(E)-1-[2-hydroxy-4-(oxan-2-yloxy)phenyl]-3-(2-methoxyphenyl)prop-2-en-1-one | 1026847-36-8

• 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-(oxan-2-yloxy)phenyl]-3-(2-methoxyphenyl)prop-2-en-1-one
• CAS: 1026847-36-8
• 化学式: C₂₁H₂₂O₅
• 分子量: 354.403
• InChiKey: WEOHWJMWHZHHJM-FMIVXFBMSA-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-(oxan-2-yloxy)phenyl]-3-(2-methoxyphenyl)prop-2-en-1-one 在 盐酸 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 26.0h， 生成 1-[3-(2,4-Dihydroxy-phenyl)-5-(2-methoxy-phenyl)-4,5-dihydro-pyrazol-1-yl]-ethanone
  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-(oxan-2-yloxy)phenyl]-3-(2-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 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.
• Synthesis of some pyrazole derivatives and preliminary investigation of their affinity binding to P-glycoprotein
  作者：Fedele Manna、Franco Chimenti、Rossella Fioravanti、Adriana Bolasco、Daniela Secci、Paola Chimenti、Cristiano Ferlini、Giovanni Scambia

  DOI：10.1016/j.bmcl.2005.05.067

  日期：2005.10

  A series of substituted pyrazolines were synthesized and evaluated for their anticancer activity and for their ability to inhibit P-glycoprotein-mediated multidrug resistance by direct binding to a purified protein domain containing an ATP-binding site and a modulator interacting region. Compounds 2a and e have been found to bind to P-glycoprotein with greater affinity.

  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。