91569-13-0

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-Hydroxy-2-methylquinolin-3-yl)ethanone is used as a potential pharmaceutical candidate for [specific application reason] due to its unique structural features and potential biological activities.
Used in Organic Synthesis:
In the field of organic chemistry, 1-(4-HYDROXY-2-METHYLQUINOLIN-3-YL)ETHANONE is used as a building block for the synthesis of other organic compounds, contributing to the development of new chemical entities with various applications.

Upstream product

• 607-67-0 4-hydroxy-2-methylquinoline 
• 75-36-5 acetyl chloride 
• 134-20-3 2-carbomethoxyaniline 
• 1540-24-5 4-Ethoxypent-3-en-2-one 
• 62-53-3 aniline 
• 99181-91-6 ethyl 2-acetyl-3-ethoxybut-2-enoate 
• 791785-57-4 2-acetyl-3-phenylamino-but-2-enoic acid ethyl ester 
• 138770-66-8 Methyl N-(1-Methyl-3-oxo-but-1-enyl)anthranilate 

Downstream Products

• 138770-67-9 1-(4-chloro-2-methylquinolin-3-yl)ethanone 
• 13396-93-5 6-Hydroxy-3,3-dimethyl-3,12-dihydro-7H-pyrano<2,3-c>acridin-7-one 
• 737778-38-0 1-{4-[4-(3,4-dimethylpiperazin-1-yl)phenylamino]-2-methylquinolin-3-yl}ethanone 

Relevant academic research and scientific papers

Structure-activity relationship of quinoline derivatives as potent and selective α2c-adrenoceptor antagonists

Starting from two acridine compounds identified in a high-throughput screening campaign (1 and 2, Table 1), a series of 4-aminoquinolines was synthesized and tested for their properties on the human α2- adrenoceptor subtypes (α2A, α2B, and α2C). A number of compounds with good antagonist potencies against the α2C-adrenoceptor and excellent subtype selectivities over the other two subtypes were discovered. For example, (R)-{4-[4-(3,4-dimethylpiperazin-1-yl)phenylamino]quinolin-3-yl}methanol 6j had an antagonist potency of 8.5 nM against, and a subtype selectivity of more than 200-fold for, the α2c-adrenoceptor. Investigation of the structure-activity relationship identified a number of structural features, the most critical of which was an absolute need for a substituent in the 3-position of the quinoline ring. The 3-position on the piperazine ring was also found to play an appreciable role, as substitutions in that position exerted a significant and stereospecific beneficial effect on the α2C- adrenoceptor affinity and potency. Replacing the piperazine ring proved difficult, with 1,4-diazepanes representing the only viable alternative.

Regiospecific Syntheses of Glycocitrine-II and Acronycine

Regiospecific syntheses of glcyocitrine-II and acronycine have been achieved from 3-acetyl-4-chloro-2-cyanomethylquinoline which, in turn, has been prepared by two different routes, from the aniline and anthranilic acid derivatives methyl 3-anilino-2-cyano-3-(methylthio)prop-2-enoate and methyl N-(1-methyl-3-oxobut-1-enyl)anthranilate.