2-(4-异丙基苯甲酰基)苯甲酸 | 7471-33-2

• 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-(4-异丙基苯甲酰基)苯甲酸
• 中文别名: 邻(对异丙基苯甲酰)苯甲酸
• 英文名称: 2-(4-isopropylbenzoyl)benzoic acid
• 英文别名: 2-(4-Isopropyl-benzoyl)-benzoesaeure；2-(4-propan-2-ylbenzoyl)benzoic acid
• CAS: 7471-33-2
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: NNTBAICEOKELNU-UHFFFAOYSA-N

物化性质

• 熔点：
  133-134 °C(Solv: ethanol (64-17-5))
• 沸点：
  456.8±38.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-异丙基苯甲酰基)苯甲酸 在 硫酸 、 硝酸 作用下， 反应 1.5h， 生成 3-(2,4,6-trihydroxyphenyl)-3-(4-isopropyl-3-nitrophenyl)phthalide
  参考文献：
  名称：

  A facile synthesis of new 3,3-disubstituted phthalides of pharmacological interest

  摘要：

  A series of new phthalides of pharmacological interest were synthesized by a protocol involving condensation of two gamma-keto acids, 2-(4-isopropylbenzoyl)benzoic acid (1a) and 2-(4-isopropyl-3-nitrobenzoyl)benzoic acid (1b) with phenolic compounds in the presence of catalytic quantity of concentrated sulphuric acid. The method is simple, efficient, economical and environmentally benign as the reaction is carried out under solvent free condition attempting a green approach. Structural characterization of these newly synthesized compounds was accomplished by IR, UV, H-1 NMR, C-13 NMR, Mass spectral data, elemental analysis and chemical reactions. Some of the synthesized phthalides were found to exhibit antifungal and antibacterial activity against various human pathogenic bacterial and fungal strains.

  DOI：

  10.1007/s00044-012-0049-3
• 作为产物：
  描述：

  3-(2,4-dihydroxyphenyl)-3-(4-isopropylphenyl)phthalide 在 水 、 potassium hydroxide 作用下， 反应 1.5h， 生成 2-(4-异丙基苯甲酰基)苯甲酸
  参考文献：
  名称：

  A facile synthesis of new 3,3-disubstituted phthalides of pharmacological interest

  摘要：

  A series of new phthalides of pharmacological interest were synthesized by a protocol involving condensation of two gamma-keto acids, 2-(4-isopropylbenzoyl)benzoic acid (1a) and 2-(4-isopropyl-3-nitrobenzoyl)benzoic acid (1b) with phenolic compounds in the presence of catalytic quantity of concentrated sulphuric acid. The method is simple, efficient, economical and environmentally benign as the reaction is carried out under solvent free condition attempting a green approach. Structural characterization of these newly synthesized compounds was accomplished by IR, UV, H-1 NMR, C-13 NMR, Mass spectral data, elemental analysis and chemical reactions. Some of the synthesized phthalides were found to exhibit antifungal and antibacterial activity against various human pathogenic bacterial and fungal strains.

  DOI：

  10.1007/s00044-012-0049-3

文献信息

• Aryl-fused and hetaryl-fused-2,4-diazepine and 2,4-diazocine
  申请人：Sterling Winthrop Inc.

  公开号：US05380721A1

  公开（公告）日：1995-01-10

  Aryl-fused- and hetaryl-fused-2,4-diazepines of formula XXXVI, benzodiazocines of formula XXX, benzodiazepines of formula II ##STR1## .delta.-aminoamides of formula III and aryldimethanamines of formula XXXVII ##STR2## wherein A is an aryl or hetaryl ring; R.sup.1 is hydrogen, alkyl, aryl or hetaryl; R.sup.2 is hydrogen, alkyl, substituted alkyl, or aryl; R.sup.3 is alkyl, aryl, aralkyl or heteroatom substituted alkyl or aralkyl; R.sup.4 is hydrogen or alkyl; R.sup.5 is hydrogen, alkyl, aryl or hetaryl; R.sup.6 is hydrogen, alkyl, alkoxy, halogen or a fused benzene ring; R.sup.9 is hydrogen, alkyl, or substituted alkyl; and R.sup.10 is hydrogen, alkyl, or substituted alkyl. The invention further relates to processes for the preparation of, pharmaceutical compositions containing, and methods of treating cardiac arrhythmia with the compounds of formulas XXXVI, XXX, II, III, and XXXVII.

