403-45-2 | 6-Fluoronicotinic acid

CAS:403-45-2 | 6-Fluoronicotinic acid,Description

Conformational Analysis of 6-Fluoronicotinic Acid

Synthesis Analysis The synthesis of 6-fluoronicotinic acid derivatives has been explored through various methods. A practical synthesis of a pharmaceutical intermediate involving 5-fluoronicotinic acid was achieved by a palladium-catalyzed cyanation/reduction sequence, followed by a selective monodechlorination of dichloro-fluoronicotinic acid and coupling of the building blocks. Additionally, the synthesis of fluorine-18 labeled 6-fluoronicotinic acid-2,3,5,6-tetrafluorophenyl ester was improved for indirect labeling of biomolecules, demonstrating the versatility of 6-fluoronicotinic acid in bioconjugation. Furthermore, the synthesis of 6-fluoroindan-1-carboxylic acid from 3-fluorobenzaldehyde indicates the potential for creating a variety of fluorinated compounds starting from fluoronicotinic acid derivatives.

Molecular Structure Analysis The molecular structure of 6-fluoronicotinic acid derivatives has been characterized in several studies. For instance, the conformational analysis of 6-fluorosalicylic acid revealed two major conformers in the gas phase and solution, influenced by the competition between the fluorine atom and oxygen for the COOH proton. The X-ray structure of a related compound, 6-fluoro-7-chloro-4-oxo-4H-chromene 3-carboxylic acid, provided insights into the molecular conformation of fluorinated chromenes.

Chemical Reactions Analysis The reactivity of 6-fluoronicotinic acid derivatives has been investigated in the context of coordination chemistry and the synthesis of metal-organic frameworks (MOFs). For example, 5-fluoronicotinic acid was used to generate diverse Ni, Co, and Cd networks, showcasing the ability of fluoronicotinic acid to act as a versatile building block. The synthesis of 7-substituted 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids as antibacterial agents further demonstrates the chemical versatility of fluoronicotinic acid derivatives.

Physical and Chemical Properties Analysis The physical and chemical properties of 6-fluoronicotinic acid derivatives are influenced by the presence of the fluorine atom. The fluorination of salicylic acid derivatives, for example, affects properties such as pKa, viscosity, polarity, and molecular conformation. The fluorinated arachidonic acids, including 6-fluoro derivatives, showed significant effects on leukotriene C4 production by macrophages, indicating the biological relevance of fluorination. The facile room temperature synthesis of fluorine-18 labeled fluoronicotinic acid ester without azeotropic drying of fluorine-18 suggests improved physical properties for radiolabeling applications.

Scientific Research Applications

Use as a Molecular Scaffold in Positron Emission Tomography (PET)

• Application Summary : 6-Fluoronicotinic acid is used as a molecular scaffold to synthesize tracers for positron emission tomography (PET). PET is a type of imaging test that helps reveal how tissues and organs are functioning.
• Results or Outcomes : The use of 6-Fluoronicotinic acid in this context helps in visualizing and measuring changes in metabolic processes.

Use as a Building Block for Active Pharmaceutical Ingredients (APIs)

• Application Summary : 6-Fluoronicotinic acid is commonly used as a building block for active pharmaceutical ingredients (APIs).
• Results or Outcomes : The use of 6-Fluoronicotinic acid in this context contributes to the development of effective pharmaceutical drugs.

Use in the Synthesis of a Derivative for Pancreatic Cancer Treatment

• Application Summary : A derivative of quinoline-8-yl-nicotinamide synthesized from 6-fluoronicotinic acid is investigated for pancreatic cancer treatment.
• Results or Outcomes : The use of 6-Fluoronicotinic acid in this context contributes to the development of potential treatments for pancreatic cancer.

Use in the Synthesis of Fluorinated Carboxylic Acid Building Blocks

• Application Summary : 6-Fluoronicotinic acid is used as a fluorinated carboxylic acid building block.
• Methods of Application : The compound is used in the synthesis of fluorinated carboxylic acid building blocks, which are used in various fields including pharmaceuticals, agrochemicals, and materials science.
• Results or Outcomes : The use of 6-Fluoronicotinic acid in this context contributes to the development of various materials and compounds.

Use in the Synthesis of Ligands

• Application Summary : 6-Fluoronicotinic acid is used in the synthesis of ligands.
• Methods of Application : The compound is used in the synthesis of ligands, which are ions or molecules that bind to a central metal atom to form a coordination complex.
• Results or Outcomes : The use of 6-Fluoronicotinic acid in this context contributes to the development of various coordination complexes.

Use as a Bioactive Molecule for Medicinal Chemistry Research

• Application Summary : 6-Fluoronicotinic acid is used as a bioactive molecule for medicinal chemistry research.
• Methods of Application : The compound is used in various research processes, which involve the design and synthesis of therapeutic agents.
• Results or Outcomes : The use of 6-Fluoronicotinic acid in this context contributes to the development of potential therapeutic agents.

Use as a Pharmaceutical Intermediate

• Application Summary : 6-Fluoronicotinic acid is used as a pharmaceutical intermediate.
• Methods of Application : The compound is used in the synthesis of various pharmaceutical products.
• Results or Outcomes : The use of 6-Fluoronicotinic acid in this context contributes to the development of various pharmaceutical products.

Safety And Hazards

6-Fluoronicotinic acid can cause skin and eye irritation and may cause respiratory irritation. It is recommended to avoid dust formation, breathing mist, gas or vapors, and contact with skin and eyes. Use of personal protective equipment and ensuring adequate ventilation are advised.

Future Directions

6-Fluoronicotinic acid has been used in research for its potential applications in diagnostic imaging and therapeutic agents. Its biological properties have made it popular in these fields, and it is being studied for its potential to decrease the incidence of certain diseases.

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