3,3-dimethyl-12-(4-methoxyphenyl)-2,3,4,12-tetrahydrobenzo[b]xanthene-1,6,11-trione | 1446350-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 3,3-dimethyl-12-(4-methoxyphenyl)-2,3,4,12-tetrahydrobenzo[b]xanthene-1,6,11-trione
• 英文别名: 12-(4-methoxyphenyl)-3,3-dimethyl-3,4-dihydro-1H-benzo[b]xanthene-1,6,11(2H,12H)-trione；3,4-dihydro-3,3-dimethyl-12-(4-methoxyphenyl)-1H-benzo[b]xanthene-1,6,11-(2H,12H)trione；12-(4-methoxyphenyl)-3,3-dimethyl-2,3,4,12-tetrahydro-1H-benzo[b]xanthene-1,6,11-trione；12-(4-methoxyphenyl)-3,3-dimethyl-4,12-dihydro-2H-benzo[b]xanthene-1,6,11-trione
• CAS: 1446350-76-0
• 化学式: C₂₆H₂₂O₅
• 分子量: 414.458
• InChiKey: DIEQHPWSQXAKND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-羟基-1,4-萘醌 、 4-甲氧基苯甲醛 、 5,5-二甲基-1,3-环己二酮 在 1-甲基-3-丁基咪唑硫酸氢盐 作用下， 反应 0.5h， 以88%的产率得到3,3-dimethyl-12-(4-methoxyphenyl)-2,3,4,12-tetrahydrobenzo[b]xanthene-1,6,11-trione
  参考文献：
  名称：

  12-Aryl-2,3,4,12-tetrahydrobenzo[b]xanthene-1,6,11-triones 在水和特定任务离子液体中的高效绿色合成

  摘要：

  摘要 用于合成特殊药用支架 12-芳基-2,3,4,12-四氢苯并[b]呫吨-1,6,11-三酮衍生物的简便的一锅级联/串联方法已被报道在使用催化量的 H2SO4 在水中或在酸性离子液体 bmim[HSO4] 存在下，可循环使用的极其温和的反应条件。补充材料可用于本文。转至出版商的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要

  DOI：

  10.1080/00397911.2012.688230

文献信息

• Application of cobalt phthalocyanine as a nanostructured catalyst in the synthesis of biological henna-based compounds
  作者：Mohammad Dashteh、Maliheh Safaiee、Saeed Baghery、Mohammad Ali Zolfigol

  DOI：10.1002/aoc.4690

  日期：2019.4

  The present investigation describes synthesis of a good range of henna‐based compounds in the presence of novel nano cobalt phthalocyanine like molten salt (tetra‐2,3‐pyridiniumporphyrazinato cobalt tribromomethanide) [Co (TPPABr)]CBr3 as an efficient, recyclable and thermally stable heterogeneous catalyst.

  本研究描述了新型纳米酞菁钴的存在等熔融盐（四甲基-2,3- pyridiniumporphyrazinato钴tribromomethanide）[CO（TPPABr）] CBR一个良好的范围的基于指甲花的化合物的合成3作为一种高效，可回收和热稳定的非均相催化剂。
• An Efficient Strategy for the Synthesis of Naphtho[2,3-b][1,6]naphthyridines Promoted by Acetic Acid
  作者：Furen Zhang、Zhenlu Shen、Chunmei Li

  DOI：10.1055/a-1479-4420

  日期：2021.7

  A three-component domino reaction for the synthesis of naphtho[2,3-b][1,6]naphthyridine derivatives has been established. Such strategy exhibited excellent substrate scope including various enaminones and aldehydes that afforded a series of multifunctionalized naphtho[2,3-b][1,6]naphthyridine derivatives with 70–86% yields. The advantages of bond-forming efficiency, accessibility of starting materials

  已经建立了用于合成萘并[2,3-b] [1,6]萘啶衍生物的三组分多米诺反应。这种策略显示出优异的底物范围，包括各种烯胺酮和醛，可提供一系列多官能化的萘并[2,3-b] [1,6]萘啶衍生物，产率为70-86％。形成键的效率，起始原料的可及性以及作为唯一副产物的水的优势为生物1,6-萘啶提供了无价的获取途径。
• Polystyrene-supported GaCl3 as a highly efficient and reusable heterogeneous Lewis acid catalyst for the three-component synthesis of benzoxanthene derivatives
  作者：Ali Rahmatpour

