)的5-芳基-2,3,3-三甲基-3H-吲哚衍生物在无极性，无质子或极性，质子或极性无质子溶剂中与1至50摩尔的式R1-A的化合物在20℃至180℃的温度下反应1至44小时；通过该方法获得的新化合物包括式(I)/(Ia)和(V)；以及一种含有至少一种式(I)/(Ia)化合物和用于染色角质纤维的羰基/不饱和化合物的制剂和一种暂时染色角质纤维的方法，其中将角质纤维染色剂染色，所得的染色可以在以后的任何时候通过亚硫酸盐制剂去除。
• 1-benzopyrane-derivatives and colouring agents containing the salts thereof
  申请人：——

  公开号：US20030196281A1

  公开（公告）日：2003-10-23

  The present invention concerns an agent for coloring fibers that is obtained by mixing two components—if necessary with the addition of an alkalinizing agent or an acid—said agent being characterized in that one component (component A2) contains at least one electrophilic compound and the other component (component A1) contains at least one 1-benzopyran of formula (Ia)/(Ib) or a 1-benzopyrylium derivative of formula (I), 1 and a method for temporarily coloring keratin fibers whereby the hair is first colored with the aforesaid coloring agent and then, at any future time, is again decolorized with a reducing agent.

  本发明涉及一种纤维着色剂，该着色剂由两种组分混合而成，必要时加入碱化剂或酸，其特征在于其中一种组分（组分 A2）含有至少一种亲电化合物，另一种组分（组分 A1）含有至少一种式 (Ia)/(Ib) 的 1-苯并吡喃或式 (I) 的 1-苯并吡喃衍生物、 1 以及一种对角蛋白纤维进行临时着色的方法，首先用上述着色剂对头发进行着色，然后，在以后的任何时间，再用还原剂对头发进行脱色。
• Design, synthesis and biological evaluation of imine resveratrol derivatives as multi-targeted agents against Alzheimer's disease
  作者：Su-Yi Li、Xiao-Bing Wang、Ling-Yi Kong

  DOI：10.1016/j.ejmech.2013.10.068

  日期：2014.1

  A series of imine resveratrol derivatives (1-20) have been designed, synthesized, and evaluated as multi-targeted compounds for the treatment of Alzheimer's disease (AD).In vitro studies show that most of the molecules exhibit a significant ability to inhibit self-induced and Cu2+-induced beta-amyloid (A beta(1-42)) aggregation, and to function as potential antioxidants and biometal chelators. In particular, compound 9 is a potential lead compound for AD treatment (for compound 9, IC50 = 14.1 mu M for the antioxidant activity using DPPH free radical method; 64.6% at 20 mu M for self-induced A beta aggregation). Moreover, it is capable of decreasing reactive oxygen species (ROS) induced by Cu-A beta and shows good neuroprotective effects in human SH-SY5Y neuroblastoma cells. Taken together, these results suggest that 9 might be a promising lead compound for AD treatment. (C) 2013 Elsevier Masson SAS. All rights reserved.
• The antioxidant effect of imine resveratrol analogues
  作者：Jing Lu、Chang Li、Yun-Feng Chai、De-Yu Yang、Cui-Rong Sun

  DOI：10.1016/j.bmcl.2012.06.026

  日期：2012.9

  Twenty five Imine resveratrol analogues (IRAs) were synthesized, replacing the C=C bond in resveratrol with C=N bond, as well as substitution modifications on aromatic rings. Radical scavenging activities against DPPH, along with singlet oxygen quenching capacities were evaluated, and further confirmed using density functional theory calculations (DFT). It was found that IRAs bearing ortho-OH on B ring have better radical scavenging activities against DPPH than resveratrol, these compounds were also found to be effective O-1(2) quenchers. Theoretical studies on the reaction mechanism of these compounds with O-1(2) suggest that the 1,3-addition to a double bond with a -OH group with the formation of allylic hydroperoxide is the most probable reaction route. (C) 2012 Elsevier Ltd. All rights reserved.