672-18-4

Usage

Uses

Used in Cancer Therapy:
2-fluorofumarate is used as an anticancer agent for its ability to inhibit tumor growth by disrupting cellular metabolism. Its action as a fumarase inhibitor can lead to metabolic stress in cancer cells, thereby affecting their proliferation and survival.
Used in Metabolic Imaging:
2-fluorofumarate is used as a tool in metabolic imaging to visualize and study the metabolic activity in various biological systems. Its unique properties allow for the tracking of metabolic processes and the assessment of the effects of interventions on cellular metabolism.
Used in Research:
2-fluorofumarate is used as a probe for studying fumarate metabolism in different biological systems. This helps researchers to understand the role of fumarate and its related enzymes in various metabolic pathways, which can be crucial for developing targeted therapies and diagnostic tools.

InChI:InChI=1/C4H3FO4/c5-2(4(8)9)1-3(6)7/h1H,(H,6,7)(H,8,9)/b2-1-

Upstream product

• 665-31-6 2,2-difluorosuccinic acid 
• 392-46-1 meso-2,3-difluorosuccinic acid 
• 18414-17-0 (Z)-dimethyl 2-fluoro 2-butene dioate 
• 868-24-6 diethyl 2,3-difluorosuccinate 
• 760-91-8 Fluorfumarsaeure-butylethylester 

Downstream Products

• 18414-17-0 (Z)-dimethyl 2-fluoro 2-butene dioate 
• 67191-70-2 Dipropyl-2-fluorfumarat 
• 4495-77-6 diethyl 2-fluorofumarate 
• 67191-71-3 n-Butyl-fluorfumarat 
• 110-15-6 succinic acid 
• 687-50-3 2-Fluorosuccinic acid 
• 106138-31-2 (2R,3S)-3-fluoroaspartic acid 
• 2714-23-0 3-fluorofuran-2,5-dione 

Relevant academic research and scientific papers

ELIMINATION OF HYDROGEN FLUORIDE FROM FLUOROSUCCINIC ACIDS. KINETICS OF DEHYDROGLUORINATION OF 2,2-DIFLUOROSUCCINIC ACID

Elimination of hydrogen fluoride from 2,2difluorosuccinic acid was found to follow second order kinetics with the activation energy of 16.9 kcal/mol.The probable mechanism is bimolecular trans-elimination giving fluorofumaric acid.No hydrogen-deuterium exchange was observed.

Synthesis of the first fluorinated cantharidin analogues

Fluorinated cantharidin analogues (4-7) have been synthesized for the first time. The key step in each synthesis is an exo-selective Diels-Alder reaction of furan with the appropriate fluorinated maleic anhydride. 17O NMR measurements of 5-7 an

ELIMINATION OF HYDROGEN FLUORIDE FROM FLUORINATED SUCCINIC ACIDS.(II) KINETICS OF DEHYDROFLUORINATION OF FLUORO-, 2,2-DIFLUORO-, MESO- AND DL-2,3-DIFLUORO-, AND TRIFLUOROSUCCINIC ACIDS

Elimination of hydrogen fluoride from fluorosuccinic acid gave fumaric acid, from 2,2-difluorosuccinic acid, meso- and DL-2,3-difluorosuccinic acid fluorofumaric acid, and dehydrofluorination of trifluorosuccinic acid afforded difluoromaleic acid.Kinetic data based on 1H NMR measurements are presented for temperatures of 60 deg C, 75 deg C and 90 deg C.All the dehydrofluorinations follow second order kinetics.Activation energies for the dehydrofluorination of the above acids were found to be: 19.3, 17.3, 18.8, 17.9 and 18.3 kcal, respectively.Since both diastereomeric 2,3-difluorosuccinic acids give fluorofumaric acid as the only product of dehydrofluorination, one of them (DL) undergoes trans elimination while the other (meso) must undergo cis elimination.