33323-03-4

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 2-METHYL-5-OXO-4-PHENYL-1,4,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBOXYLATE is used as a potential pharmaceutical agent for [application reason]. Its hexahydroquinoline ring structure, along with the phenyl and methyl groups, may contribute to its biological activity and therapeutic potential. Further research is needed to explore its efficacy and safety in treating specific medical conditions.
Used in Chemical Synthesis:
In the chemical industry, ETHYL 2-METHYL-5-OXO-4-PHENYL-1,4,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBOXYLATE can be used as a starting material or intermediate in the synthesis of other complex organic compounds. Its unique structural features may enable the development of novel chemical entities with diverse applications, such as agrochemicals, dyes, or other specialty chemicals.
Used in Research and Development:
ETHYL 2-METHYL-5-OXO-4-PHENYL-1,4,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBOXYLATE serves as a valuable compound in academic and industrial research settings. Its synthesis and properties can be investigated to gain insights into the reactivity and behavior of similar quinoline-based compounds. Additionally, its potential applications in various fields can be explored through systematic studies and collaborations with experts in different disciplines.

InChI:InChI=1/C19H21NO3/c1-3-23-19(22)16-12(2)20-14-10-7-11-15(21)18(14)17(16)13-8-5-4-6-9-13/h4-6,8-9,16-17H,3,7,10-11H2,1-2H3/t16?,17-/m0/s1

Upstream product

• 141-97-9 ethyl acetoacetate 
• 504-02-9 1,3-cylohexanedione 
• 100-52-7 benzaldehyde 
• 626-34-6 ethyl aminocrotonate 
• 631-61-8 ammonium acetate 

Downstream Products

• 154405-24-0 ethyl 4-phenyl-2-methyl-5-oxo-5,6,7,8-tetrahydroquinoline-3-carboxylate 
• 1403363-40-5 C₁₉H₂₁NO₃ 
• 1403363-39-2 C₁₉H₂₁NO₃ 

Relevant academic research and scientific papers

A single-step multicomponent synthesis of a quinoline derivative and the characterization of its cyclodextrin inclusion complex

Multicomponent synthesis are convergent reactions in which three or more starting materials react in a single step to form the product. In the discovery and development of new drugs, multicomponent reactions offer several advantages over traditional synthesis: shorter experiment time, less need for laboratory techniques and scalability. Thus, the objective of this work was to perform the multicomponent synthesis of a hexahydroquinoline compound whose pharmacological activity has been described previously. The synthesis product was characterized by spectroscopic techniques such as Fourier transform infrared spectrometry and 1H, 13C and HMQC nuclear magnetic resonance (NMR). The mechanism of the reaction was proposed to include a conjugated Michael addition. Subsequently, inclusion complexes (ICs) at 1:1 and 1:2 stoichiometries were prepared with the appropriate cyclodextrin to increase the aqueous solubility and bioavailability of this molecule. Kneading and lyophilization (LYO) methods were used to prepare the inclusion complexes, which were evaluated by phase solubility and 1H NMR spectroscopy, with LYO at a 1:2 stoichiometry having the best results. The ICs were then characterized by differential scanning calorimetry, near-infrared spectroscopy and in vitro dissolution tests, which verified a slower release of the compound with the potential to improve its biological properties.

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.

Mo@GAA-Fe3O4MNPs: a highly efficient and environmentally friendly heterogeneous magnetic nanocatalyst for the synthesis of polyhydroquinoline derivatives

Polyhydroquinolines were efficiently obtained from a sequential four-component reaction between dimedone or 1,3-cyclohexandione, ethyl acetoacetate, or methyl acetoacetate as a β-ketoester, aldehydes, and ammonium acetate, under the catalysis of Mo@GAA-Fe3O4MNPs as a green, effective, recyclable, and environmentally friendly nanocatalyst. Due to its magnetic nature the prepared catalyst can be easily separated from the reaction mixture by an external magnet and reused several times without significant changes in catalytic activity and reaction efficiency. The catalyst was characterized using energy dispersive X-ray spectroscopy (EDX), X-ray diffraction (XRD), thermogravimetric analysis (TGA), Fourier transform infrared spectroscopy (FTIR), vibrating sample magnetometry (VSM), scanning electron microscopy (SEM), and transmission electron microscopy (TEM).

Synthesis of MCM-41 supported cobalt (II) complex for the formation of polyhydroquinoline derivatives

A new and green heterogeneous MCM-41@PDCA-Co catalyst has been prepared via immobilization of cobalt (II) complex onto the surface of MCM-41. This was characterized by different techniques such as FT-IR, TEM, TGA, low angle Powder XRD, MP-AES and nitrogen

Synthesis and characterization of homobimetallic molybdenum(VI) complexes of a dihydrazone as efficient catalysts for the synthesis of hexahydroxyquinolines via multicomponent Hantzsch reaction

Four homobimetallic molybdenum(VI) complexes [(MoO2)2L(D)2] (1–4) (where D = methanol (1), dimethylsufoxide (2), imidazole (3) and pyridine (4)) derived from a multidentate hydrazone ligand, 1,4-bis(3-ethoxy-2-hydroxybenza

SO3H-dendrimer functionalized magnetic nanoparticles (Fe3O4@D–NH–(CH2)4–SO3H): Synthesis, characterization and its application as a novel and heterogeneous catalyst for the one-pot synthesi

In this study, novel SO3H-dendrimer functionalized magnetic nanoparticles (Fe3O4@D–NH–(CH2)4–SO3H) were prepared and characterized by using FT-IR, X-ray diffraction patterns, scanning elect

One-Pot Synthesis of 1,4-Dihydropyridine Derivatives Catalyzed by Silica-Coated Magnetic NiFe2O4 Nanoparticles-Supported H14[NaP5W30O110]

Silica-coated magnetic NiFe2O4 nanoparticles-supported H14[NaP5W30O110] (NiFe2O4@SiO2-H14[NaP5W30O110]) was succ

Benzofuran-dihydropyridine hybrids: A new class of potential bone anabolic agents

A series of novel benzofuran-dihydropyridine hybrids were designed by molecular hybridization approach and evaluated for bone anabolic activities. Among the screened library, ethyl 4-(7-(sec-butyl)-2-(4-methylbenzoyl)benzofuran-5-yl)-2-methyl-5-oxo-1,4,5,

Poly(vinylpyrrolidinium) perchlorate as a new and efficient catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation

A green approach for the promotion of the synthesis of Hantzsch products using poly(vinylpyrrolidinium) perchlorate {[PVPH]ClO4} as a new modified polymeric catalyst in the absence of solvent is reported. The title catalyst is easily prepared a