2-(3,4-dihydroxybenzoyl)benzoic acid | 60541-97-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3,4-dihydroxybenzoyl)benzoic acid
• CAS: 60541-97-1
• 化学式: C₁₄H₁₀O₅
• 分子量: 258.23
• InChiKey: MMRWPNLLBSGMFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3,4-dihydroxybenzoyl)benzoic acid 在 硫酸 作用下， 反应 0.5h， 以2.8 g的产率得到2,3-二羥蒽醌
  参考文献：
  名称：

  ¹ H and ¹³ C NMR Studies of Some Anthraquinones and Anthracenetetrones

  摘要：

  H-1 and C-13 NMR chemical shifts are reported and assigned for 1,4,9,10- and 2,3,9,10-anthracenetetrone. In addition, NMR data are given for 2,3-dihydroxy-9, 10-anthraquinone, 2,3-dimethoxy-9,10-anthraquinone and 1-hydroxy-2-acetoxy-9,10-anthraquinone, encountered during the preparation of the anthracenetetrones.

  DOI：

  10.1002/(sici)1097-458x(199612)34:12<1043::aid-omr11>3.0.co;2-#
• 作为产物：
  描述：

  木榴油 在 吡啶 、 sodium hydroxide 、 三氯化铝 作用下， 反应 22.5h， 生成 2-(3,4-dihydroxybenzoyl)benzoic acid
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of Sweet 2-Benzoylbenzoic Acid Derivatives

  摘要：

  Twenty-four analogues of the sweet compound 2-(4-methoxybenzoyl)benzoic acid 1 were synthesized and tasted. The structure-sweet taste relationships were studied by means of principal component analysis and by comparison with the existing sweet receptor models. Three possible glucophores were identified, which could correspond to the sites B, E1, and E2 of the Tinti-Nofre model. Some similarities between this class of compounds and isovanillic sweeteners were found.

  DOI：

  10.1021/jf960755i

文献信息

• Different synthetic routes towards efficient organogelators: 2,3-substituted anthracenes
  作者：Jean-Luc Pozzo、Gilles M. Clavier、Michel Colomes、Henri Bouas-Laurent

  DOI：10.1016/s0040-4020(97)00297-4

  日期：1997.5

  synthetic approaches towards 2,3-substituted anthracenes are reported and discussed in terms of selectivity and viability. This allowed us to introduce a variety of substituents as sidearms. Promising results have been found using a tandem Diels-Alder aromatization reaction using 2,3-dimethoxybutadiene 9 as a key intermediate. However, for multigram preparations the Friedel-Crafts approach is preferred

  报告了关于2，3-取代的蒽的三种合成方法，并在选择性和生存力方面进行了讨论。这使我们可以引入各种取代基作为侧链。使用串联的Diels-Alder芳构化反应（使用2,3-二甲氧基丁二烯9作为关键中间体）发现了令人鼓舞的结果。但是，对于多谱图制备，首选Friedel-Crafts方法。
• Waldmann, Journal fur praktische Chemie (Leipzig 1954), 1938, vol. <2> 150, p. 99,103
  作者：Waldmann

  DOI：——

  日期：——
• Novel antiasthmatic agents with dual activities of thromboxane A2 synthetase inhibition and bronchodilation. 1. 2-[2-(1-Imidazolyl)alkyl]-1(2H)-phthalazinones
  作者：Masahisa Yamaguchi、Kenshi Kamei、Takaki Koga、Michitaka Akima、Toshio Kuroki、Nobuhiro Ohi

  DOI：10.1021/jm00077a008

  日期：1993.12

  A number of 4-substituted 2-[omega-(1-imidazolyl)allryl]-1(2H)-phthalazinones were synthesized in order to develop agents possessing both thromboxane Az synthetase inhibitory and bronchodilatory activities. The pharmacological evaluation of these compounds disclosed that they have both activities to various extents. Both activities were slightly dependent on the length of the 2-substituents and largely affected by the nature of the 4-substituents. Compounds bearing phenyl and thienyl groups exhibited relatively high and well-rounded activities. Among these compounds, 12j and 15f were found to be the most effective agents having well-rounded activities in vitro and in vivo. Introduction of a carboxyl group reduced both activities contrary to our expectation. 4-(3-Pyridyl)phthalazinone 18b was of particular interest because of unexpectedly high in vivo activities in spite of an absence of significant in vitro activities.
• DE642719
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and Structure−Activity Relationships of Sweet 2-Benzoylbenzoic Acid Derivatives
  作者：Anna Arnoldi、Angela Bassoli、Gigliola Borgonovo、Lucio Merlini、Gabriella Morini

  DOI：10.1021/jf960755i

  日期：1997.6.1

  Twenty-four analogues of the sweet compound 2-(4-methoxybenzoyl)benzoic acid 1 were synthesized and tasted. The structure-sweet taste relationships were studied by means of principal component analysis and by comparison with the existing sweet receptor models. Three possible glucophores were identified, which could correspond to the sites B, E1, and E2 of the Tinti-Nofre model. Some similarities between this class of compounds and isovanillic sweeteners were found.