35359-22-9

Usage

Derivative of quinoline

A heterocyclic aromatic organic compound 1-methyl[1,2,4]triazolo[4,3-a]quinoline is derived from quinoline, which is a naturally occurring heterocyclic compound with aromatic properties.

Pharmaceutical and research applications

Potential medicinal properties 1-methyl[1,2,4]triazolo[4,3-a]quinoline is widely used in the pharmaceutical industry and research settings due to its potential health benefits and therapeutic uses.

Antimicrobial and antitumor potential

Studied for its ability to fight infections and prevent the growth of cancer cells 1-methyl[1,2,4]triazolo[4,3-a]quinoline has been researched for its potential as an antimicrobial agent, capable of combating various infections, and as an antitumor agent, which may help prevent the growth and spread of cancer cells.

Drug development

Contribution to the creation of new medications The compound has been investigated for its potential use in the development of new drugs, thanks to its unique structure and properties.

Treatment of neurological disorders

Potential use in addressing neurological conditions 1-methyl[1,2,4]triazolo[4,3-a]quinoline has been explored as a possible treatment for neurological disorders, due to its potential impact on the nervous system.

Precursor in organic synthesis

用作其他化合物合成的起始物质 1-methyl[1,2,4]triazolo[4,3-a]quinoline serves as a starting material in organic synthesis, which means it can be used to create other compounds with various applications in science and medicine.

Unique structure and properties

Valuable for scientific and medical research The distinctive structure and properties of 1-methyl[1,2,4]triazolo[4,3-a]quinoline make it an important compound for a wide range of scientific and medical research purposes.

Upstream product

• 15793-77-8 2-hydrazinoquinoline 
• 108-24-7 acetic anhydride 
• 78-39-7 Triethyl orthoacetate 
• 2208-07-3 ethyl acetimidate hydrochloride 
• 79-24-3 Nitroethane 
• 56893-90-4 methyl orthoacetate 
• 76226-67-0 1-α-morpholinoethylidene-2-quinolinohydrazine 

Downstream Products

• 124421-91-6 2-ethyl-1-(4-dimethylamino-styryl)-[1,2,4]triazolo[4,3-a]quinolinium; iodide 

Relevant academic research and scientific papers

Nitroalkanes as electrophiles: Synthesis of triazole-fused heterocycles with neuroblastoma differentiation activity

We discovered a reaction of nitroalkanes with 2-hydrazinylquinolines, 2-hydrazinylpyridines and bis-2,4-dihydrazinylpyrimidines in polyphosphoric acid (PPA) affording 1,2,4-triazolo[4,3-a]quinolines, 1,2,4-triazolo[4,3-a]pyridines and bis[1,2,4]triazolo[4,3-a:4′,3′-c]pyrimidines, respectively. The reaction expands the scope of heterocyclic annulations involving phosphorylated nitronates, believed to be the electrophilic intermediates formed from nitroalkanes in PPA. Several of the synthesized triazoles showed promising anticancer activity by inducing differentiation in neuroblastoma cancer cells. Due to the urgent need for novel differentiation agents for neuroblastoma therapy, this finding warrants further evaluation of this class of compounds against neuroblastoma.

A mild synthesis of [1,2,4]triazolo[4,3-a]pyridines

The reaction between 2-hydrazinopyridines and ethyl imidates was examined as a one-pot method for rapidly preparing [1,2,4]triazolo[4,3-a]pyridines. A diverse set of 2-hydrazinopyridines were cyclized with a variety of alkyl- and aryl-substituted ethyl imidates in good yields. The reaction proceeds optimally under mild conditions (50-70 C) using 1.5 equiv of acetic acid. The electronic and steric properties of the hydrazine and imidate strongly impact the rate of the reaction. When highly electron deficient 2-hydrazinopyridines were used, the products rearranged to [1,2,4]triazolo[1,5-a]pyridines.

STUDIES ON THIOAMIDES AND THEIR DERIVATIVES. PART II. REACTION OF QUATERNARY SALTS OF N,N-DISUBSTITUTED THIOAMIDES WITH 2-HYDRAZINOQUINOLINE

In reactions of methyliodides of N,N-disubstituted thioamides with 2-hydrazinoquinoline a series of new compounds have been obtained: iodohydrides, derivatives of 1-α-morpholinobenzylidene-2-quinolinohydrazine and of 1-α-piperidinobenzylidene-2-quinolinohydrazine.The compounds obtained, when transformed into free bases, undergo cyclization to derivatives of s-triazolo(4,3-a)quinoline system under the effect of glacial acetic acid.All these compounds have been characterized by means of UV and IR spectra.

Agent for the control of plant-pathogenic organisms

Methods employing and compositions comprising, for the control of plant-pathogenic organisms, specified s-triazolo(4,3-a)quinoline compounds, some of which are claimed as novel compounds.