10,10-dimethyl-7-(3-nitrophenyl)-7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 10,10-dimethyl-7-(3-nitrophenyl)-7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one
• 英文别名: 10,10-dimethyl-7-(3-nitrophenyl)-7,9,10,11-tetrahydro-9H-benzo[c]acridine-8-one；10,10-dimethyl-7-(3-nitrophenyl)-9,10,11,12-tetrahydrobenzo[c]acridin-8(7H)-one；10,10-dimethyl-7-(m-nitrophenyl)-7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one；3,3-dimethyl-9-(3-nitrophenyl)-1,2,3,4,9,10-hexahydrobenzo-[c]acridine-1-one；3,3-dimethyl-9-(3-nitrophenyl)-1,2,3,4,9,10-hexahydrobenzo[c]acridine-1-one；10,10-Dimethyl-7-(3-nitrophenyl)-7,9,11,12-tetrahydronaphtho[1,2-b]quinolin-8-one
• 化学式: C₂₅H₂₂N₂O₃
• 分子量: 398.461
• InChiKey: YPBCNLOWIQSSAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-萘胺 、 间硝基苯甲醛 、 5,5-二甲基-1,3-环己二酮 在 Fe₃O₄PS-Arg[HSO₄] MNPs 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以93%的产率得到10,10-dimethyl-7-(3-nitrophenyl)-7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one
  参考文献：
  名称：

  Fe3O4 @ PS-精氨酸[HSO4]作为有效的磁性纳米催化剂合成苯并[h]喹诺酮和苯并[c] ac啶酮衍生物

  摘要：

  Fe 3 O 4磁性纳米粒子被合成，然后被丙基硅烷和精氨酸官能化。对合成的Fe 3 O 4 @ PS-精氨酸磁性纳米粒子进行改性以获得Fe 3 O 4 @ PS-Arg [HSO 4 ]。这些纳米粒子被用作环境友好的固体酸磁性纳米催化剂，用于合成2-氨基-4-芳基苯并[ h ]喹啉-3-腈和10,10-二甲基-7-芳基9,10,11,12-四氢苯并[ c ] acridin-8（7 H）-one衍生物通过α的一锅反应萘乙胺和芳香醛与丙二腈或二甲酮。操作简单，反应产率高，催化剂可重复使用多次，反应时间短和易于从反应混合物中分离是使用该催化剂的主要优点。

  DOI：

  10.1002/jhet.4125

文献信息

• γ-Fe₂O₃@Si-(CH₂)₃@mel@(CH₂)₄SO₃H as a magnetically bifunctional and retrievable nanocatalyst for green synthesis of benzo[c]acridine-8(9<i>H</i>)-ones and 2-amino-4<i>H</i>-chromenes
  作者：Fatemeh Karimirad、Farahnaz Kargar Behbahani

  DOI：10.1080/24701556.2020.1802751

  日期：2021.5.4

  analyses. In addition, the catalytic activity of this new catalyst was investigated for the synthesis of 7,10,11,12-tetrahydrobenzo[c]acridine-8(9H)-ones from aliphatic and aromatic aldehydes, dimedone and 1-naphthylamine in excellent yields and 2-amino-4H-chromenes were provided using manufactured nanocatalyst in good-to-high yield under mild reaction condition. The γ-Fe2O3@Si-(CH2)3@melamine@butyl sulfonic

  摘要 目前的工作描述了合成，并与支撑在磁性纳米粒子，γ -铁磺酸官能化的三聚氰胺的表征2 ö 3 @ SI-（CH 2）3 @三聚氰胺@丁基磺酸纳米颗粒作为绿色和检索双功能催化剂。通过FT-IR，XRD，EDX，TEM，VSM，CHN和TGA分析指定该催化剂。此外，还研究了这种新型催化剂的催化活性，该催化剂可在极好的条件下由脂肪族和芳香族醛，二甲酮和1-萘胺合成7,10,11,12-四氢苯并[c] -8啶-8（9 H）-酮。产量和2-氨基-4 H在温和的反应条件下，使用制得的纳米催化剂以高到高的产率提供二甲基苯酚。所述γ-的Fe 2 ö 3 @ SI-（CH 2）3 @三聚氰胺@丁基磺酸的非均相催化剂显示出的优点，如非常简单和生态友好的由于来自磁性纳米颗粒使用作为催化剂的高的可重用性，磁性可分离催化剂，收率高，反应条件温和。还报道了在这种纳米催化剂的存在下合成一些新的二苯并[ c ] r啶和2-氨基-4H-色烯衍生物。
• An efficient one-pot synthesis of polyhydrobenzoacridine-1-one derivatives under microwave irradiation without catalyst
  作者：Shujiang Tu、Runhong Jia、Bo Jiang、Yan Zhang、Junyong Zhang

