104785-54-8

Usage

Uses

Used in Pharmaceutical Industry:
2,4-diMethylquinoline-3-carboxylic acid ethyl ester is used as an intermediate in the synthesis of various pharmaceutical compounds. Its potential biological activities, such as anti-tumor and anti-inflammatory properties, make it a promising candidate for the development of new drugs. The ethyl ester form improves the compound's solubility and bioavailability, facilitating its incorporation into drug formulations and enhancing its therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical industry, 2,4-diMethylquinoline-3-carboxylic acid ethyl ester is utilized as a key component in the synthesis of various agrochemicals, such as pesticides and herbicides. Its potential biological activities, including its role as an anti-tumor and anti-inflammatory agent, can be harnessed to develop novel agrochemicals with improved efficacy and reduced environmental impact.

Upstream product

• 551-93-9 2-aminoacetophenone 
• 626-34-6 ethyl 3-aminobut-2-enoate 
• 141-97-9 ethyl acetoacetate 
• 103529-16-4 2-[(trimethylsilyl)ethynyl]aniline 
• 20754-01-2 1-ethoxy-2,4-pentanedione 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 52670-38-9 2-ethynylaniline 
• 4341-76-8 Ethyl 2-butynoate 
• 103-84-4 Acetanilid 
• 941706-81-6 1-(2-aminophenyl)ethanol 
• 15933-07-0 Ethyl 2-oxobutanoate 

Downstream Products

• 104785-55-9 2,4-dimethylquinoline 3-carboxylic acid 
• 104785-63-9 1,2,4-Trimethyl-3-[methyl-((R)-1-phenyl-ethyl)-carbamoyl]-quinolinium; iodide 
• 104785-59-3 (13S)-1,2,4-trimethyl-3-(N-α-methylbenzylcarbamoyl)quinolinium iodide 
• 104785-59-3 11R-3-(N-α-methylbenzyl)carbamoyl-1,2,4-trimethylquinolinium iodide 
• 104465-71-6 4S,11R-3-(N-methyl-N-α-methylbenzyl)carbamoyl-1,2,4-trimethyl-1,4-dihydroquinoline 
• 104785-60-6 4S,11S-3-(N-α-methylbenzy)carbamoyl-1,2,4-trimethyl-1,4-dihydroquinoline 
• 104785-56-0 11R-3-(N-α-methylbenzyl)carbamoyl-2,4-dimethylquinoline 

Relevant academic research and scientific papers

New inorganic-organic hybrid materials based on SBA-15 molecular sieves involved in the quinolines synthesis

In this paper we report on the first mesoporous catalyst based on SBA-15 incorporating simultaneously basic and acid functions able to promote the Friedl?nder reaction between 2-aminoaryl ketones and ethyl acetoacetate leading to quinolines 1 with high yi

A hydrazine functionalized UiO-66(Hf) metal-organic framework for the synthesis of quinolines via Friedl?nder condensation

A hydrazine functionalized Hf-UiO-66 metal-organic framework (MOF) (called 1) was prepared using the traditional solvothermal method and it was characterized completely. The material showed high chemical stability in various solvent systems. The activated material (called 1′) was successfully used as a solid heterogeneous catalyst for the synthesis of quinolone scaffolds in a modified Friedl?nder synthesis. The catalyst was able to produce 95% yield of the product 3-acetyl-2,4-dimethylquinoline via Friedl?nder condensation of 2-aminoacetophenone and acetylacetone as starting materials at 100 °C. It also exhibited a broad substrate scope in this catalytic reaction. Various control experiments were carried out with respect to the activity of the presented catalyst which clearly indicated its active role. The stability and recyclability of the catalyst were also examined. A series of control experiments for this catalysis have shown that the Lewis acidic metal nodes and Br?nsted acidic -NHNH2 functional groups of linker play active roles in the catalysis.

