9-(3-hydroxy-4-methoxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione | 37797-15-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 9-(3-hydroxy-4-methoxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
• 英文别名: 9-(3-hydroxy-4-methoxy-phenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-2H-xanthene-1,8-dione；9-(3-hydroxy-4-methoxyphenyl)-3,3,6,6-tetramethyl-4,5,7,9-tetrahydro-2H-xanthene-1,8-dione
• CAS: 37797-15-2
• 化学式: C₂₄H₂₈O₅
• 分子量: 396.483
• InChiKey: WBZLJINITZJZOP-UHFFFAOYSA-N

物化性质

• 熔点：
  222-224 °C
• 沸点：
  565.9±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9-(3-hydroxy-4-methoxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione 在 copper(II) oxide 、 potassium carbonate 、 sodium ascorbate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 3.5h， 生成 9-(4-methoxy-3-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
  参考文献：
  名称：

  CuO nanoparticles: synthesis and application as an efficient reusable catalyst for the preparation of xanthene substituted 1,2,3-triazoles via click chemistry

  摘要：

  Copper(II) oxide (CuO) nanoparticles have been found to be an efficient catalyst for 1,3-dipolar cycloaddition (CuAAC) of aromatic azides and acetylenic xanthenes furnishing the corresponding xanthene substituted triazoles in excellent yields. CuO nanoparticles have been synthesized from copper acetate by simple co-precipitation method and characterized by scanning electron microscope, energy dispersive X-ray analysis, transmission electron microscope, and X-ray diffraction analysis. The salient features of the present protocol are mild reaction conditions, shorter reaction time, reusability of the catalyst, and applicability to a wide range of substrates. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.07.016
• 作为产物：
  描述：

  异香兰素 、 5,5-二甲基-1,3-环己二酮 在 nickel^II nanoparticles entrapped L-glutamic acid cross-linked chitosan supported on magnetic carboxylic acid functionalized multi-walled carbon nanotube 作用下， 以 neat (no solvent) 为溶剂， 反应 1.08h， 以87%的产率得到9-(3-hydroxy-4-methoxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
  参考文献：
  名称：

  NiII NPs 包埋在磁性羧酸功能化多壁碳纳米管负载的 L-谷氨酸交联壳聚糖基质中：一种新型高效的多任务催化系统，用于绿色一锅法合成多种杂环骨架。

  摘要：

  在本研究中，通过方便的一锅多组分制备了一种新型L-谷氨酸交联壳聚糖负载磁性羧酸功能化多壁碳纳米管（Fe3O4/f-MWCNT-CS-Glu）纳米复合材料。顺序策略。然后，镍 II 纳米颗粒 (NiII NP) 被捕获在上述纳米复合材料的基质内。随后，通过多种技术阐明了所制备的 Fe3O4/f-MWCNT-CS-Glu/NiII 纳米系统的结构，包括 FT-IR、PXRD、SEM、TEM、基于 SEM 的 EDX 和元素图谱、ICP-OES、 TGA/DTA 和 VSM。在本研究的下一部分中，通过绿色一锅法合成多种杂环骨架，包括双香豆素（3a-n​​）、2-芳基（或杂芳基）-，评估了上述含镍磁性纳米复合材料的催化应用。 2,3-二氢喹唑啉-4(1H)-酮(5a-r)，9-芳基-3,3,6,6-四甲基-3,4,5,6,7,9-六氢-1H-呫吨- 1,8(2H)-二酮 (7a-n) 和 2-氨基-4-芳基-7

  DOI：

  10.1039/d1ra08454b

文献信息

• Immobilized copper-layered nickel ferrite on acid-activated montmorillonite, [(NiFe₂O₄@Cu)(H⁺-Mont)], as a superior magnetic nanocatalyst for the green synthesis of xanthene derivatives
  作者：Behzad Zeynizadeh、Soleiman Rahmani

  DOI：10.1039/c9ra04320a

  日期：——

  Moreover, through the activation of montmorillonite K10 (Mont K10) with HCl (4 M) under controlled conditions, the H+-Mont constituent was prepared. The nanostructured NiFe2O4@Cu was then intercalated within the interlayers and on the external surface of the H+-Mont constituent to afford the novel magnetic nanocomposite (NiFe2O4@Cu)(H+-Mont). The prepared clay nanocomposite was characterized using FTIR spectroscopy

  在这项研究中，研究了铜层状镍铁氧体在酸活化蒙脱石（H + -Mont）的表面和空腔中的固定化。在此背景下，制备了作为主磁芯的NiFe 2 O 4磁性纳米颗粒（MNP） 。接着，通过硼氢化钠还原Cu 2+离子，将Cu 0纳米颗粒固定在NiFe 2 O 4 的纳米核表面，得到组成NiFe 2 O 4 @Cu MNPs。此外，通过在受控条件下用 HCl (4 M) 活化蒙脱石 K10 (Mont K10)，H +-准备了Mont成分。然后将纳米结构的 NiFe 2 O 4 @Cu 插入中间层内和 H + -Mont 成分的外表面上，以提供新型磁性纳米复合材料 (NiFe 2 O 4 @Cu)(H + -Mont)。使用 FTIR 光谱、SEM、EDX、XRD、VSM 和 BET 分析对制备的粘土纳米复合材料进行了表征。所得结果表明，通过酸活化，Mont K10 的叠片结构被剥离成微小的片段，导致
• Synthesis of 1,8-dioxooctahydroxanthene derivatives using ionic liquids, quantum chemical studies and anticancer activity
  作者：Reetu Sangwan、Monika Saini、Ruchi Verma、Saurabh Kumar、Monisha Banerjee、Sudha Jain

