588702-62-9

Basic information

• Product Name: 4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID
• Synonyms: 4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID;4-(TRIFLUOROMETHYL)-PICOLINIC ACID;4-(Trifluoromethyl)-2-pyridinecarboxylic acid;4-(Trifluoromethyl)picolinic acid, 2-Carboxy-4-(trifluoromethyl)pyridine
• CAS NO: 588702-62-9
• Molecular Formula: C7H4F3NO2
• Molecular Weight: 191.11
• EINECS: 1312995-182-4
• Product Categories: Pyridine series;Carboxylic Acids;Pyridines;Carboxylic Acids
• Mol File: 588702-62-9.mol

Chemical Properties

• Melting Point: 159-161°C
• Boiling Point: 293.604 °C at 760 mmHg
• Flash Point: 131.367 °C
• Appearance: /
• Density: 1.485 g/cm³
• Vapor Pressure: 0.000777mmHg at 25°C
• Refractive Index: 1.475
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 3.21±0.10(Predicted)
• CAS DataBase Reference: 4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID(588702-62-9)
• EPA Substance Registry System: 4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID(588702-62-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-51-38-36/37-24/25-22-7/9
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 588702-62-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID serves as an intermediate in the synthesis of various pharmaceuticals. Its unique structure and properties make it a key component in the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID is utilized as an intermediate for the production of agrochemicals, contributing to the development of effective and novel compounds for agricultural applications.
Used in Organic Compounds Synthesis:
4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID is also used as an intermediate in the synthesis of a range of organic compounds, highlighting its versatility in organic chemistry.
Used in Medical Research:
4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID has been investigated for its potential use in the treatment of various medical conditions, including cancer and inflammation, due to its specific chemical and biological properties that may offer therapeutic benefits.
The trifluoromethyl group present in the compound is known to enhance the lipophilicity and metabolic stability of molecules, which is often beneficial in drug design and development, potentially leading to improved pharmacokinetics and pharmacodynamics profiles of the resulting pharmaceuticals.

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

Upstream product

• 3796-24-5 4-trifluoromethylpyridine 
• 124-38-9 carbon dioxide 
• 326894-74-0 2-iodo-4-(trifluoromethyl)pyridine 
• 175205-81-9 2-bromo-4-(trifluoromethyl)pyridine 
• 81565-18-6 2-chloro-4-trifluoromethyl pyridine 
• 22253-59-4 1-oxido-4-(trifluoromethyl)pyridin-1-ium 
• 936841-69-9 4-(trifluoromethyl)pyridine-2-carbonitrile 
• 625115-02-8 3-iodo-4-(trifluoromethyl)pyridine 

Downstream Products

• 640296-12-4 4-(trifluoromethyl)pyridine-2-carbonyl chloride 
• 1334684-85-3 N-(4-methyl-3-(4-(5-(4-methylpiperazin-1-yl)pyridin-3-yl)-1H-1,2,3-triazol-1-yl)phenyl)-4-(trifluoromethyl)pyridine-2-carboxamide 

Relevant articles and documents

FUSED TRICYCLIC AMIDE COMPOUNDS AS MULTIPLE KINASE INHIBITORS

Provided are fused tricyclic amide compounds, pharmaceutical compositions comprising at least one such fused tricyclic compound, processes for the preparation thereof, and the use thereof in therapy. Disclosed herein are certain tricyclic amide compounds that can be useful for inhibiting multiple (specifically BRAF and/or EGFR-T790M) kinases and for treating disorders mediated thereby.

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).

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).