  芳基融合和杂环融合的2,4-二氮杂环化合物的化学式为XXXVI，苯二氮杂环化合物的化学式为XXX，苯二氮杂环化合物的化学式为II，Δ-氨基酰胺的化学式为III，芳基二甲胺的化学式为XXXVII，其中A为芳基或杂环环；R.sup.1为氢、烷基、芳基或杂环基；R.sup.2为氢、烷基、取代烷基或芳基；R.sup.3为烷基、芳基、芳基烷基或杂原子取代的烷基或芳基；R.sup.4为氢或烷基；R.sup.5为氢、烷基、芳基或杂环基；R.sup.6为氢、烷基、烷氧基、卤素或融合苯环；R.sup.9为氢、烷基或取代烷基；R.sup.10为氢、烷基或取代烷基。该发明还涉及制备过程、含有药物组合物的制药组合物以及使用化合物XXXVI、XXX、II、III和XXXVII治疗心律失常的方法。
• Synthesis and Biological Evaluation of New Phthalazinone Derivatives as Anti-Inflammatory and Anti-Proliferative Agents
  作者：Alhamzah Dh. Hameed、Syed Ovais、Raed Yaseen、Pooja Rathore、Mohammed Samim、Surender Singh、Kalicharan Sharma、Mymona Akhtar、Kalim Javed

  DOI：10.1002/ardp.201500336

  日期：2016.2

  The chemistry of phthalazine derivatives has been of increasing interest since many of these compounds have found many chemotherapeutic applications. So this study aims to synthesize a library of phthalazine derivatives and to investigate their anti‐inflammatory and anti‐proliferative activities. Sixteen new phthalazinone derivatives (2a–p) were synthesized and tested for their in vitro antiproliferative

  酞嗪衍生物的化学越来越受到关注，因为这些化合物中的许多已发现许多化学治疗应用。因此，本研究旨在合成一个酞嗪衍生物文库并研究它们的抗炎和抗增殖活性。合成了 16 种新的酞嗪酮衍生物 (2a-p)，并测试了它们的体外抗增殖和体内抗炎活性。所有合成的化合物均通过IR、1H NMR、13C NMR光谱和MS进行鉴定和表征。两种化合物 2b 和 2i 在角叉菜胶诱导的大鼠爪水肿模型中分别在 3 和 5 小时显示出与标准药物依托考昔相当的抗炎活性。三种化合物（2h、2j 和 2g）对肾癌细胞系 UO-31 表现出中等敏感性。
• 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，
• Two transition metal supramolecular compounds based on 2-(4-isopropylbenzoyl)benzoic acid: syntheses, crystal structures, and luminescent properties
  作者：Jia-Jun Yang、Jia-Jia Zhang、Xiao-Yang Yu、Yu-Hui Luo、Hong Zhang

  DOI：10.1080/00958972.2012.762452

  日期：2013.2.1

  Two new supramolecular compounds, [Zn2(L)3(4,4′-bpy)(OH)]n (1) and [Cd(L)2(2,2′-bpy)(H2O)]·2H2O (2) (HL = 2-(4-isopropylbenzoyl)benzoic acid, 4,4′-bpy = 4,4′-bipyridine, 2,2′-bpy = 2,2′-bipyridine), have been hydrothermally synthesized and characterized by elemental analysis, infra-red spectroscopy, thermal gravimetric analyzes, and single-crystal X-ray diffraction. 1 exhibits 1-D chain and 2 is 0-D

  两种新的超分子化合物，[Zn2(L)3(4,4'-bpy)(OH)]n (1) 和 [Cd(L)2(2,2'-bpy)(H2O)]·2H2O (2) ) (HL = 2-(4-isopropylbenzoyl)benzoic acid, 4,4'-bpy = 4,4'-bipyridine, 2,2'-bpy = 2,2'-bipyridine), 已水热合成并表征为元素分析、红外光谱、热重分析和单晶 X 射线衍射。1展示一维链，2是0维单核。它们都通过非共价相互作用连接成二维超分子层。还研究了发光特性。
• Phthalazines and phthalazine hybrids as antimicrobial agents: Synthesis and biological evaluation
  作者：Asmaa Kamal Mourad、Abdelmoneim Abdelsalam Makhlouf、Ahmed Yousef Soliman、Samar Ahmed Mohamed

  DOI：10.1177/1747519819883840

  日期：2020.1

  Phthalazine and phthalazinone derivatives are important owing to their significant biological activities and pharmacological properties. Herein, a benzoic acid derivative (2), a benzoxazin-1-one derivative (3), and an oxophthalazin-2(1H)-yl)acetohydrazide (13) are utilized as precursors to construct a novel series of phthalazinones bearing various valuable functional groups in excellent yields via

  酞嗪和酞嗪酮衍生物由于其显着的生物活性和药理特性而非常重要。在此，以苯甲酸衍生物（2）、苯并恶嗪-1-酮衍生物（3）和氧代酞嗪-2（1H）-基）乙酰肼（13）为前驱体，构建了一系列具有多种有价值的酞嗪酮类化合物。通过几种简单而有前途的方法以优异的产量获得官能团。最后，筛选了新合成的酞嗪类对不同微生物菌株的抗菌活性；即以阿莫西林为标准药物的革兰氏阴性菌和革兰氏阳性菌。