(2E)-1-(3-Hydroxyphenyl)-3-(4-methylphenyl)prop-2-EN-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (2E)-1-(3-Hydroxyphenyl)-3-(4-methylphenyl)prop-2-EN-1-one
• 英文别名: (E)-1-(3-hydroxyphenyl)-3-(4-methylphenyl)prop-2-en-1-one
• 化学式: C₁₆H₁₄O₂
• 分子量: 238.286
• InChiKey: ONRHRWDCYQMYNG-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E)-1-(3-Hydroxyphenyl)-3-(4-methylphenyl)prop-2-EN-1-one 在 四丁基碘化铵 、 potassium carbonate 、 sodium hydroxide 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 9.0h， 生成 4,4′-[(2E)-but-2-ene-1,4-diylbis(oxy)bis(3,1-phenylene)]bis[6-(4-methylphenyl)pyrimidin-2-amine]
  参考文献：
  名称：

  双嘧啶衍生物：烯烃/芳香族接头的合成及其对抗菌和 DNA 光裂解活性的影响

  摘要：

  摘要 嘧啶环是许多天然生物系统的组成部分，嘧啶衍生物具有众多的合成和生物学应用；因此，制药工业对用于商业目的的嘧啶的合成产生了极大的兴趣。在这项工作中，通过双查耳酮与盐酸胍或硫脲在碱性条件下的反应，开发了一种简单、高效、方便的合成两个系列双嘧啶衍生物的方法。对合成化合物的抗菌和 DNA 光裂解活性进行了评估，两个系列的化合物都显示出优异的效力，尤其是那些含硫化合物。还发现抗微生物活性在很大程度上取决于烯属/芳族连接体的大小和方向。

  DOI：

  10.1134/s1070428022120120
• 作为产物：
  描述：

  3-羟基苯乙酮 、 对甲基苯甲醛 在 base 作用下， 生成 (2E)-1-(3-Hydroxyphenyl)-3-(4-methylphenyl)prop-2-EN-1-one
  参考文献：
  名称：

  新型基于查尔酮的strobilurin类似物的合成和杀真菌作用评估。

  摘要：

  由于新的作用方式，广泛的杀真菌谱，对哺乳动物细胞的较低毒性以及环境友好的特性，Strobilururin衍生物已成为最重要的农业杀菌剂类别之一。为了发现对抵抗病原体具有高活性的新strobilurin类似物，通过将查尔酮支架与strobilurin药效团整合在一起，设计并合成了一系列基于查尔酮的新strobilurin衍生物。初步的生物测定表明，某些查尔酮类似物在200微克mL（-1）的剂量下对立方假单胞菌孢子和短小球菌具有良好的体内杀真菌活性。两种化合物 （E）-甲基2- [2-（{3-[（E）-3-（2-氯苯基）丙烯酰基]苯氧基}甲基）苯基] -3-甲氧基丙烯酸酯（1e）和（E）-甲基2- [发现2-（{3-[（E）-3-（3-溴苯基）丙烯酰基]苯氧基}甲基）苯基] -3-甲氧基丙烯酸酯（1l）显示出更高的杀真菌活性（EC90 = 118.52 microg相对于Kresoxim-methyl（EC90

  DOI：

  10.1021/jf071064x

文献信息

• ANTIBACTERIAL AGENTS AND RELATED SCREENING METHODS USING SMALL MOLECULE MACROARRAYS
  申请人：Blackwell E. Helen

  公开号：US20080009528A1

  公开（公告）日：2008-01-10

  The present invention relates generally to compounds providing antibacterial therapeutic agents and preparations, and related methods of using and making antibacterial compounds. Antibacterial compounds of the present invention include chalcone, alkylpyrimidine, aminopyrimidine and cyanopyridine compounds and derivatives thereof exhibiting minimum inhibitory concentrations (MIC) similar to or less than conventional antibacterial compounds in wide use. For example, the present invention provides chalcone and cyanopyridine compounds, and derivatives thereof, exhibiting high antibacterial activities having multiple electron withdrawing group substituents, such as halogens and fluorinated alky groups, and optionally having hydroxyl and/or alkoxyl groups substituents.

  本发明通常涉及提供抗菌治疗剂和制剂的化合物，以及使用和制备抗菌化合物的相关方法。本发明的抗菌化合物包括香豆素、烷基嘧啶、氨基嘧啶和氰基吡啶化合物及其衍生物，其最小抑菌浓度（MIC）类似或低于目前广泛使用的传统抗菌化合物。例如，本发明提供具有多个电子吸引基取代基的香豆素和氰基吡啶化合物及其衍生物，具有高抗菌活性，可选地具有羟基和/或烷氧基取代基。
• Antibacterial Agents and Methods of Use Thereof
  申请人：Blackwell Helen E.

