156176-94-2

Usage

Derivative of acridinedione

Yes
It is derived from the parent compound acridinedione.

Also known as

3,3,6,6-tetramethyl-9-(3-nitrophenyl)-3,4,6,7,9,10-hexahydroacridinedione
This is an alternative name for the compound, providing a more detailed description of its structure.

Type of substance

Organic
It is an organic compound, meaning it primarily contains carbon and hydrogen atoms.

Contains a nitrophenyl group

Yes
The presence of a nitrophenyl group (-NO2 attached to a phenyl ring) is a key structural feature of 1,8(2H,5H)-Acridinedione, 3,4,6,7,9,10-hexahydro-3,3,6,6-tetramethyl-9-(3-nitrophenyl)-.

Used in synthesis

Pharmaceutical and chemical intermediates
It is utilized in the synthesis of various pharmaceuticals and chemical intermediates due to its unique properties.

Application in medicinal chemistry research

Potential building block for designing novel drugs
Its unique structural properties and chemical reactivity make it a valuable compound for research in medicinal chemistry.

Structural properties

Hexahydro (six hydrogen atoms added to a molecule), tetramethyl (four methyl groups attached), and 3-nitrophenyl substitution
These structural features contribute to the compound's reactivity and potential applications in drug design.

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 873-95-0 1-amino-5,5-dimethylcyclohexen-3-one 
• 7560-94-3 2,2'-((4-methoxyphenyl)methylene)bis(3-hydroxy-5,5-dimethylcyclohex-2-enone) 
• 126-81-8 dimedone 
• 619-25-0 3-Nitrobenzyl alcohol 
• 3431-62-7 3-nitrobenzaldoxime 

Relevant academic research and scientific papers

Synthesis of decahydroacridines under microwaves using ammonium acetate supported on alumina

Acridine derivatives have been synthesized under microwave irradiation under solvent-free conditions using ammonium acetate supported on neutral or basic alumina and catalytic N,N-dimethylformamide. The obtained results show high yields. The specific 'non

Efficient synthesis of decahydroacridine-1,8-diones and polyhydroquinolines using the step-wise method

Various symmetrical and unsymmetrical decahydroacridine-1,8-dione and polyhydroquinoline derivatives were synthesized via two-step cyclocondensation reactions. The advantages of this step-wise addition of reactants in comparison with other one-pot reactions are avoiding the formation of 2 or 3 undesired by-products, therefore allowing cleaner work up of reaction. The important factor of this effective cyclocondensation method is that the prepared β-enaminone component was added dropwise to the solution, in which the Knoevenagel condensation product is slowly being formed by reaction of aldehyde molecule and 1,3-dicarbonyl compounds. The results of the proposed step-wise method are compared and discussed with those obtained in the one-pot reactions.

Preparation, Antibacterial Activity, and Catalytic Application of Magnetic Graphene Oxide-Fucoidan in the Synthesis of 1,4-Dihydropyridines and Polyhydroquinolines

Polymer-coated magnetic nanoparticles are emerging as a useful tool for a variety of applications, including catalysis. In the present study, fucoidan-coated magnetic graphene oxide was synthesized using a natural sulfated polysaccharide. The prepared BaF

Incorporation of Keggin-based H3PW7Mo5O40into bentonite: synthesis, characterization and catalytic applications

The Keggin-based molybdo-substituted tungstophosphoric acid, H3[PW7Mo5O40]·12H2O, were synthesized and incorporated with a bentonite clay by using a wetness impregnation method. The catalysts were cha

Ag/CuO/MCM-48 As a potential catalyst for the synthesis of symmetrical and unsymmetrical polyhydroquinolines

Ag/CuO/MCM-48 as a heterogeneous catalyst was efficiently employed in the synthesis of diversely substituted symmetrical and unsymmetrical polyhydroquinoline by a multi-component reaction of arylaldehyde, dimedone, ethyl cyanoacetate and ammonium acetate. This novel method is simple, environmentally friendly, rapid, uses a recyclable catalyst and produces the products in high to excellent yields (83-97%) and lower reaction times (17-35 min). The catalyst can be reused at least 10 times without any appreciable decrease in its catalytic activities.

Facile route to synthesize Fe3O4?acacia-SO3H nanocomposite as a heterogeneous magnetic system for catalytic applications

In this work, a novel catalytic system for facilitating the organic multicomponent synthesis of 9-phenyl hexahydroacridine pharmaceutical derivatives is reported. Concisely, this catalyst was constructed from acacia gum (gum arabic) as a natural polymeric

Carbon-based nanocatalyst:?An efficient and recyclable heterogeneous catalyst for one-pot synthesis of gem-bisamides, hexahydroacridine-1,8-diones and 1,8-dioxo-octahydroxanthenes

Abstract: In this abstract, we discuss the progress related to sulfonated carbon-based materials in various acid-catalyzed organic transformations which are then further utilized in medicinal field, laboratories and industries. A simple and novel methodol

Synergistic catalytic effect between ultrasound waves and pyrimidine-2,4-diamine-functionalized magnetic nanoparticles: Applied for synthesis of 1,4-dihydropyridine pharmaceutical derivatives

A convenient strategy for synthesis of the various derivatives of 1,4-dihydropyridine (1,4-DHP), as one of the most important pharmaceutical compounds, is presented in this study. For this purpose, firstly, magnetic iron oxide nanoparticles (Fe3O4 NPs) were fabricated and suitably coated by silica network (SiO2) and trimethoxy vinylsilane (TMVS). Then, their surfaces were well functionalized with pyrimidine-2,4-diamine (PDA) as the main active sites for catalyzing the synthesis reactions. In this regard, the performance of three different methods including reflux, microwave (MW) and ultrasound wave (USW) irradiations have been comparatively monitored via studying various analyses on the fabricated nanocatalyst (Fe3O4/SiO2-PDA). Concisely, high efficiency of the USW irradiation (in an ultrasound cleaning bath with a frequency of 50 kHz and power of 250 W/L) has been well proven through the investigation of the main factors such as excellent surface-functionalization, core/shell structure conservation, particle uniformity, close size distribution of the particles, and great inhibition of the particle aggregation. Then, the effectiveness of the USW irradiation as a promising co-catalyst agent has been clearly demonstrated in the 1,4-DHP synthesis reactions. It has been concluded that the USW could provide more appropriate conditions for activation of the catalytic sites of Fe3O4/SiO2-PDA NPs. However, high reaction yields (89%) have been obtained in the short reaction times (10 min) due to the substantial synergistic effect between the presented nanocatalyst and USW.

An Efficient One-Pot Four-Component Synthesis of 9-Aryl-Hexahydroacridine-1,8-Dione Derivatives in the Presence of a Molecular Sieves Supported Iron Catalyst

Abstract: A series of 9-aryl-hexahydroacridine-1,8-diones are synthetized with good to excellent yields (50–99%) via a one-pot four-component reaction of dimedone, aromatic aldehydes and ammonium acetate in the presence of 4?? molecular sieves modified wi

N-butylpyridinium heptachlorodialuminate: A convenient catalyst for the synthesis of acridine 1,8-diones derivatives by microwave assisted hantzsch reaction

Acridine-l,8-dione derivatives have been synthesized conveniently by the multicomponent condensation of dimedone, aldehydes, and ammonium acetate in the presence of a catalytic amount of N-butylpyridinium heptachlorodialuminate. This fascinating microwave