(E)-1-(2-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)phenyl)-3-(4-methoxyphenyl)prop-2-en-1-one | 154407-02-0

• 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: (E)-1-(2-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)phenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
• 英文别名: (E)-1-[2-hydroxy-4-(oxan-2-yloxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one
• CAS: 154407-02-0
• 化学式: C₂₁H₂₂O₅
• 分子量: 354.403
• InChiKey: SGEOUDQAKGYBOX-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-1-(2-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)phenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 在 盐酸 作用下， 以 乙醇 为溶剂， 生成 2',4'-dihydroxy-4-methoxychalcone
  参考文献：
  名称：

  一些吡唑衍生物的合成及其与P-糖蛋白的亲和力结合的初步研究。

  摘要：

  合成了一系列取代的吡唑啉，并通过直接结合至包含ATP结合位点和调节剂相互作用区的纯化蛋白结构域，评估了它们的抗癌活性以及抑制P-糖蛋白介导的多药耐药性的能力。已经发现化合物2a和e以更大的亲和力与P-糖蛋白结合。

  DOI：

  10.1016/j.bmcl.2005.05.067
• 作为产物：
  描述：

  2,4-二羟基苯乙酮 在 barium dihydroxide 、 4-甲基苯磺酸吡啶 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 32.0h， 生成 (E)-1-(2-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)phenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  一些吡唑衍生物的合成及其与P-糖蛋白的亲和力结合的初步研究。

  摘要：

  合成了一系列取代的吡唑啉，并通过直接结合至包含ATP结合位点和调节剂相互作用区的纯化蛋白结构域，评估了它们的抗癌活性以及抑制P-糖蛋白介导的多药耐药性的能力。已经发现化合物2a和e以更大的亲和力与P-糖蛋白结合。

  DOI：

  10.1016/j.bmcl.2005.05.067

文献信息

• Synthesis and in vitro selective anti-Helicobacter pylori activity of pyrazoline derivatives
  作者：F. Chimenti、B. Bizzarri、F. Manna、A. Bolasco、D. Secci、P. Chimenti、A. Granese、D. Rivanera、D. Lilli、M.M. Scaltrito、M.I. Brenciaglia

  DOI：10.1016/j.bmcl.2004.11.042

  日期：2005.2

  In order to develop new anti-Helicobacter pylori agents, a series of N1-substituted 3,5-diphenyl pyrazolines P1-P13 was prepared and evaluated for their antibacterial activity. All synthesized compounds showed little or no activity against different species of Gram-positive and Gram-negative bacteria of clinical relevance and against various strains of pathogenic fungi. The same derivatives exhibited

  为了开发新的抗幽门螺杆菌药物，制备了一系列N1取代的3,5-二苯基吡唑啉P1-P13，并对其抗菌活性进行了评估。所有合成的化合物对具有临床相关性的不同种类的革兰氏阳性细菌和革兰氏阴性细菌以及各种病原真菌菌株都几乎没有或没有活性。相同的衍生物对一系列幽门螺杆菌菌株（包括对参考化合物甲硝唑有抗性的菌株）表现出显着的活性。在所制备的化合物中，在5-苯环中具有N1-乙酰基和4-甲氧基取代基的化合物在1-4 microg / mL MIC范围内显示出对幽门螺杆菌甲硝唑耐药菌株的最佳活性。
• Synthesis, antimycobacterial evaluation and pharmacophore modeling of analogues of the natural product formononetin
  作者：Peggoty Mutai、Elumalai Pavadai、Ian Wiid、Andile Ngwane、Bienyameen Baker、Kelly Chibale

  DOI：10.1016/j.bmcl.2015.04.064

  日期：2015.6

  The synthesis and antimycobacterial activity of formononetin analogues is hereby reported. Formononetin and its analogue 11E showed 88% and 95% growth inhibition, respectively, against the H37Rv strain of Mycobacterium tuberculosis. Pharmacophore modeling studies indicated that the presence of a hydroxyl group in formononetin and its analogues, is crucial for maintaining activity. (C) 2015 Elsevier Ltd. All rights reserved.
• Synthesis and Selective Inhibitory Activity of 1-Acetyl-3,5-diphenyl-4,5-dihydro-(1<i>H</i>)-pyrazole Derivatives against Monoamine Oxidase
  作者：Franco Chimenti、Adriana Bolasco、Fedele Manna、Daniela Secci、Paola Chimenti、Olivia Befani、Paola Turini、Valentina Giovannini、Bruno Mondovì、Roberto Cirilli、Francesco La Torre

  DOI：10.1021/jm031042b

  日期：2004.4.1

  A novel series of 1-acetyl-3-(4-hydroxy- and 2,4-dihydroxyphenyl)-5-phenyl-4,5-dihydro-(1H)-pyrazole derivatives 1 - 12 have been synthesized and investigated for the ability to selectively inhibit the activity of the A and B isoforms of monoamine oxidase (MAO). The new synthesized compounds 1-12 proved to be more reversible, potent, and selective inhibitors of MAO-A than of MAO-B. Knowing that stereochemistry may be an important modulator of biological activity, we performed the semipreparative chromatographic enantioseparation of the most potent, selective, and chiral compounds, 6 and 11. The separated enantiomers were then submitted to in vitro biological evaluation while increasing their inhibitory activity and A selectivity. The (-)-6 enantiomer shows Ki(MAO-A) 2 nM and SI = 165 000, (+)-6 shows Ki(MAO-A) = 6 nM and SI = 166 666, (-)-11 shows Ki(MAO-A) = 4 nM and SI = 80 000, and (+)-11 shows Ki(MAO-A) = 7 nM and SI = 38 571.
• Synthesis and activity of a new series of chalcones as aldose reductase inhibitors
  作者：Fabio Severi、Stefania Benvenuti、Luca Costantino、Gabriella Vampa、Michele Melegari、Luciano Antolini

  DOI：10.1016/s0223-5234(99)80010-5

  日期：1998.11

  A new series of chalcone derivatives has been synthesized and tested in vitro in order to assess their ability to inhibit aldose reductase enzyme (ALR2) and their specificity towards the target enzyme with respect to other oxidoreductases, such as aldehyde reductase, sorbitol dehydrogenase, and glutathione reductase. All the compounds display affinity for ALR2. The X-ray crystal structure of 1-(2,4-dihydroxyphenyl)-3-(2-methoxyphenyl)propen-1-one was determined. (C) Elsevier, Paris.
• PROCESS FOR THE PREPARATION OF ISOFLAVONES
  申请人：MICHIGAN STATE UNIVERSITY

  公开号：EP1032568B1

  公开（公告）日：2005-01-26