155495-82-2

Usage

Uses

Used in Pharmaceutical Industry:
4-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID is used as a building block for the synthesis of pharmaceuticals due to its versatile reactivity and pharmacological properties. It contributes to the development of new drugs by providing a structural foundation that can be further modified to achieve desired therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical industry, 4-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID is used as a building block for the synthesis of agrochemicals. Its reactivity and properties make it a valuable component in the creation of compounds that can be used in pest control and crop protection.
Used in Medicinal Chemistry:
4-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID is used as a key intermediate in the synthesis of various bioactive compounds in medicinal chemistry. Its presence in these compounds can influence their biological activity, making it an important component in the development of new therapeutic agents.
Used in Drug Discovery:
4-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID is used in drug discovery as a potential starting point for the development of new drugs. Its unique structure and properties make it a promising candidate for further research and development, with the aim of identifying new therapeutic agents with improved efficacy and safety profiles. Further research is needed to fully understand its potential uses and properties in this field.

Upstream product

• 25199-77-3 4-(trifluoromethyl)quinoline 
• 124-38-9 carbon dioxide 
• 62-53-3 aniline 
• 590372-20-6 2-bromo-4-trifluoromethyl-3-quinolinecarboxylic acid 
• 142503-36-4 1,1,1,5,5,5-Hexafluoro-3-phenylaminomethylene-pentane-2,4-dione 
• 74888-65-6 N,N-diethylaminomethylene-1,1,1,5,5,5-hexafluoroacetylacetone 
• 590372-17-1 2-bromo-4-(trifluoromethyl)quinoline 
• 25199-84-2 4-(trifluoromethyl)quinolin-2(1H)-one 
• 155495-61-7 2,2,2-Trifluoro-1-(4-trifluoromethyl-quinolin-3-yl)-ethanone 

Relevant academic research and scientific papers

INHIBITORS OF MALT1 AND USES THEREOF

Provided herein are compounds that inhibit MALTl, a protein whose activity is responsible for constitutive NF-κΒ signaling in certain cancers (e.g., activated B-cell diffuse large B-cell lymphoma (ABC-DLBCL)). Also provided are pharmaceutical compositions and kits comprising the compounds, and methods of treating MALTl -related diseases and disorders (e.g., cancer) with the compounds in a subject, by administering the compounds and/or compositions described herein.

Recommendable routes to trifluoromethyl-substituted pyridine- and quinolinecarboxylic acids

As part of a case study, rational strategies for the preparation of all ten 2-, 3-, or 4-pyridinecarboxylic acids and all nine 2-, 3-, 4-, or 8-quinolinecarboxylic acids bearing trifluoromethyl substituents at the 2-, 3-, or 4-position were elaborated. The trifluoromethyl group, if not already present in the precursor, was introduced either by the deoxygenative fluorination of suitable carboxylic acids with sulfur tetrafluoride or by the displacement of ring-bound bromine or iodine by trifluoromethylcopper generated in situ. The carboxy function was produced by treatment of organolithium or organomagnesium intermediates, products of halogen/metal or hydrogen/ metal permutation, with carbon dioxide. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

4-(Trifluoromethyl)quinoline derivatives

Under carefully controlled conditions, ethyl 4,4,4-trifluoroacetoacetate (ethyl 4,4,4-trifluoro-3-oxobutanoate) can be condensed with anilines and subsequently cyclized to give 4-trifluoromethyl-2-quinolinones 1 although only in poor yield. Heating these products with phosphoryl tribromide affords 2-bromo-4-(trifluoromethyl)quinolines 2 which can be converted into 4-(trifluoromethyl)quinolines 3 by reduction, 4-trifluoromethyl-2-quinolinecarboxylic acids 4 by permutational halogen/metal exchange followed by carboxylation, and 2-bromo-4-trifluoromethyl-3-quinolinecarboxylic acids 5 by consecutive treatment with lithium diisopropylamide and dry ice. Debromination of acids 5 makes 4-trifluoromethyl-3-quinolinecarboxylic acids 6 available. As at any time 2-trifluoromethyl-4-quinolinones 9 may form instead of the expected isomers 1, the structures have to be assigned on the basis of unequivocal NMR spectral criteria. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

The direct metalation and subsequent functionalization of trifluoromethyl-substituted pyridines and quinolines

Depending on the choice of the reagent, 2-(trifluoromethyl)-pyridine can be selectively metalated and subsequently carboxylated of otherwise functionalized either at the 3- or at the 6-position. "Optional site selectivity" can also be achieved with 4-(trifluoromethyl)pyridine, which may be deprotonated either at the 2- or at the 3-position. In contrast, 3-(trifluoromethyl)pyridine undergoes nucleophilic addition and ensuing decomposition whatever the base. Depending on the reaction conditions, 2-(trifluoromethyl)quinoline displays reactivity toward lithium reagents at its 3-, 4-, or 8-positions, 3-(trifluoromethyl)quinolines at the 2- or 4-positions, and 4-(trifluoromethyl)quinoline at the 2- or 3-positions. It was therefore possible to prepare four trifluoromethyl-substituted pyridinecarboxylic acids (1, 4, 9, and 10) and six trifluoromethyl-substituted quinolinecarboxylic acids (11, 13, 14, 15, 17, and 18) regioisomerically uncontaminated and in a most straightforward way. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

Synthesis of some fluorinated nitrogen heterocycles from (diethylaminomethylene) hexafluoroacetylacetone (DAMFA)

Simple and highly efficient syntheses of the title compounds from DAMFA are described in the quinoline, azepinonaphtalene, azaphenanthrene(s), pyridopyridine, pyrazole, pyrrole and pyrimidine series.