双(3,4-二羟基苯基)甲酮 | 61445-49-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 双(3,4-二羟基苯基)甲酮
• 英文名称: 3,4,3',4'-dihydroxybenzophenone
• 英文别名: bis(3,4-dihydroxyphenyl)methanone；3,4,3',4'-tetrahydroxy-benzophenone；3,4,3',4'-Tetrahydroxy-benzophenon；3,3',4,4'-tetrahydroxybenzophenone
• CAS: 61445-49-6
• 化学式: C₁₃H₁₀O₅
• 分子量: 246.219
• InChiKey: XZXMWAHILBWKBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  双(3,4-二羟基苯基)甲酮 在 溴 、 溶剂黄146 作用下， 以50%的产率得到bis(3-bromo-4,5-dihydroxyphenyl)methanone
  参考文献：
  名称：

  Bromophenols as Candida albicans isocitrate lyase inhibitors

  摘要：

  A new series of bromophenols was synthesized by reactions of corresponding phenol analogs with bromine. The synthesized compounds were tested for inhibitory activity against isocitrate lyase (ICL) of Candida albicans and antimicrobial activity against Gram-positive and, Gram-negative bacteria and fungi. Among the synthesized bromophenols, bis(3-bromo-4,5-dihydroxyphenyl)methanone (11) and (3-bromo-4,5-dihydroxyphenyl)(2,3-dibromo-4,5-dihydroxyphenyl)methanone (12) displayed potent inhibitory activities against ICL, showing a stronger inhibitory effects than were found with natural bromophenol 1. The preliminary structure-activity relationships were investigated in order to determine the essential structural requirements for the inhibitory activities of these compounds against ICL of C. albicans. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.015
• 作为产物：
  描述：

  bisbenzo[1,3]dioxol-5-ylmethanone 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 双(3,4-二羟基苯基)甲酮
  参考文献：
  名称：

  Bromophenols as Candida albicans isocitrate lyase inhibitors

  摘要：

  A new series of bromophenols was synthesized by reactions of corresponding phenol analogs with bromine. The synthesized compounds were tested for inhibitory activity against isocitrate lyase (ICL) of Candida albicans and antimicrobial activity against Gram-positive and, Gram-negative bacteria and fungi. Among the synthesized bromophenols, bis(3-bromo-4,5-dihydroxyphenyl)methanone (11) and (3-bromo-4,5-dihydroxyphenyl)(2,3-dibromo-4,5-dihydroxyphenyl)methanone (12) displayed potent inhibitory activities against ICL, showing a stronger inhibitory effects than were found with natural bromophenol 1. The preliminary structure-activity relationships were investigated in order to determine the essential structural requirements for the inhibitory activities of these compounds against ICL of C. albicans. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.015

文献信息

• [EN] METHODS OF PRODUCING ALPHA, BETA-UNSATURATED CARBOXYLIC ACID SALTS FROM ALKANES AND CARBON DIOXIDE<br/>[FR] PROCÉDÉS DE PRODUCTION DE SELS D'ACIDE CARBOXYLIQUE ALPHA, BÊTA-INSATURÉS À PARTIR D'ALCANES ET DE DIOXYDE DE CARBONE
  申请人：SABIC GLOBAL TECHNOLOGIES BV

  公开号：WO2019053540A1

  公开（公告）日：2019-03-21

  Methods of producing α,β-unsaturated carboxylic acid salt are described. A method can include reacting an alkene and carbon dioxide with a composition that includes a carboxylation catalyst, an organic base that is solubilized in the composition, and an inorganic base that is not solubilized in the composition, under reaction conditions suitable to produce an inorganic base salt of an α,β-unsaturated carboxylic acid. The organic base can have a first pKa and the inorganic base has a second pKa that is greater than the first pKa.

  描述了生产α,β-不饱和羧酸盐的方法。一种方法可以包括在适合于产生α,β-不饱和羧酸的无机盐的条件下，将烯烃和二氧化碳与包括羧化催化剂、在组合物中溶解的有机碱和不在组合物中溶解的无机碱的组成反应。所述有机碱具有第一pKa值，所述无机碱具有大于第一pKa值的第二pKa值。
• Bromophenols as inhibitors of protein tyrosine phosphatase 1B with antidiabetic properties
  作者：Dayong Shi、Jing Li、Bo Jiang、Shuju Guo、Hua Su、Tao Wang

  DOI：10.1016/j.bmcl.2012.02.074

  日期：2012.4

  A series of bromophenol derivatives were synthesized and evaluated as protein tyrosine phosphatase 1B (PTP1B) inhibitors in vitro and in vivo based on bromophenol 4e (IC50 = 2.42 μmol/L), which was isolated from red algae Rhodomela confervoides. The results showed that all of the synthesized compounds displayed weak to good PTP1B inhibition at tested concentration. Among them, highly brominated compound

