1774-12-5

Usage

Uses

Used in Pharmaceutical Synthesis:
5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE is used as a key intermediate in the synthesis of various pharmaceuticals and organic molecules due to its versatile reactivity and potential medicinal properties.
Used in Antioxidant and Anti-Inflammatory Applications:
5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE is used as an antioxidant and anti-inflammatory agent, as it has been studied for its potential to combat oxidative stress and reduce inflammation.
Used in Cancer Treatment Research:
In the field of oncology, 5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE is used as a subject of research for its possible role in the treatment of cancer, with ongoing studies exploring its potential effects on cancer cells and mechanisms of action.
Used in Neurological Disorder Research:
5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE is also used in research for the treatment of neurological disorders, as it has been investigated for its potential impact on neurodegenerative conditions and related pathologies.
Further research is being conducted to better understand the biological activities of 5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE and to explore its potential applications in the field of medicine.

InChI:InChI=1/C13H14O3/c1-16-13-4-2-9(3-5-13)10-6-11(14)8-12(15)7-10/h2-5,10H,6-8H2,1H3

Upstream product

• 75698-43-0 ethyl 6-(p-methoxyphenyl)-2,4-dioxocyclohexane-1-carboxylate 
• 109396-02-3 2-(4-methoxy-phenyl)-4,6-dioxo-cyclohexane-1,3-dicarboxylic acid diethyl ester 
• 943-88-4 4-(p-methoxyphenyl)-3-butene-2-one 
• 105-53-3 diethyl malonate 
• 123-11-5 4-methoxy-benzaldehyde 
• 105-13-5 4-Methoxybenzyl alcohol 
• 108-59-8 malonic acid dimethyl ester 
• 3815-30-3 4-(4-methoxyphenyl)-3-buten-2-one 

Downstream Products

• 55579-55-0 7-chloro-3,4-dihydro-10-hydroxy-3-(4-methoxyphenyl)-1,9(2H,10H)-acridinedione 
• 950908-43-7 2-trifluoroacetyl-5-(4-methoxyphenyl)cyclohexane-1,3-dione 
• 101431-78-1 6-hydroxy-4-(4-methoxy-phenyl)-bicyclo[3.3.1]nonane-2,9-dione 
• 106476-10-2 2-bromo-3-methoxy-5-(4-methoxy-phenyl)-cyclohex-2-enone 

Relevant academic research and scientific papers

Inhibition of Autophagy by a Small Molecule through Covalent Modification of the LC3 Protein

The autophagic ubiquitin-like protein LC3 functions through interactions with LC3-interaction regions (LIRs) of other autophagy proteins, including autophagy receptors, which stands out as a promising protein–protein interaction (PPI) target for the intervention of autophagy. Post-translational modifications like acetylation of Lys49 on the LIR-interacting surface could disrupt the interaction, offering an opportunity to design covalent small molecules interfering with the interface. Through screening covalent compounds, we discovered a small molecule modulator of LC3A/B that covalently modifies LC3A/B protein at Lys49. Activity-based protein profiling (ABPP) based evaluations reveal that a derivative molecule DC-LC3in-D5 exhibits a potent covalent reactivity and selectivity to LC3A/B in HeLa cells. DC-LC3in-D5 compromises LC3B lipidation in vitro and in HeLa cells, leading to deficiency in the formation of autophagic structures and autophagic substrate degradation. DC-LC3in-D5 could serve as a powerful tool for autophagy research as well as for therapeutic interventions.

Tetrahydroquinazoline derivatives and pharmaceutical composition for preventing or treating psoriasis comprising the same

The present invention relates to a tetrahydroquinazoline derivative and a pharmaceutical composition for preventing or treating psoriasis containing the same as an active ingredient. The compound provided in one aspect of the present invention has an effe

Construction of Multiple-Substituted Chiral Cyclohexanes through Hydrogenative Desymmetrization of 2,2,5-Trisubstituted 1,3-Cyclohexanediones

The construction of chiral multiple-substituted cyclohexanes motifs is a challenging topic in organic synthesis. By the combination of desymmetrization and remote stereocontrol, a ruthenium-catalyzed transfer hydrogenative desymmetrization of 2,2,5-trisubstituted 1,3-cyclohexanediones has been successfully developed for the construction of chiral multiple-substituted cyclohexanes with high enantioselectivity and diastereoselectivity. When an ester group was introduced to the two-position, a hydrogenative desymmetrization/transesterification cascade occurred, affording the bicyclic lactones bearing three stereocenters, including two discrete stereocenters and one quaternary stereogenic center, with high enantioselectivity. The products are the multiple-substituted chiral cyclohexanes bearing the hydroxyl and carbonyl functional groups, which provide a new opportunity for further precise elaboration.

