824430-39-9

Usage

Uses

Used in Organic Synthesis:
1-Naphthalenecarbonyl chloride, 4-ethylis used as a reagent in organic synthesis for the introduction of the 1-naphthoyl group into other compounds. Its reactivity allows for the formation of various naphthoic acid derivatives, which are valuable intermediates in the synthesis of pharmaceuticals, agrochemicals, and other organic chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-Naphthalenecarbonyl chloride, 4-ethylis used as a key intermediate in the synthesis of various drugs. Its ability to form naphthoic acid derivatives enables the development of new drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
1-Naphthalenecarbonyl chloride, 4-ethylis also utilized in the agrochemical industry for the synthesis of active ingredients in pesticides and other crop protection products. Its introduction of the 1-naphthoyl group into target molecules can enhance the biological activity and selectivity of these agrochemicals.
Used in Dye and Pigment Manufacturing:
In the dye and pigment industry, 1-Naphthalenecarbonyl chloride, 4-ethylis employed in the production of various organic dyes and pigments. Its unique chemical structure contributes to the color properties and stability of these dyes and pigments, making them suitable for use in various applications, such as textiles, plastics, and printing inks.
Used in Production of Other Organic Chemicals:
1-Naphthalenecarbonyl chloride, 4-ethylis also used in the manufacturing of other organic chemicals, such as polymers, surfactants, and fragrances. Its versatility in organic synthesis allows for the development of new chemical entities with diverse applications in various industries.

Upstream product

• 91902-58-8 4-ethyl-1-naphthalenecarboxylic acid 
• 824430-38-8 N,N-diphenyl-4-ethyl-1-naphthalenecarboxamide 
• 1127-76-0 1-ethylnapthelene 

Downstream Products

• 824959-81-1 JWH-210 
• 824959-83-3 JWH-213 

Relevant academic research and scientific papers

Synthesis and characterization of 3-aminoquinoline derivatives and studies of photophysicochemical behaviour and antimicrobial activities

A series of 3-aminoquinoline derivatives were synthesized, where their chemical structures were confirmed by various analytical techniques, such as, Elemental Analysis, Nuclear Magnetic Resonance Spectroscopy (1H and 13C NMR), Liquid Chromatography-Mass-Mass Spectroscopy (LC-MS-MS), Ultraviolet-Visible Spectroscopy (UV-Vis), Fourier Transform Infrared Spectroscopy (FTIR) and Photoluminescence (PL). The quinoline ring core, typical of aminoquinolines, and a naphthalene group was combined to devise (4-alkyl-1-naphthyl)-quinolin-3-ylamide derivatives. These derivatives were designed and synthesized in light of the chemical and biological profiles of these important subunits. All the compounds were evaluated for their in vitro antibacterial and antifungal activities by the paper disc diffusion method with Gram-positive Bacillus subtilis, Bacillus megaterium and Staphylococcus aureus, Gram-negative Enterobacter aerogenes, Eschericha coli, Klebsiella pneumoniae and Pseudomonas aeruginosa and yeasts Candida albicans, Saccharomyces cerevisiae and Yarrovia lipolytica. These compounds showed antimicrobial activities against Gram-positive and Gram-negative bacteria and several yeasts, and thus their activity was not restricted to any particular type of microorganism.

Enantioselective Arylation of Benzylic C?H Bonds by Copper-Catalyzed Radical Relay

A novel enantioselective copper-catalyzed arylation of benzylic C?H bonds, using alkylarenes as a limiting reagent, has been developed. A chiral bisoxazoline ligand bearing an acetate ester moiety plays a key role in both the reactivity and enantioselectivity of the reaction. The reaction provides efficient access to various chiral 1,1-diarylalkanes in good yields with good to excellent enantioselectivities, and displays excellent functional-group tolerance.

Synthesis, evaluation of antimicrobial activity and theoretical analyses of novel sulfathiazole derivatives

Sulfathiazole derivatives (4-alkyl-1-naphthoylamino-N-thiazol-2-yl)benzenesulfonamides were synthesized, characterized by spectroscopic methods (FTIR, UV, NMR, PL), and tested for in vitro antimicrobial activity. These sulfathiazole derivatives were found to be more effective than the parent compound. According to the photoluminescence data, the compounds synthesized were found to give an intensive fluorescent blue light. Quantitative structure-activity relationship studies of these compounds and theoretical evaluations were carried out.

Synthesis and characterization of cannabimimetic aminoalkylindole based 5-(4-alkyl-1-naphthoylamino)-1,3,4-thiadiazole-2-sulfonamides

A novel series of cannabimimetic aminoalkylindole-based sulfonamide derivatives was synthesized. These new compounds were synthesized by reacting acyl chlorides of naphthoic acids with deacetylated acetazolamide in the presence of N-ethyl-morpholine to give structures incorporating 1-naphthoyl groups of cannabimimetic aminoalkylindoles and a five-membered heteroring typical of antiglaucoma sulfa drugs. The synthesized compounds were characterized using standard techniques. Photoluminescence of these derivatives was also studied, where more electron-donating groups on the aromatic ring at the para-position caused an increase in the intensity of the main peaks and shifts to higher emission wavelengths.

Structure-activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB1 and CB2 receptors: Steric and electronic effects of naphthoyl substituents. New highly selective CB2 receptor agonists

The synthesis and pharmacology of 47 1-alkyl-3-(1-naphthoyl)indoles (R = C3H7 and C5H11, R′ = H and CH3) is described. Naphthoyl substituents include 4- and 7-alkyl groups, plus 2, 4, 6, and 7-methoxy groups. Three of these compounds are highly selective CB2 receptor agonists. In an effort to improve indole-based CB2 cannabinoid receptor ligands and also to develop SAR for both the CB1 and CB2 receptors, 47 indole derivatives were prepared and their CB1 and CB2 receptor affinities were determined. The indole derivatives include 1-propyl- and 1-pentyl-3-(1- naphthoyl)indoles both with and without a 2-methyl substituent. Naphthoyl substituents include 4- and 7-alkyl groups as well as 2-, 4-, 6-, 7-methoxy and 4-ethoxy groups. The effects of these substituents on receptor affinities are discussed and structure-activity relationships are presented. In the course of this work three new highly selective CB2 receptor agonists were identified, 1-propyl-3-(4-methyl-1-naphthoylindole (JWH-120), 1-propyl-2-methyl-3-(6-methoxy-1-naphthoylindole (JWH-151), and 1-pentyl-3-(2-methoxy-1-naphthoylindole (JWH-267). GTPγS assays indicated that JWH-151 is a full agonist at CB2, while JWH-120 and JWH-267 are partial agonists. Molecular modeling and receptor docking studies were carried out on a set of 3-(4-propyl-1-naphthoyl)indoles, a set of 3-(6-methoxy-1- naphthoyl)indoles and the pair of N-pentyl-3-(2-methoxy-1-naphthoyl)indoles. Docking studies indicated that the CB1 receptor affinities of these compounds were consistent with their aromatic stacking interactions in the aromatic microdomain of the CB1 receptor.

CB2-selective cannabinoid analogues

Cannabinoid analogues that exhibit specificity for the CB2 cannabinoid receptor are provided. The analogues are 1-methoxy-, 1-deoxy-11-hydroxy- and 11-hydroxy-1-methoxy-Δ8-tetrahydrocannabinols and 1-alkyl-3(1-naphthoyl)indoles. The compounds are useful for the treatment of pain (especially pain resulting from inflammation) and cancer (especially glioma tumors).