75893-83-3

Upstream product

• 54197-66-9 3,4-dihydro-6-hydroxy-2(1H)-quinolinone 
• 100-44-7 benzyl chloride 
• 58608-98-3 3-<4-(benzyloxy)phenyl>-propanoyl chloride 
• 50463-48-4 3-(4-benzyloxyphenyl)propanoic acid 
• 123-30-8 4-amino-phenol 
• 100-39-0 benzyl bromide 

Downstream Products

• 867151-29-9 6-benzyloxy-3,4-dihydro-1H-quinoline-2-thione 
• 1228928-91-3 ethyl 7-(benzyloxy)-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline-1-carboxylate 
• 1228929-05-2 7-(benzyloxy)-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline-1-carboxamide 
• 1352080-25-1 7-(2-fluorobenzyloxy)-4,5-dihydrotetrazolo[1,5-a]quinoline 
• 1352080-26-2 7-(3-fluorobenzyloxy)-4,5-dihydrotetrazolo[1,5-a]quinoline 
• 1352080-27-3 7-(4-fluorobenzyloxy)-4,5-dihydrotetrazolo[1,5-a]quinoline 
• 1352080-28-4 7-(2-chlorobenzyloxy)-4,5-dihydrotetrazolo[1,5-a]quinoline 
• 1352080-29-5 7-(3-chlorobenzyloxy)-4,5-dihydrotetrazolo[1,5-a]quinoline 
• 1352080-30-8 7-(4-chlorobenzyloxy)-4,5-dihydrotetrazolo[1,5-a]quinoline 
• 1352080-31-9 7-(2-bromobenzyloxy)-4,5-dihydrotetrazolo[1,5-a]quinoline 
• 1352080-32-0 7-(3-bromobenzyloxy)-4,5-dihydrotetrazolo[1,5-a]quinoline 
• 1352080-33-1 7-(4-methylbenzyloxy)-4,5-dihydrotetrazolo[1,5-a]quinoline 
• 1352080-34-2 7-(4-methoxybenzyloxy)-4,5-dihydrotetrazolo[1,5-a]quinoline 
• 1352080-35-3 7-(4-aminobenzyloxy)-4,5-dihydrotetrazolo[1,5-a]quinoline 

Relevant academic research and scientific papers

Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones

We report the [Ru(p-cymene)(l-proline)Cl] ([Ru1])-catalyzed cyclization of 1,4,2-dioxazol-5-ones to form dihydroquinoline-2-ones in excellent yields with excellent regioselectivity via a formal intramolecular arene C(sp2)-H amidation. The reactions of the 2- and 4-substituted aryl dioxazolones proceeds initially through spirolactamization via electrophilic amidation at the arene site, which is para or ortho to the substituent. A Hammett correlation study showed that the spirolactamization is likely to occur by electrophilic nitrenoid attack at the arene, which is characterized by a negative ρ value of -0.73.

Synthesis, Antimicrobial Activities, and Molecular Docking Studies of Dihydrotriazine Derivatives Bearing a Quinoline Moiety

In this article, three series of dihydrotriazine derivatives bearing a quinoline moiety (5a, 5b, 8a–8c, and 9a–9m) have been designed, synthesized, and evaluated as antibacterial agents. Compounds 8a–8c were found to be the most potent of all of the compounds tested with an MIC value of 1 μg/mL against several Gram-positive (S. aureus 4220 and MRSA CCARM 3506) and Gram-negative (E. coli 1924) strains of bacteria. In addition, 3-[4-amino-6-(phenethylamino)-2,5-dihydro-1,3,5-triazin-2-yl)-6-[(3-chlorobenzyl)oxy]quinolin-2-ol (8a) showed potent inhibitory activity (MIC=2 μg/mL) against Pseudomonas aeruginosa 2742, indicating that its antibacterial spectrum is similar to those of the positive controls gatifloxacin and moxifloxacin. Structure-activity relationships (SAR) analyses and docking studies implicated the dihydrotriazine group in increasing the antimicrobial potency of the quinoline compounds. In vitro enzyme study implied that compound 8a also displayed DHFR inhibition.

