2-(4-ethoxy-benzoyl)-benzoic acid | 42797-20-6

• 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-(4-ethoxy-benzoyl)-benzoic acid
• 英文别名: 2-(4-Aethoxy-benzoyl)-benzoesaeure；2-(4-ethoxybenzoyl)benzoic Acid
• CAS: 42797-20-6
• 化学式: C₁₆H₁₄O₄
• mdl: MFCD13379162
• 分子量: 270.285
• InChiKey: NDGITRSGTIVNLC-UHFFFAOYSA-N

物化性质

• 熔点：
  135-136 °C
• 沸点：
  484.5±30.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-ethoxy-benzoyl)-benzoic acid 在 对甲苯磺酸 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 甲苯 为溶剂， 反应 0.5h， 生成 9b-(4-Ethoxyphenyl)-1-(3,4,5-trifluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one
  参考文献：
  名称：

  Further optimization of the M5 NAM MLPCN probe ML375: Tactics and challenges

  摘要：

  This Letter describes the continued optimization of the MLPCN probe ML375, a highly selective M-5 negative allosteric modulator (NAM), through a combination of matrix libraries and iterative parallel synthesis. True to certain allosteric ligands, SAR was shallow, and the matrix library approach highlighted the challenges with M-5 NAM SAR within in this chemotype. Once again, enantiospecific activity was noted, and potency at rat and human M-5 were improved over ML375, along with slight enhancement in physiochemical properties, certain in vitro DMPK parameters and CNS distribution. Attempts to further enhance pharmacokinetics with deuterium incorporation afforded mixed results, but pretreatment with a pan-P450 inhibitor (1-aminobenzotriazole; ABT) provided increased plasma exposure. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.082
• 作为产物：
  描述：

  苯酐 、 苯乙醚 在 三氯化铝 作用下， 生成 2-(4-ethoxy-benzoyl)-benzoic acid
  参考文献：
  名称：

  Grande, Gazzetta Chimica Italiana, 1890, vol. 20, p. 124

  摘要：

  DOI：

文献信息

• 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.
• Volynets, N. F.; Samartseva, I. V.; Khramova, I. V., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, # 7, p. 1342 - 1346
  作者：Volynets, N. F.、Samartseva, I. V.、Khramova, I. V.、Pavlova, L. A.

  DOI：——

  日期：——
• Pavlova,L.A. et al., Journal of Organic Chemistry USSR (English Translation), 1979, vol. 15, p. 2177 - 2179
  作者：Pavlova,L.A. et al.

  DOI：——

  日期：——
• Grande, vol. <4> 14, p. 331
  作者：Grande

  DOI：——

  日期：——
• PAVLOVA L. A.; SAMARTSEVA I. V.; LVOVA N. V., ZH. ORGAN. XIMII, 1979, 15, HO 11, 2405-2407
  作者：PAVLOVA L. A.、 SAMARTSEVA I. V.、 LVOVA N. V.

  DOI：——

  日期：——