28448-12-6

Usage

Uses

Used in Pharmaceutical Industry:
3-quinolinecarbonitrile, 1,2-dihydro-4-methyl-2-oxois used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
3-quinolinecarbonitrile, 1,2-dihydro-4-methyl-2-oxois also used in the agrochemical industry for the synthesis of various agrochemicals, such as pesticides and herbicides. Its chemical properties make it suitable for the development of effective and environmentally friendly agrochemicals.
Used in Chemical Synthesis:
3-quinolinecarbonitrile, 1,2-dihydro-4-methyl-2-oxois used as an important building block in chemical synthesis. Its versatile structure allows for the formation of a wide range of organic compounds, making it a valuable intermediate in the synthesis of various organic molecules.
Used in Biological and Pharmacological Research:
3-quinolinecarbonitrile, 1,2-dihydro-4-methyl-2-oxohas been studied for its potential biological and pharmacological activities, such as antimicrobial and anticancer properties. Its unique structure and properties make it a promising candidate for further research and development in the field of drug discovery and therapeutic applications.

Upstream product

• 551-93-9 2-aminoacetophenone 
• 105-56-6 ethyl 2-cyanoacetate 
• 1016641-95-4 C₁₁H₁₀N₂O₂ 
• 613-89-8 2-Aminoacetophenone 

Downstream Products

• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 101617-94-1 2?chloro?3?cyano?4?methylquinoline 
• 209617-32-3 (E)-4-(2-anilinoethenyl)-2-oxo-1,2-dihydro-quinoline-3-carbonitrile 
• 178617-78-2 3-Amino-4-methyl-thieno[2,3-b]quinoline-2-carboxylic acid phenylamide 
• 178617-79-3 3-Amino-4-methyl-thieno[2,3-b]quinoline-2-carboxylic acid (4-methoxy-phenyl)-amide 
• 178617-81-7 3-Amino-4-methyl-thieno[2,3-b]quinoline-2-carboxylic acid (4-phenyl-thiazol-2-yl)-amide 

Relevant academic research and scientific papers

Enantioselective Direct Vinylogous Allylic Alkylation of 4-Methylquinolones under Iridium Catalysis

The first enantioselective vinylogous allylic alkylation of 4-methylquinolones has been developed. This iridium-catalyzed reaction introduces an allyl group at the γ-position of 4-methyl-2-quinolones with exclusive branched selectivity and an excellent level of enantioselectivity. This in turn allows for the enantioselective synthesis of γ-allylquinolines and related nitrogenous heterocycles. This is the first application of 4-methylquinolones in an enantioselective transformation.

Microwave-assisted solvent-free synthesis of substituted 2-quinolones

A rapid and efficient method for the preparation of a variety of substituted 2-quinolones has been developed through the reactions of o-aminoarylketones with ester compounds containing a reactive α-methylene moiety in the presence of a catalytic amount of

Pyridone derivative and application thereof in preparation of medicine for preventing and/or treating tuberculosis caused by Mycobacterium tuberculosis

The invention provides a pyridone derivative and application thereof in preparation of a medicine for preventing and/or treating tuberculosis caused by mycobacterium tuberculosis, which belong to the field of pharmacy. The structure of the pyridone derivative is shown as a formula (I). Experimental results show that the pyridone derivative provided by the invention can specifically inhibit the activity of mycobacterium tuberculosis, has small toxic and side effects, can be used for preparing a medicine for resisting mycobacterium tuberculosis, can also be used for preparing a medicine for preventing and/or treating tuberculosis, and a new choice is provided for medicines for treating tuberculosis (especially drug-resistant tuberculosis).

Discovery of quinolone derivatives as antimycobacterial agents

Tuberculosis (TB), an infectious disease caused byMycobacterium tuberculosis(M. tuberculosis), is an important public health issue. Current first-line drugs administered to TB patients have been in use for over 40 years, whereas second-line drugs display strong side effects and poor compliance. Additionally, designing effective regimens to treat patients infected with multi- and extremely-drug-resistant (MDR and XDR) strains of TB is challenging. In this report, we screened our compound library and identified compound1with antituberculosis activity and a minimal inhibitory concentration (MIC) againstM. tuberculosisof 20 μg mL?1. Structure optimization and the structure-activity relationship of1as the lead compound enabled the design and synthesis of a series of quinolone derivatives,6a1-6a2,6b1-6b36,6c1,6d1-6d14,7a1-7a2,7b1-7b2,7c1,8a1-8a5,9a1-9a4and10a1-10a6. These compounds were evaluatedin vitrofor anti-tubercular activity against theM. tuberculosisH37Rv strain. Among them, compounds6b6,6b12and6b21exhibited MIC values in the range of 1.2-3 μg mL?1and showed excellent activity against the tested MDR-TB strain (MIC: 3, 2.9 and 0.9 μg mL?1, respectively). All three compounds were non-toxic toward A549 and Vero cells (>100 and >50 μg mL?1, respectively). In addition, an antibacterial spectrum test carried out using compound6b21showed that this compound specifically inhibitsM. tuberculosis. These can serve as a new starting point for the development of anti-TB agents with therapeutic potential.

MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES

The present invention relates to compounds suitable for use in electronic devices, and to electronic devices, especially organic electroluminescent devices, comprising these compounds.

QUINOLINONE DERIVATIVES

HIV inhibitory compounds of formula (I) including the stereoisomeric forms thereof, the pharmaceutically acceptable salts, and pharmaceutically acceptable solvates thereof; wherein R1 is cyano; R2 is H, C1-6alkyl, trifluoromethyl, amino, mono- or di-C1-6alkylamino, C1-6alkylamino wherein the C1-6alkyl group can be substituted; X1 is CH or N; R3 is phenyl or pyridyl, each unsubstituted or substituted; R4 is H, C1-6alkyl, (C1-6alkylcarbonyla mino)C1-6alkyl-, Ar, potionally substituted thienyl, furanyl, pyridyl, pyrimidyl, pyrazinyl, pyrrolyl, pyrazolyl, imidazolyl, triazo lyl, oxazolyl, thiazolyl, halo, trifluoromethyl, hydroxy, C1-6alkyloxy, -OPO(OH)2, amino, aminocarbonyl, cyano, -Y1-R6, -Y1-Alk-R6, or -Y1-Alk-Y2-R7; R5 is H, halo, hydroxy or C1-6alkyloxy; or R4 and R5 form -O-CH2-O-; Y1 is O or NR8; Y2 is O or NR9; Alk is bivalent C1-6alkyl; R6 is pyrrolidinyl, piperidinyl, morpho linyl, piperazinyl, 4-C1 -6alkylpiperazinyl, 4-(C1-6alkylcarbonyl)piperazinyl, pyridyl, or imidazolyl; R7 is H, C1-6alkyl, hydroxyC1 -6alkyl, C1-6alkylcarbonyl; R8 and R9 are H or C1-6alkyl; Ar is optionally substituted phenyl; pharmaceut ical compositions comprising the above compounds (I) as active ingredient.

Studies with condensed aminothiophenes: Microwave assisted cycloaddition reactions of thieno[3,4-d]-pyridazinone and thieno[3,4-c]quinolinone

The arylformazane (2) was produced via coupling the α-oxoarylhydrazones (1) with aromatic diazonium salts. These formazane condensed readily with ethyl cyanoacetate to yield arylazopyridazinones (4) that reacted with sulphur in the presence of piperidine

Synthesis of some pyrimido[4′,5′:4,5]thieno[2,3-b]quinolines and related heterocycles

Several thieno[2,3-b]quinolines 6a-i have been synthesized. These compounds were used as key intermediates in the synthesis of oxazino[4′,5′:4,5]thieno[2,3-b]quinoline 8, pyrimido[4′,5′:4,5]-thieno[2,3-b]quinolines 9-12, triazino[4′,5′:4,5]thieno[2,3-b] quinolines 14 and imidazo[4′,5′:4,5]-thieno[2,3-b]quinolines 17.

Reactivity of condensed thiophenes in the Diels-Alder reaction: The reactivity of 3-aminothieno [3,4:3',4'] benzo [b] pyranone; 3-aminothieno [3,4-c] quinoline and of 5-amino-7-substituted thieno [3,4-d] pyridazinone toward electron-poor olefins and acetylenes

The thieno [3,4:3',4'] benzo [b] pyranone (3b) and the thieno [3,4-c] quinoline (3c) are prepared via reacting 4-methylcoumarin-3-carbonitrile (9a) and 4-methyl-2-oxo-1,2-dihydroquinolin-3-carbonitrile (9b) with elemental sulphur, Similarly the thieno [3,4:3',4'] naphtho [1,2-b] pyran (11) is prepared from reaction of (10) and elemental sulphur. The condensed thiophenes (3b,c) and (11) react with a variety of electronpoor olefins to yield products of addition followed by hydrogen sulphide elimination. The reaction of (3b,c) and (11) with ethyl propiolate in refluxing dioxane/acetic acid mixture affords the condensed thiepins (24a,c). The nature of product of reaction of (3b,c) and (11) with dimethyl acetylenedicarboxylate is dependent on applied reaction conditions. Thus the reaction of (3b,c) and (11) with dimethyl acetylenedicarboxylate in refluxing dioxane afforded condensed thiepins while at 250°C products of addition and desulfurization are obtained. Whereas thienopyridazinones (1a,b) react with ethyl acrylate and diethyl fumarate to yield thiadiazaacenaphthenones (31a-c) respectively, compounds (1a,b) react with N-phenylmaleimide to yield phthalazine (32). The thienopyridazinone (1c) failed to react with the same reagents under similar conditions.