  合成了一系列溴酚衍生物，并基于溴酚4e（IC 50  = 2.42μmol / L）进行了体外和体内蛋白质酪氨酸磷酸酶1B（PTP1B）抑制剂的评价，该化合物是从红藻Rhodomela confervoides中分离得到的。结果表明，所有合成的化合物在测试浓度下均表现出从弱到良好的PTP1B抑制作用。其中，高度溴化的化合物4g对PTP1B表现出有希望的抑制活性，IC 50为0.68μmol/ L，比铅化合物4e的效力高约四倍。此外，化合物4g对其他PTP（TCPTP，LAR，SHP-1和SHP-2）具有很高的选择性。更重要的是，化合物4g的体内抗糖尿病活性研究也显示了令人鼓舞的结果。
• AIE (AIEE) and mechanofluorochromic performances of TPE-methoxylates: effects of single molecular conformations
  作者：Qingkai Qi、Yifei Liu、Xiaofeng Fang、Yumo Zhang、Peng Chen、Yi Wang、Bing Yang、Bin Xu、Wenjing Tian、Sean Xiao-An Zhang

  DOI：10.1039/c3ra40734a

  日期：——

  Two methoxy-substituted tetraphenylethylene (TPE) derivatives, tetra(4-methoxyphenyl)ethylene (TMOE) and tetra(3,4-dimethoxyphenyl)ethylene (TDMOE), were synthesized by McMurry reaction in high yields. The nearly centrosymmetric and natural propeller shape of TMOE and TDMOE excluded intermolecular effects, such as H or J-aggregation and π–π stacking, on their AIE (AIEE) and mechanofluorochromic performance. The crystal structures of TMOE and TDMOE, and theoretical calculations proved that their emission colours are determined by single molecular conjugation. These molecules were used to investigate pure conformational effects on molecular emissions. The spectral properties of these molecules in five environments of crystal(s), THF solution, THF–water binary solution, solidified THF and amorphous states, were investigated. The crystalline to amorphous phase transition by grinding resulted in good mechanofluorochromic performances with high quantum yields and distinguishable emission change, which was further explored as anti-counterfeiting inks on banknotes.

  通过麦克马里反应高产率合成了两种甲氧基取代的四苯基乙烯（TPE）衍生物，即四(4-甲氧基苯基)乙烯（TMOE）和四(3,4-二甲氧基苯基)乙烯（TDMOE）。TMOE 和 TDMOE 的近中心对称和自然螺旋桨形状排除了分子间效应，如 H 或 J 聚集和 π-π 堆积，从而影响了它们的 AIEE 和机械氟变色性能。TMOE 和 TDMOE 的晶体结构和理论计算证明，它们的发射颜色是由单分子共轭决定的。这些分子被用来研究纯构象对分子发射的影响。研究了这些分子在晶体、THF 溶液、THF-水二元溶液、凝固的 THF 和非晶态五种环境下的光谱特性。通过研磨实现晶体到非晶态的相变，产生了良好的机械荧光变色性能，具有较高的量子产率和明显的发射变化。
• [EN] ACRYLATES THROUGH OLEFIN/CARBON DIOXIDE COUPLING<br/>[FR] ACRYLATES PAR COUPLAGE OLÉFINE/DIOXYDE DE CARBONE
  申请人：SABIC GLOBAL TECHNOLOGIES BV

  公开号：WO2019053541A1

  公开（公告）日：2019-03-21

  Methods of producing α,β-unsaturated carboxylic acid salts are described. A method can include reacting an alkene and carbon dioxide with a composition that includes a carboxylation catalyst and an inorganic base in a protic solvent under reaction conditions suitable to produce an inorganic base salt of an α,β-unsaturated carboxylic acid.

  描述了生产α，β-不饱和羧酸盐的方法。一种方法可以包括在适合产生α，β-不饱和羧酸的无机碱盐的反应条件下，将烯烃和二氧化碳与包括羧化催化剂和无机碱的组合物在质子溶剂中反应。
• [EN] COMPOSITIONS OF POLYHYDROXYLATED BENZOPHENONES AND METHODS OF TREATMENT OF NEURODEGENERATIVE DISORDERS<br/>[FR] COMPOSITIONS DE BENZOPHÉNONES POLYHYDROXYLÉS ET MÉTHODES DE TRAITEMENT DE TROUBLES NEURODÉGÉNÉRATIFS
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2017106861A1

  公开（公告）日：2017-06-22

  The present invention relates to polyhydroxylated benzophenone compounds useful in the treatment of neurodegenerative, neurological, psychiatric, and cognitive diseases, in particular those associated with a deficiency in HDAC1 deacetylase activity.

  本发明涉及聚羟基苯酮类化合物，其在治疗神经退行性、神经学、精神病和认知疾病中有用，特别是那些与HDAC1脱乙酰化酶活性缺乏有关的疾病。