Synthesis and evaluation of the anti-inflammatory activity of quinoline derivatives

Three types of quinoline derivatives, quinolin-2-one, 1-oxa-3,5-diaza-anthracen-6-one, and cyclopenta[a]anthracene, were designed and synthesized as potential anti-inflammatory agents. Their anti-inflammatory activities were evaluated using the xylene-ind

Synthesis and evaluation of antibacterial activity of 7-alkyloxy-4,5- dihydro-imidazo[1,2-a]quinoline derivatives

In this study, a series of 7-alkyloxy-4,5-dihydro-imidazo[1,2-a]quinoline derivatives was synthesized and tested for their antibacterial activity against various bacterial strains. Most of the compounds exhibited potential antibacterial activity against g

Inhibition of monoamine oxidase by 3,4-dihydro-2(1H)-quinolinone derivatives

In the present study, a series of 3,4-dihydro-2(1H)-quinolinone derivatives were synthesized and evaluated as inhibitors of recombinant human monoamine oxidase (MAO) A and B. The 3,4-dihydro-2(1H)-quinolinone derivatives are structurally related to a series of coumarin (1-benzopyran-2-one) derivatives which have been reported to act as MAO-B inhibitors. The results document that the quinolinones are highly potent and selective MAO-B inhibitors with most homologues exhibiting IC50 values in the nanomolar range. The most potent MAO-B inhibitor, 7-(3-bromobenzyloxy)-3,4-dihydro-2(1H)-quinolinone, exhibits an IC50 value of 2.9 nM with a 2750-fold selectivity for MAO-B over the MAO-A isoform. An analysis of the structure-activity relationships for MAO-B inhibition shows that substitution on the C7 position of the 3,4-dihydro-2(1H)-quinolinone scaffold leads to significantly more potent inhibition compared to substitution on C6. In this regard, a benzyloxy substituent on C7 is more favourable than phenylethoxy and phenylpropoxy substitution on this position. It may be concluded that C7-substituted 3,4-dihydro-2(1H)-quinolinones are promising leads for the therapy of Parkinson's disease.

Synthesis and study of the antidepressant activity of novel 4,5-dihydro-7-Alkoxy(phenoxy)-tetrazolo[1,5-A]quinoline derivatives

In this study, a novel series of 4,5-dihydro-7-Alkoxy(phenoxy)-tetrazolo[1, 5-A]quinoline derivatives was synthesized as potential antidepressant agents. Their antidepressant activities were evaluated by the forced swimming test and tail suspension test m

Synthesis and anticonvulsant activity of 1-formamide-triazolo[4,3-a] quinoline derivatives

Using 6-hydroxy-3,4-dihydro-2(1H)-quinolone as the starting material, a series of 1-formamide-triazolo[4, 3-a]quinoline derivatives (6a-6n) was synthesized, the anticonvulsant effect and neurotoxicity of the compounds was calculated with maximal electrosh

Design, synthesis of 8-alkoxy-5,6-dihydro-[1,2,4]triazino[4,3-a]quinolin-1-ones with anticonvulsant activity

A new series of 8-alkoxy-5,6-dihydro-[1,2,4]triazino[4,3-a]quinolin-1-one derivatives were synthesized. Their anticonvulsant activities were evaluated by the maximal electroshock (MES) test, and their neurotoxicities were evaluated by the rotarod neurotox

Synthesis and anti-inflammatory activity evaluation of novel 7-alkoxy-1-amino-4,5-dihydro[1,2,4]triazole[4,3-a]quinolines

In this study, a novel series of 7-alkoxy-1-amino-4,5-dihydro[1,2,4] triazole[4,3-a]quinolines were synthesized by using 6-hydroxy-3,4-dihydro-2(1H)- quinolone as the starting material. These compounds were evaluated for anti-inflammatory activity through

Anticonvulsant and toxicity evaluation of some 7-alkoxy-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline-1(2H)-ones

To further investigate anticonvulsant activity of quinoline derivatives, a series of 7-alkoxy-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline-1(2H)-one derivatives was synthesized starting from 7-hydroxyl-3,4-dihydro-2(1H)-quinoline. In initial (phase I) scre