Flexible Zn-MOF Exhibiting Selective CO2 Adsorption and Efficient Lewis Acidic Catalytic Activity

A two-dimensional, tetragonal porous metal organic framework {[Zn2(TBIB)2(HTCPB)2]·9DMF·19H2O}n (1) has been synthesized under hydrothermal conditions by employing 1,3,5-tri(1H-benzo[d]imidazol-1-yl)b

Synthesis and antibacterial activity of substituted quinoline derivatives

An efficient and convenient method is reported for the synthesis of various substituted quinolines through the condensation of o-amino aryl carbonyls with ketones containing an active methylene group in the presence of CuSO4·5H2O as

Synthesis of novel quinoline-thiosemicarbazide hybrids and evaluation of their biological activities, molecular docking, molecular dynamics, pharmacophore model studies, and ADME-Tox properties

In the present study, a novel series of N-((substituted)carbamothioyl)-2,4-dimethylquinoline-3-carboxamide (7a-7s) was synthesized by microwave-assisted method. Structure of these derivatives was examined by spectroscopic techniques such as 1H NMR, 13C NMR, FT-IR, and ESI-MS. Further, the novel synthesized compounds were evaluated for their in-vitro biological activities against antibacterial, antifungal, antimalarial, and antituberculosis activity as well as for in-silico study. The antimalarial results demonstrated that compounds 7c and 7q (0.02 μg/mL) have notable potency against Plasmodium falciparum compared with chloroquine (0.02 μg/mL); compounds 7l (0.10 μg/mL), 7e, 7s (0.19 μg/mL), 7b, 7p (0.15 μg/mL), 7a, 7f, and 7f (0.25 μg/mL) also exhibited good activity against P. falciparum compared with quinine (0.26 μg/mL) as standard drug. Docking was performed on PFDHFR-TS, given the effect of compounds against the P. falciparum strain was excellent in comparison with standard drug. Molecular docking suggested that compounds 7b, 7i and 7c, 7e, and 7l closely bind with the active site of protein 3JSU and 4DP3, respectively, and compared with biological activity. We have also carried out molecular dynamics simulation on the best dock compound 7e complex with PDB: 3JSU to check the stability of docked complex and their molecular interaction. The calculated ADME-Tox descriptors for the synthesized compounds validated good pharmacokinetics properties, suggesting that these compounds could be used as hit for the development of the new active agents.

Application of heteropoly acids as heterogeneous and recyclable catalysts for friedlaender synthesis of quinolines

New convenient conditions for the Friedlaender synthesis of quinolines are described. Quinolines were readily prepared in the presence of heteropolyacids as heterogeneous and recyclable catalysts in good yields.

Titania nanomaterials: Efficient and recyclable heterogeneous catalysts for the solvent-free synthesis of poly-substituted quinolines via Friedlander hetero-annulation

The present communication describes the use of titania (TiO2) nanomaterials of different sizes (16 nm, 35 nm, 70 nm, 200 nm, and 1000 nm) as heterogeneous catalysts for the preparation of a series of medicinally significant poly-substituted qui

Synthesis and Application of Double Perovskite Bi1.97Eu0.03MoO6 as Heterogeneous and Recyclable Nanocatalyst for Quinoline Synthesis

An efficient and economical protocol for the synthesis of substituted quinolines from various 2-amino aryl ketones and aliphatic ketones in presence of a catalytic quantity of double perovskite Bi1.97Eu0.03MoO6 catalyst, water at ambient temperature to generate the respective quinolines in good yields. The accompanied catalyst had high activity and stability and it might be utilized at least a few times without losing its effectiveness.

Magnetite (Fe3O4) nanoparticles-supported dodecylbenzenesulfonic acid as a highly efficient and green heterogeneous catalyst for the synthesis of substituted quinolines and 1-amidoalkyl-2-naphthol derivatives

Abstract: Magnetically retrievable, magnetite (Fe3O4) nanoparticles-supported dodecylbenzenesulfonic acid (DDBSA@MNP) was synthesized and characterized through different analytical techniques such as TEM, XRD, FTIR, TGA, SEM, EDX and

An efficient and green microwave-assisted synthesis of quinoline derivatives via knoevengal condensation

We have developed an efficient and green synthesis of quinoline derivatives using L-proline under Knoevenagel condensation. L-proline was found to be an efficient catalyst for the Knoevenagel condensation of substituted 2-aminoaryl ketones 1 with the acti