131747-40-5

Basic information

• Product Name: 5-(Trifluoromethyl)nicotinic acid
• Synonyms: 5-(TRIFLUOROMETHYL)NICOTINIC ACID;5-(TRIFLUOROMETHYL)PYRIDINE-3-CARBOXYLIC ACID;5-TRIFLUOROMETHYLINICOTINIC ACID;5-(Trifluoromethyl)-3-pyridinecarboxylic acid;5-(Trifluoromethy)pyridine-3-carboxylic acid;5-(trifluoroMethyl)pyridin-3-carboxylic acid;5-(Trifluoromethyl)pyridine-3-carboxylic acid, 3-Carboxy-5-(trifluoromethyl)pyridine;5-(TrifluoroMethyl)pyridine-3-carboxylic acid
• CAS NO: 131747-40-5
• Molecular Formula: C₇H₄F₃NO₂
• Molecular Weight: 191.11
• Product Categories: Carboxylic Acids;Pyridines;Carboxylic Acids
• Mol File: 131747-40-5.mol

Chemical Properties

• Melting Point: 184-189℃
• Boiling Point: 277.494 °C at 760 mmHg
• Flash Point: 121.624 °C
• Appearance: Off-white/Solid
• Density: 1.485 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.475
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 3.04±0.10(Predicted)
• CAS DataBase Reference: 5-(Trifluoromethyl)nicotinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(Trifluoromethyl)nicotinic acid(131747-40-5)
• EPA Substance Registry System: 5-(Trifluoromethyl)nicotinic acid(131747-40-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• RIDADR: UN2811
• WGK Germany: 3
• HazardClass: 6.1
• Hazardous Substances Data: 131747-40-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
5-(Trifluoromethyl)nicotinic acid is used as a key building block for the synthesis of various pharmaceuticals. Its unique trifluoromethyl group contributes to the development of new drugs with improved pharmacological properties and therapeutic effects.
Used in Agrochemical Synthesis:
In the agrochemical industry, 5-(Trifluoromethyl)nicotinic acid is utilized as a crucial intermediate for the production of agrochemicals. Its incorporation into these compounds can enhance their efficacy in pest control and crop protection.
Used in Cancer Treatment Research:
5-(Trifluoromethyl)nicotinic acid is studied for its potential applications in the treatment of cancer. Its unique structure may offer new avenues for developing targeted therapies against various types of cancer, improving patient outcomes and survival rates.
Used in Neurodegenerative Disorder Research:
TFNA is also being investigated for its potential role in the treatment of neurodegenerative disorders. Its unique properties may contribute to the development of novel therapeutic agents that can address the underlying causes of these debilitating conditions and improve the quality of life for affected individuals.

InChI:InChI=1/C7H4F3NO2/c8-7(9,10)5-1-4(6(12)13)2-11-3-5/h1-3H,(H,12,13)

Upstream product

• 75-24-1 trimethylaluminum 
• 85148-26-1 3-chloro-5-(trifluoromethyl)pyridine 
• 1202634-08-9 5-trifluoromethyl-2,3-pyridinedicarboxylic acid 
• 505084-56-0 2-chloro-3-iodo-5-(trifluoromethyl)pyridine 
• 505084-55-9 2-chloro-4-iodo-5-(trifluoromethyl)pyridine 
• 52334-81-3 2-chloro-5-trifluoromethylpyridine 
• 505084-59-3 2-chloro-5-(trifluoromethyl)pyridine-3-carboxylic acid 
• 124-38-9 carbon dioxide 
• 436799-33-6 3-bromo-5-(trifluoromethyl)pyridine 

Downstream Products

• 131747-59-6 (5-(trifluoromethyl)pyridin-3-yl)methanol 
• 131747-67-6 5-(trifluoromethyl)nicotinaldehyde 
• 108337-89-9 2,6-dimethyl-4-(5-trifluoromethyl-3-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-β-(N-benzyl-N-methylamino)ethyl ester 5-methyl ester 
• 1092506-65-4 5-(trifluoromethyl)nicotinoyl chloride 
• 1269755-53-4 methyl 5-(trifluoromethyl)piperidine-3-carboxylate 
• 124236-38-0 methyl 5-(trifluoromethyl)nicotinate 
• 1616670-40-6 5-{2-methyl-5-[(5-trifluoromethyl-pyridine-3-carbonyl)-amino]-benzoylamino}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methyl ester 
• 1616670-08-6 5-{(2-methyl-5-[(5-(trifluoromethyl)pyridine-3-carbonyl)amino]benzyl)amino}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methyl ester 

Relevant articles and documents

NEW COMPOUNDS

The present invention relates to the compounds of general formula I wherein n, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and X are defined as described hereinafter, the enantiomers, the diastereomers, the mixtures and the salts thereof, particularly the physiologically acceptable salts thereof with organic or inorganic acids or bases, which have valuable properties, the preparation thereof, the medicaments containing the pharmacologically effective compounds, the preparation thereof and the use thereof.

Selective decarboxylation: A facile synthesis of 3-pyridinecarboxylic acid derivative

A convenient synthesis of 5-trifluoromethyl-3-pyridinecarboxylic acid was developed, involving palladium-catalyzed carbonylation, hydrolysis, and decarboxylation. This novel route features inexpensive starting material and easy operations.

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).