Dehydrogenative Formation of Resorcinol Derivatives Using Pd/C-Ethylene Catalytic System

The conversion of substituted 1,3-cyclohexanediones to the alkyl ethers of resorcinol using a Pd/C-ethylene system is reported. In these reactions, ethylene works as a hydrogen acceptor. The efficient synthesis of resveratrol was achieved using this protocol as a key step. In addition, the direct formation of substituted resorcinols was carried out by adding K2CO3 into the reaction media.

Synthesis of 10-amino-9-aryl-2,3,4,5,6,7,9,10-octahydroacridine- 1,8-dione derivatives

A series of novel 10-amino-9-aryl-2,3,4,5,6,7,9,10-octahydroacridine-1,8- dione derivatives 4 were synthesized by hydrazine or phenylhydrazine and 9-aryl-1,8-dioxo-2,3,4,5,6,7,9-heptahydroxanthene derivatives 3, which were prepared by 5-substituted-1,3-cyclohexanedione 1 and aromatic aldehydes 2 in the presence of concentrated H2SO4 as a catalyst in water. The structures of all compounds were characterized by IR, MS, 1H-NMR, and elemental analysis, and the title compounds possess good fluorescence properties..

Synthesis and crystal structure of 4,7-diaryl-5-oxo-4H-benzo[b]pyran derivatives

A green and convenient approach to the synthesis of a series of 4,7-diaryl-5-oxo-4H-benzo[b]pyran derivatives from appropriate aromatic aldehydes and 5-aryl-1,3-cyclohexanedione with malononitrile in the presence of dilute HCl as catalyst (30 mmol/L) is described. This method provides several advantages such as environmental friendliness, low cost, high yields, and simple work up procedure. The structures of all compounds were characterized by infrared (IR), mass spectrometry (MS), 1H NMR, and elemental analysis. The crystal structure of trans/cis-2-amino-3-cyano-7-(4'-methoxo- phenyl)-4-phenyl-5-oxo-4H-benzo[b]pyran, g, was determined by single crystal X-ray diffraction analysis. The crystal of compound g belongs to monoclinic with space group P 21/c, a = 8.477(3) nm, b = 18.948(6) nm, c = 24.915(7) nm, α = 90.00°, β = 107.388(11)°, γ= 90.00°, Z = 8, V = 3.819(2) nm3, R1 = 0.0754, wR2 = 0.2042.

Green synthesis and crystal structure of 4,7-diaryl-2-oxo(thio)-1,2,3,4,5, 6,7,8-octahydroquinazoline-5-one derivatives

A green and convenient approach to the synthesis of novel 4,7-diaryl-2-oxo(thio)-1,2,3,4,5,6,7,8-octahydroquinazoline-5-one derivatives from appropriate aromatic aldehydes and 5-aryl-1,3-cyclohexanedione with urea or thiourea in the presence of dilute HCl as catalyst in water is described. This method provides several advantages such as environmental friendliness, low cost, high yields, and simple workup procedure. The structures of all compounds were characterized by elemental analysis, IR, MS, and 1H NMR. The crystal and molecular structure of 4-(4′-chlorophenyl)-7-(4′-methoxyphenyl)- 1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-dione 5m have been determined by single crystal X-ray diffraction analysis. The crystal of compound 5m belongs to monoclinic with space group P-21/c, a = 1.4353 (4) nm, b = 1.4011 (4) nm, c = 0.9248 (3) nm, α = 90.00°, β = 101.242 (6)°, γ = 90.00°, Z = 4, V = 1.8241 (9) nm3, R1 = 0.0448, and wR2 = 0.1022.

PROCESS FOR THE PRODUCTION OF OPTICALLY ACTIVE CYCLIC ENAMINONE DERIVATIVES

A process for the production of optically active cyclic enaminone derivatives characterized by aminating one of the carbonyl groups of a cyclic 1,3-diketone derivative having a symmetry plane to obtain an optically isomeric mixture of chiral cyclic enamin

Synthesis and Antimalarial Properties of 1-Imino Derivatives of 7-Chloro-3-substituted-3,4-dihydro-1,9(2H,10H)-acridinediones and Related Structures

To improve upon the activity and properties of the 3-aryl-7-chloro-3,4-dihydro-1,9(2H,10H)-acridinediones, a variety of 1-imino derivatives (3) were prepared and shown to be highly active antimalarial agents in both rodents and primates.Among structural modifications prepared, including N10-alkyl and C2-substituted analogs, removal of the C9 oxygen, and introduction of an imino side chain at C9, the imines of the N10-H acridinediones were the most active compounds obtained.The imino derivative of7-chloro-3-(2,4-dichlorophenyl)-3,4-dihydro-1,9(2H,10H)-acridinedione (9aa) proved to be highly active in advanced studies in primates.