2-(3-三氟甲基苯甲酰基)-苯甲酸 | 13450-38-9

• 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: 2-(3-三氟甲基苯甲酰基)-苯甲酸
• 英文名称: 2-(3-trifluoromethylbenzoyl)benzoic acid
• 英文别名: 2-<3-(Trifluoromethyl)-benzoyl>-benzoesaeure；2-<3-Trifluormethyl-benzoyl>-benzoesaeure；2-(3'-Trifluormethylbenzoyl)-benzoesaeure；2-[3-(trifluoromethyl)benzoyl]benzoic Acid
• CAS: 13450-38-9
• 化学式: C₁₅H₉F₃O₃
• 分子量: 294.23
• InChiKey: NOGVBNADQLELOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(3-三氟甲基苯甲酰基)-苯甲酸 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以89%的产率得到4-(3-(trifluoromethyl)phenyl)phthalazin-1(2H)-one
  参考文献：
  名称：

  Novel antiasthmatic agents with dual activities of thromboxane A2 synthetase inhibition and bronchodilation. 1. 2-[2-(1-Imidazolyl)alkyl]-1(2H)-phthalazinones

  摘要：

  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.

  DOI：

  10.1021/jm00077a008
• 作为产物：
  描述：

  苯酐 、 m-trifluoro-methyl-phenyl-magnesium bromide 以 四氢呋喃 为溶剂， 反应 0.5h， 以67%的产率得到2-(3-三氟甲基苯甲酰基)-苯甲酸
  参考文献：
  名称：

  Novel antiasthmatic agents with dual activities of thromboxane A2 synthetase inhibition and bronchodilation. 1. 2-[2-(1-Imidazolyl)alkyl]-1(2H)-phthalazinones

  摘要：

  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.

  DOI：

  10.1021/jm00077a008

文献信息

• Selective non-nucleoside HIV-1 reverse transcriptase inhibitors. New 2,3-dihydrothiazolo[2,3-a]isoindol-5(9bH)-ones and related compounds with anti-HIV-1 activity
  作者：Alfred Mertens、Harald Zilch、Bernhard Koenig、Wolfgang Schaefer、Thomas Poll、Wolfgang Kampe、Hans Seidel、Ulrike Leser、Herbert Leinert

  DOI：10.1021/jm00069a011

  日期：1993.8

  A series of substituted 2,3-dihydrothiazolo[2,3-a]isoindol-5(9bH)-ones and related compounds 1-73 were synthesized and evaluated for their ability to inhibit reverse transcriptase (RT) of the human immune deficiency virus 1 (HIV-1) and replication of HIV-1 in MT2 cells. The antiviral activity of these compounds depends on the stereoselective configuration of the substituent in position 9b. Structure-activity

  合成了一系列取代的2,3-二氢噻唑并[2,3-a] isoindol-5（9bH）-ones和相关化合物1-73，并评估了其抑制人免疫缺陷病毒逆转录酶（RT）的能力。 1（HIV-1）和HIV-1在MT2细胞中的复制。这些化合物的抗病毒活性取决于位置9b上取代基的立体选择性构型。在这一系列化合物中进行了结构活性研究，以确定抗病毒活性的最佳取代基。发现最有效的抑制剂是2,3-二氢噻唑并[2,3-a] isoindol-5（9bH）-一类化合物，该化合物在9b位带有苯环系统，可选地被一个或两个甲基或氯原子取代最活跃的类似物（R）-（+）-1，（R）-（+）-6，（R）-（+）-13，（R）-（+）-26，
• Phtalazin derivatives and their use as pesticides
  申请人：RHONE POULENC AGRICULTURE LTD.

  公开号：EP0634404A1

  公开（公告）日：1995-01-18

  The invention provides compounds of formula:    wherein the symbols are as defined in the description, which possess utility as pesticides (e.g. herbicides and insecticides).

  这项发明提供了以下结构的化合物：   其中符号如描述中所定义，具有作为农药（例如除草剂和杀虫剂）的效用。
• 5-Aryl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ols. Novel class of anorectic agents
  作者：Paul Aeberli、Phillip Eden、John H. Gogerty、William J. Houlihan、Chris Penberthy

  DOI：10.1021/jm00236a014

  日期：1975.2

  A series of 5-aryl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ols (IV), prepared by the LiA1H4 reduction of the corresponding 9b-aryl-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones (II), was evaluated for suppression of food consumption in rats. One member of this series, 5-p-chlorophenyl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ol (6, mazindol), was evaluated in squirrel and capuchin monkeys and found to have anorexic activity approximately equal to d-amphetamine.
• 2,5-Benzodiazocines and intermediates
  作者：Theodore S. Sulkowski、Myles A. Wille、Albert A. Mascitti、James L. Diebold

  DOI：10.1021/jo01282a022

  日期：1967.7
• AEBERLI P.; EDEN P.; GOGERTY J. H.; HOULIHAN W. J.; PENBERTHY C., J. MED. CHEM. <JMCM-AR>, 1975, 18, NO 2, 177-182
  作者：AEBERLI P.、 EDEN P.、 GOGERTY J. H.、 HOULIHAN W. J.、 PENBERTHY C.

  DOI：——

  日期：——