  DOI：10.1016/j.molstruc.2020.127786

  日期：2020.5

  Abstract An eco friendly and efficient method for the synthesis of 1,8-dioxooctahydroxanthene derivatives in excellent yield (∼90%) using ionic liquids 1-butyl-3-methylimidazoliumtetrafluoroborate (BMIF), 1-butyl-3-methylimidazoliumbromide (BMIB) and 1-butyl-3-methylimidazoliumchloride (BMIC) under solvent free condition has been developed for the first time. All the synthesized compounds (3a-3k) were

  摘要 使用离子液体 1-丁基-3-甲基咪唑鎓四氟硼酸盐 (BMIF)、1-丁基-3-甲基咪唑鎓溴化物 (BMIB) 和首次开发了无溶剂条件下的 1-丁基-3-甲基咪唑氯化物 (BMIC)。所有合成的化合物 (3a-3k) 都通过光谱数据分析（FT-IR、1H NMR、13C NMR、UV-Vis 和质谱）进行了充分表征。还对合成化合物之一进行了量子化学研究，3,3,6,6-四甲基-9-(2,3,4-三甲氧基苯基)-3,4,5,6,7,9-六氢-1H -呫吨-1,8(2H)-二酮(3a)。分析了所有合成的化合物（3a-3k）对人肺癌细胞系（A549）的体外抗肿瘤活性。在细胞增殖实验中，9-(3,
• Evaluation of xanthene-appended quinoline hybrids as potential leads against antimalarial drug targets
  作者：R. Jesu Jaya Sudan、J. Lesitha Jeeva Kumari、P. Iniyavan、S. Sarveswari、V. Vijayakumar

  DOI：10.1007/s11030-022-10450-4

  日期：——

  performed to find the binding efficacy of all these newly synthesized compounds towards thirteen antimalarial drug targets. Molecular dynamics simulation was carried out to predict the stability of the ligand-bound complex in a solvent medium. Blind and site-directed docking with compounds 6a–n against 13 drug targets revealed most of the ligands to have a good binding affinity with the targets. Analysis

  摘要 一系列稠合杂环呫吨附加喹啉 6a–n 成功合成，具有区域选择性，并使用 IR、1 H NMR、13进行表征C NMR 和质谱数据。进行分子对接以发现所有这些新合成的化合物对十三个抗疟药靶标的结合功效。进行分子动力学模拟以预测配体结合复合物在溶剂介质中的稳定性。化合物 6a–n 与 13 个药物靶标的盲法和定点对接表明，大多数配体与靶标具有良好的结合亲和力。基于结合能、配体的结合方式、分子间相互作用和药效团的分析，我们仅鉴定了一种配体-受体复合物以提供更好的结果。所选受体-配体复合物的分子动力学模拟表明，合成化合物与受体的结合亲和力优于天然配体复合物。 图形概要
• Synthesis and antioxidant studies of novel bi-, tri-, and tetrapodal 9-aryl-1,8-dioxo-octahydroxanthenes
  作者：P. Iniyavan、S. Sarveswari、V. Vijayakumar

  DOI：10.1016/j.tetlet.2015.01.162

  日期：2015.3

  Compounds bearing two, three, and four 9-aryl-1,8-dioxo-octahydroxanthenes units were synthesized by regioselective O-alkylation of monopodal xanthenes with bis-, tris-, and tetralds(bromomethyl)benzenes as alkylating agents using K2CO3 as base and DMF as solvent in moderate temperature. All the synthesized compounds were characterized by NMR and mass spectral data and then tested for antioxidant activity, as reflected by free radical scavenging, increased with increasing number of xanthene units. (C) 2015 Elsevier Ltd. All rights reserved.
• Introducing Fe3O4@SiO2@KCC-1@MPTMS@CuII catalytic applications for the green one-pot syntheses of 2-aryl(or heteroaryl)-2,3-dihydroquinazolin-4(1H)-ones and 9-aryl-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones
  作者：Morteza Hasanpour Galehban、Behzad Zeynizadeh、Hossein Mousavi

  DOI：10.1016/j.molstruc.2022.134017

  日期：2023.1

  In this study, the new catalytic applications of the dendritic Fe3O4@SiO2@KCC-1@MPTMS@CuII mesoporous nanocomposite have been introduced for the green one-pot syntheses of some 2-aryl(or heteroaryl)-2,3-dihydroquinazolin-4(1H)-ones and 9-aryl-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones. Notably, the presented one-pot procedures offer advantages, such as good-to-excellent yields