  DOI：10.1002/jhet.5570430629

  日期：2006.11

  A series of 3,3-dimethyl-9-substituted-1,2,3,4,9,10-hexahydrobenzo[c] acridine-1-ones and 3,3-dimethyl-9-substituted-1,2,3,4,9,10-hexahydrobenzo[a] acridine-1-ones were synthesized by the reaction of an aldehyde, α-naphthylamine or β-naphthylamine and dimedone under microwave irradiation with short times and high yields.

  一系列3,3-二甲基-9-取代的1,2,3,4,9,10-六氢苯并[ c ] a啶-1-酮和3,3-二甲基-9-取代的1,2,3通过醛，α-萘胺或β-萘胺与二甲酮在微波辐射下短时间，高收率反应合成了4,9,10-六氢苯并[ a ] a啶-1-酮。
• NH₂SO₃H and H₆P₂W₁₈O₆₂ · 18H₂O-Catalyzed, Three-Component, One-Pot Synthesis of Benzo[<i>c</i>]acridine Derivatives
  作者：Majid M. Heravi、Hamideh Alinejhad、Fatemeh Derikvand、Hossein A. Oskooie、Bita Baghernejad、Fatemeh F. Bamoharram

  DOI：10.1080/00397911.2010.550704

  日期：2012.7.15

  Abstract We report here two simple methods for the synthesis of benzo[c]acridine derivatives from three-component, one-pot condensation of 1-naphthylamine, dimedone, and a variety of substituted aldehydes in the presence of a catalytic amount of NH2SO3H or H6P2W18O62 · 18H2O under solvent-free conditions at 120 °C or in refluxing ethanol. GRAPHICAL ABSTRACT

  摘要 我们在此报告了在催化量的 NH2SO3H 或 H6P2W18O62 存在下，由 1-萘胺、二甲酮和各种取代醛的三组分一锅缩合合成苯并 [c] 吖啶衍生物的两种简单方法。 · 18H2O 在 120 °C 或回流乙醇中的无溶剂条件下。图形概要
• TiO₂ Nanoparticles as an Efficient Catalyst for the One-pot Preparation of Tetrahydrobenzo[c]acridines in Aqueous Media
  作者：Shahrzad Abdolmohammadi、Mahdieh Mohammadnejad、Faezeh Shafaei

  DOI：10.5560/znb.2013-2323

  日期：2013.4.1

  A series of tetrahydrobenzo[c]acridinone derivatives have been prepared by a one-pot fourcomponent reaction of 1-naphthol, aromatic aldehydes, dimedone, and ammonium acetate in aqueous media using a catalytic amount of titanium dioxide nanoparticles (TiO₂ NPs). The advantages of this novel protocol include the excellent yields, operational simplicity, short reaction time, easy work-up, reusability of the catalyst and an environmentally friendly procedure.

  通过在水介质中使用一定量的二氧化钛纳米颗粒（TiO2 NPs）催化 1-萘酚、芳香醛、二甲基酮和乙酸铵进行四组分一锅反应，制备了一系列四氢苯并[c]吖啶酮衍生物。这种新方案的优点包括：产率高、操作简单、反应时间短、易于操作、催化剂可重复使用以及程序对环境友好。
• Microwave-induced synthesis and anti-microbial activities of 7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one derivatives
  作者：Vetrivel Nadaraj、Senniappan Thamarai Selvi、Sellappan Mohan

  DOI：10.1016/j.ejmech.2008.07.004

  日期：2009.3

  Some new substituted tetrahydroacridin-8-ones and diverse derivatives were synthesized by uncatalysed multi-component reaction of dimedone or cyclohexan-1,3-dione, alpha-naphthylamine and various (o,p,m)-substituted benzaldehydes. The in vitro anti-microbial activities of the prepared compounds were evaluated against some bacteria and fungi strains. The results suggested that the products 2a-g and 4a-g exhibited good inhibitory effect against most of the tested organisms. Especially, 2f, 2g, 4f and 4g were shown to be most effective against Rhodotorula rubra and Aspergillus parasiticus and compounds 2a, 2c, 2g, 4f and 4g proved to be effective with MIC values in the range of 3.9-7.8 mu g/ml. (C) 2008 Elsevier Masson SAS. All rights reserved.