57366-73-1

Upstream product

• 100-10-7 4-dimethylamino-benzaldehyde 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 

Downstream Products

• 83388-34-5 Dimethyl-[4-(3-phenyl-5,6-dihydro-benzo[h]quinolin-4-yl)-phenyl]-amine 
• 61926-48-5 (paradimethylaminobenzylidene)-2 tetralone-1 
• 1028257-91-1 dimethyl-[4-(3,3a,4,5-tetrahydro-2H-benzo[g]indazol-3-yl)-phenyl]-amine 
• 83388-38-9 2-[4-(4-Dimethylamino-phenyl)-2-hydroxy-5,6-dihydro-benzo[h]quinolin-3-yl]-benzamide 
• 57366-57-1 4-[4-(dimethylamino)phenyl]-2-oxo-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile 

Relevant academic research and scientific papers

Tetralone derivatives are MIF tautomerase inhibitors and attenuate macrophage activation and amplify the hypothermic response in endotoxemic mice

Macrophage migration inhibitory factor (MIF) is a pro-inflammatory cytokine playing crucial role in immunity. MIF exerts a unique tautomerase enzymatic activity that has relevance concerning its multiple functions and its small molecule inhibitors have been proven to block its pro-inflammatory effects. Here we demonstrate that some of the E-2-arylmethylene-1-tetralones and their heteroanalogues efficiently bind to MIF’s active site and inhibit MIF tautomeric (enolase, ketolase activity) functions. A small set of the synthesised derivatives, namely compounds (4), (23), (24), (26) and (32), reduced inflammatory macrophage activation. Two of the selected compounds (24) and (26), however, markedly inhibited ROS and nitrite production, NF-κB activation, TNF-α, IL-6 and CCL-2 cytokine expression. Pre-treatment of mice with compound (24) exaggerated the hypothermic response to high dose of bacterial endotoxin. Our experiments suggest that tetralones and their derivatives inhibit MIF’s tautomeric functions and regulate macrophage activation and thermal changes in severe forms of systemic inflammation.

Ash of pomegranate peels (APP): A bio-waste heterogeneous catalyst for sustainable synthesis of α,α′-bis(substituted benzylidine)cycloalkanones and 2-arylidene-1-tetralones

Abstract: α,α′-bis(substituted benzylidene)cycloalkanones were efficiently prepared from variously substituted aldehydes and cycloalkanones in water by using ash of pomegranate peels (APP) as a catalyst. The APP-catalyst was obtained from bio-waste by simple thermal treatment to dry peels of pomegranate fruit and formation of its active phase was confirmed by FT-IR, XRD, XRF, EDX, SEM, DSC-TGA and BET techniques. The analysis revealed that the present catalyst has basic sites which promote the synthesis of desired products. The main attractions of our protocol are utilization of highly abundant bio-waste-derived catalyst and good-to-excellent yield in shortest reaction time. This green protocol was further extended for structurally diverse 2-arylidene-1-tetralones by condensation of equimolar quantity of aromatic aldehydes and 1-tetralone at low temperature. The catalyst could be quantitatively recovered and reused effectively for five times. Graphic abstract: [Figure not available: see fulltext.].

Selectivity in the Aerobic Dearomatization of Phenols: Total Synthesis of Dehydronornuciferine by Chemo- and Regioselective Oxidation

We describe a selective aerobic oxidation of meta-biaryl phenols that enables rapid access to functionalized phenanthrenes. Aerobic oxidations attract interest due to their efficiency, but remain underutilized in complex molecule settings due to challenge

Synthesis, characterization and spectroscopic behavior of novel 2-oxo-1,4-disubstituted-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile dyes

Two synthetic pathways were adopted to synthesize the target 2-oxo-1,4-disubstituted-1,2,5,6-tetrahydro-benzo[h]quinoline-3-carbonitriles. Structure of the synthesized compounds has been characterized based on FT-IR, 1H NMR, 13C NMR

Evaluation of silica-H2SO4 as an efficient heterogeneous catalyst for the synthesis of chalcones

We report an efficient silica-H2SO4 mediated synthesis of a variety of chalcones that afforded the targeted compounds in very good yield compared to base catalyzed solvent free conditions as well as acid or base catalyzed refluxing conditions.

An efficient synthesis of bio-active fluorescent benzylidine tetralones

Benzylidine tetralones have been synthesized in excellent yields in PEG 600 at room temperature and short time periods. The synthesized compounds are found to have antibacterial activity towards both gram-positive and gram-negative bacteria. The N, N-dialkyl substituted benzylidine tetralones are found to possess fluorescent properties.

Studies of solvation of ketocyanine dyes in homogeneous and heterogeneous media by UV/Vis spectroscopic method

Solvation characteristics of ketocyanine dyes (I-VI) have been investigated in pure solvents and heterogeneous media by absorption and fluorescence studies. The dyes are good reporters of solvent polarity. In protic solvents they exist as equilibrium mixt

Ground- and excited-state properties of some 3,4-dihydro-1-(2-p-substituted benzylidene)naphthalenones: Substituent and environmental effects

Electronic absorption and steady-state fluorescence emission of seven 3,4-dihydro-1-(2-p-substituted benzylidene)naphthalenones (1-7) show sizable solvent dependence. The charge-transfer (CT) absorption maxima of these compounds in various solvents show a