  公开号：US20120277252A1

  公开（公告）日：2012-11-01

  The present invention relates generally to compounds providing antibacterial therapeutic agents and preparations, and related methods of using and making antibacterial compounds. Antibacterial compounds of the present invention include chalcone, alkylpyrimidine, aminopyrimidine and cyanopyridine compounds and derivatives thereof exhibiting minimum inhibitory concentrations (MIC) similar to or less than conventional antibacterial compounds in wide use. For example, the present invention provides chalcone and cyanopyridine compounds, and derivatives thereof, exhibiting high antibacterial activities having multiple electron withdrawing group substituents, such as halogens and fluorinated alkyl groups, and optionally having hydroxyl and/or alkoxyl groups substituents.

  本发明涉及提供抗菌治疗剂和制剂的化合物以及相关的使用和制备抗菌化合物的方法。本发明的抗菌化合物包括查尔酮、烷基嘧啶、氨基嘧啶和氰基吡啶化合物及其衍生物，其最小抑菌浓度（MIC）类似于或小于广泛使用的传统抗菌化合物。例如，本发明提供具有多个电子吸引基取代基，如卤素和氟代烷基，并且可选地具有羟基和/或烷氧基取代基的查尔酮和氰基吡啶化合物及其衍生物，具有高抗菌活性的。
• ANTIBACTERIAL AGENTS AND METHODS OF USE THEREOF
  申请人：BLACKWELL Helen E.

  公开号：US20100261763A1

  公开（公告）日：2010-10-14

  The present invention relates generally to compounds providing antibacterial therapeutic agents and preparations, and related methods of using and making antibacterial compounds. Antibacterial compounds of the present invention include chalcone, alkylpyrimidine, aminopyrimidine and cyanopyridine compounds and derivatives thereof exhibiting minimum inhibitory concentrations (MIC) similar to or less than conventional antibacterial compounds in wide use. For example, the present invention provides chalcone and cyanopyridine compounds, and derivatives thereof, exhibiting high antibacterial activities having multiple electron withdrawing group substituents, such as halogens and fluorinated alky groups, and optionally having hydroxyl and/or alkoxyl groups substituents.

  本发明涉及提供抗菌治疗剂和制剂的化合物以及使用和制备抗菌化合物的相关方法。本发明的抗菌化合物包括香豆素、烷基嘧啶、氨基嘧啶和氰基吡啶化合物及其衍生物，其最小抑菌浓度（MIC）类似于或小于广泛使用的传统抗菌化合物。例如，本发明提供具有多个电子吸引基取代基，如卤素和氟代烷基，并且可选地具有羟基和/或烷氧基取代基的香豆素和氰基吡啶化合物及其衍生物，表现出高抗菌活性。
• CHALCONE DERIVATIVE COMPOUNDS
  申请人：NIPPON OIL AND FATS COMPANY, LIMITED

  公开号：EP0328669A1

  公开（公告）日：1989-08-23

  Chalcone derivative compounds represented by general formula (I) or (II), wherein R₁ and R₂ each represents a ha­logen atom, a hydroxy group, an amino group, a dimethylamino group, a nitro group, a cyano group, a phenyl group, an acetyl group, an alkyl group containing 1 to 18 carbon atoms or an alkyloxy group containing 1 to 22 carbon atoms, n₁ and n₂ each represents an integer of 0 to 21, and m₁ and m₂ each represents an integer of 0 to 5.

  通式(I)或(II)代表的查耳酮衍生物化合物，其中 R₁ 和 R₂ 各自代表卤素原子、羟基、氨基、二甲基氨基、硝基、氰基、苯基、乙酰基、含 1 至 18 个碳原子的烷基或含 1 至 22 个碳原子的烷氧基，n₁ 和 n₂ 各自代表整数、乙酰基、含 1 至 18 个碳原子的烷基或含 1 至 22 个碳原子的烷氧基，n₁ 和 n₂ 各自代表 0 至 21 的整数，m₁ 和 m₂ 各自代表 0 至 5 的整数。
• Solid-phase synthesis and biological evaluation of a parallel library of 2,3-dihydro-1,5-benzothiazepines
  作者：Farzana Latif Ansari、Fatima Iftikhar、Ihsan-ul-Haq、Bushra Mirza、Mohammad Baseer、Umer Rashid

  DOI：10.1016/j.bmc.2008.07.009

  日期：2008.8

  Solid-phase synthesis of a parallel library of 3'-hydroxy-2,3-dihydrobenzothiazepines has been carried out through [4+3] annulation of alpha,beta-unsaturated ketones with aminothiophenol, using Wang resin as solid support. The synthesized compounds were evaluated for their potential as antibacterial, tumor inhibitors as well as acetyl- and butyrylcholinesterase inhibitors. None of the compounds showed any significant antibacterial activity. However, quite a few compounds showed significant potential as crown gall tumor inhibitors. These results reflect a strong exploratory potential in search of new benzothiazepines as source of anticancer agents. The results of the inhibition of cholinesterase revealed that benzothiazepines have a greater potential as butyrylcholinesterase inhibitors as compared to acetylcholinesterase. Moreover, the substitution of hydroxy group at C-3 in ring A led to increased activity when compared to unsubstituted- and 2'-OH substituted benzothiazepines. (C) 2008 Elsevier Ltd. All rights reserved.