  DOI：10.1007/s00706-013-0931-9

  日期：2013.8

  procedure utilizing polystyrene-supported gallium trichloride as a highly active and eco-friendly heterogeneous Lewis acid catalyst. This reaction was also extended to the preparation of 14-aryl-2-hydroxy-13H-dibenzo[a,i]xanthene-8,13(14H)-diones. The experimental and work-up procedure is very simple and the catalyst can be easily separated from the reaction mixture and reused several times in subsequent

  摘要基于萘醌的黄嘌呤，特别是14-芳基-13 H-二苯并[ a，i ] x吨-8,13 （14 H）-二酮和12-芳基-2,3,4,12-四氢-1 H-苯并[通过使用聚苯乙烯负载的三氯化镓作为高活性和生态友好型非均质路易斯酸催化剂，通过简单，温和和有效的三组分偶联程序，以良好至优异的收率获得了b ]吨蒽-1,6,11-三酮。 。该反应还扩展到制备14-芳基-2-羟基-13 H-二苯并[ a，i ]吨蒽-8,13（14 H）-diones。实验和后处理程序非常简单，催化剂可以轻松地从反应混合物中分离出来，并在后续反应中重复使用几次。 图形概要
• Novel benzo[<i>b</i>]xanthene derivatives: Bismuth(III) triflate‐catalyzed one‐pot synthesis, characterization, and acetylcholinesterase, glutathione S‐transferase, and butyrylcholinesterase inhibitory properties
  作者：Kadir Turhan、Begüm Pektaş、Fikret Türkan、Fatma T. Tuğcu、Zuhal Turgut、Parham Taslimi、Halide S. Karaman、Ilhami Gulcin

  DOI：10.1002/ardp.202000030

  日期：2020.8

  the benzo[b]xanthene derivatives on AChE, BChE, and GST were found at the millimolar level. The best inhibitor for GST is compound 4a (31.18 ± 6.13 mM), for AChE, it is compound 4d (28.16 ± 3.46 mM), and for BChE, it is compound 4f (36.24 ± 3.19 mM). Compound 4a inhibited the dimerization of GST subunits, and compounds 4d and 4f directly inhibited the catalytic activity by interacting with the catalytic

  本研究通过各种取代芳香醛的一锅缩合反应得到 3,4-dihydro-12-aryl-1H-benzo[b]xanthene-1,6,11-(2H,12H)trione 化合物，2-羟基-1,4-萘醌和二甲酮在 Bi(OTf)3 存在下作为绿色可重复使用的催化剂。这些新型取代苯并 [b] 呫吨的结构表征是通过光谱方法进行的，并研究了它们对丁酰胆碱酯酶 (BChE)、乙酰胆碱酯酶 (AChE) 和谷胱甘肽 S-转移酶 (GST) 的抑制作用。GST 是一种酶，负责在解毒机制的第二阶段反应期间去除有毒分子。AChE 和 BChE 酶，称为胆碱酯酶，是特别在痴呆症（如脑损伤或阿尔茨海默病）期间发生的酶之一。苯并 [b] 呫吨衍生物对 AChE、BChE 和 GST 的抑制作用在毫摩尔水平。GST 的最佳抑制剂是化合物 4a (31.18 ± 6.13 mM)，对于 AChE，它是化合物 4d (28
• New basic ionic liquid from ethan-1,2-diyl bis (hydrogen sulfate) and DBU (1,8-diazobicyclo[5.4.0]undec-7-ene) as an efficient catalyst for one-pot synthesis of xanthene derivatives
  作者：Behrooz Maleki、Elahe Akbarzadeh、Saeed Babaee

  DOI：10.1016/j.dyepig.2015.08.009

  日期：2015.12

  For the first time a new basic ionic liquid from ethan-1,2-diyl-bis (hydrogen sulfate) and 1,8-diazobicyclo [5.4.0]undec-7-ene was suggested. The catalytic activity of the new ionic liquid was tested for synthesis of xanthene derivatives by condensation of aldehydes with i) dimedone ii) beta-naphthol iii) 2-hydroxynaphthalene-1,4-dione iv) dimedone and beta-naphthol v) 2-hydroxynaphthalene-1,4-dione and dimedone vi) beta-naphthol and 2-hydroxynaphthalene-1,4-dione. This approach is a clean, environmentally friendly and convenient work up protocol. The new ionic liquid is an effective and inexpensive catalyst that could easily be recycled and reused five times without significant loss of catalytic activity. (C) 2015 Elsevier Ltd. All rights reserved.