1774-12-5

Basic information

• Product Name: 5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE
• Synonyms: RARECHEM AR PA 0046;ASISCHEM C66302;5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE;5-[4-(METHOXY)PHENYL]-1,3-CYCLOHEXANEDIONE;5-(4-METHOXYPHENYL)-CYCLOHEXANE-1,3-DIONE 97%;4-(3,5-Dioxocyclohexyl)anisole;1,3-Cyclohexanedione, 5-(4-Methoxyphenyl)-;5-[4-(Methoxyphenyl)]-1,3-cyclohexanedione 96%
• CAS NO: 1774-12-5
• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.25
• Product Categories: Miscellaneous;C13 to C14;Carbonyl Compounds;Ketones;Building Blocks;C13 to C14;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 1774-12-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 179.5-183.5 °C(lit.)
• Boiling Point: 394.4°C at 760 mmHg
• Flash Point: 177.4°C
• Appearance: /
• Density: 1.163g/cm³
• Vapor Pressure: 1.98E-06mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: 5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE(1774-12-5)
• EPA Substance Registry System: 5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE(1774-12-5)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1774-12-5(Hazardous Substances Data)

Usage

General Description

5-(4-Methoxy-phenyl)-cyclohexane-1,3-dione, also known as 4-Methoxyphenyl-1,3-cyclohexanedione, is a chemical compound with the molecular formula C13H16O3. It is a yellow crystalline powder with a molecular weight of 220.26 g/mol. 5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE is used in the synthesis of pharmaceuticals and organic molecules due to its versatile reactivity and potential medicinal properties. It has been studied for its potential as an antioxidant and anti-inflammatory agent. Additionally, 5-(4-Methoxy-phenyl)-cyclohexane-1,3-dione has been investigated for its possible role in the treatment of cancer and neurological disorders. Further research is being conducted to better understand its biological activities and 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

• 123-11-5 4-methoxy-benzaldehyde 
• 943-88-4 4-(p-methoxyphenyl)-3-butene-2-one 
• 105-53-3 diethyl malonate 
• 109396-02-3 2-(4-methoxy-phenyl)-4,6-dioxo-cyclohexane-1,3-dicarboxylic acid diethyl ester 
• 75698-43-0 ethyl 6-(p-methoxyphenyl)-2,4-dioxocyclohexane-1-carboxylate 
• 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

• 1357569-26-6 C₃₃H₃₁ClN₂O₄ 
• 1357569-27-7 C₃₃H₃₁N₃O₆ 
• 1357569-28-8 C₃₃H₃₁ClN₂O₄ 
• 1357569-29-9 C₃₅H₃₆N₂O₆ 
• 59586-55-9 C₃₃H₂₉NO₇ 
• 374698-64-3 C₃₅H₃₄O₇ 

Relevant articles and documents

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.

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.

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..