6087-13-4

Usage

Uses

Used in Medical Field:
2-Fluoropropionic acid is used as a diagnostic agent for detecting prostate cancer in humans. It is labeled with 18F, which allows for effective imaging and early detection of the disease. This application aids in the timely diagnosis and treatment of prostate cancer, potentially improving patient outcomes.
Used in Pharmaceutical Industry:
2-Fluoropropionic acid is utilized in the preparation of 2-fluoro fatty acids, which are known for their antifungal properties. These compounds can be used in the development of new antifungal medications, targeting a range of fungal infections and contributing to the ongoing fight against drug-resistant fungal pathogens.

InChI:InChI=1/2CHF3O3S.Mg/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2

Upstream product

• 430-98-8 2-Fluoropropanamide 
• 814-65-3 2-fluoro-propionitrile 
• 16519-02-1 diethyl 2-methyl-2-fluoromalonate 
• 302-72-7 rac-Ala-OH 
• 114435-93-7 2-Fluoro-propionic acid isopropyl ester 
• 814-66-4 2-fluoropropionaldehyde 
• 598-72-1 2-Bromopropionic acid 
• 598-78-7 (R,S)-2-chloropropionic acid 
• 3824-87-1 2-fluoro-1-hydroxypropane 
• 349-43-9 ethyl 2-fluoropropionate 
• 2366-56-5 methyl 2-fluoropropanoate 

Downstream Products

• 1190832-62-2 C₉H₁₁FN₂O 
• 1400659-65-5 C₁₇H₁₇FN₂O₃ 
• 1400659-66-6 C₁₇H₁₇FN₂O₃ 
• 1400659-67-7 C₁₇H₁₇FN₂O₃ 
• 1400659-68-8 C₁₇H₁₇FN₂O₃ 
• 1400659-69-9 C₁₆H₁₅FN₂O₂ 
• 178181-33-4 4-nitrophenyl 2-fluoropropionate 
• 1504556-04-0 C₅₇H₇₅FN₄O₁₀S₂ 

Relevant academic research and scientific papers

Silver-catalyzed monofluoroalkylation of heteroarenes with α-fluorocarboxylic acids: an insight into the solvent effect

A mild and efficient method for direct C-H monofluoroalkylation of heteroarenes with easily accessible and inexpensive α-fluorocarboxylic acids has been developed. This silver-catalyzed reaction affords mono- and bis-monofluoroalkylated heteroarenes in good yields under mild conditions, and the solvent effect on the monofluoroalkylation reaction is discussed in detail.

Prototypic 18F-Labeled Argininamide-Type Neuropeptide Y Y1R Antagonists as Tracers for PET Imaging of Mammary Carcinoma

The neuropeptide Y (NPY) Y1 receptor (Y1R) selective radioligand (R)-Nα-(2,2-diphenylacetyl)-Nω-[4-(2-[18F]fluoropropanoylamino)butyl]aminocarbonyl-N-(4-hydroxybenzyl)argininamide ([18F]23), derived from the high-affinity Y1R antagonist BIBP3226, was developed for imaging studies of Y1R-positive tumors. Starting from the argininamide core bearing amine-functionalized spacer moieties, a series of fluoropropanoylated and fluorobenzoylated derivatives was synthesized and studied for Y1R affinity. The fluoropropanoylated derivative 23 displayed high affinity (Ki = 1.3 nM) and selectivity toward Y1R. Radiosynthesis was accomplished via 18F-fluoropropanoylation, yielding [18F]23 with excellent stability in mice; however, the biodistribution study revealed pronounced hepatobiliary clearance with high accumulation in the gall bladder (>100 %ID/g). Despite the unfavorable biodistribution, [18F]23 was successfully used for imaging of Y1R positive MCF-7 tumors in nude mice. Therefore, we suggest [18F]23 as a lead for the design of PET ligands with optimized physicochemical properties resulting in more favorable biodistribution and higher Y1R-dependent enrichment in mammary carcinoma.

Method for preparing a fluorinated organic compound

A method for preparing a fluorinated organic compound (II) from an organic compound (I) comprising at least one nucleofugal group Nu, and also a preparation of different specific organic compounds, in particular a fluoro-methylpyrazole compound. The method comprises: a reaction, in the presence of water, of the organic compound (I) and at least one salt providing at least one fluoride anion; and a replacement of at least one nucleofugal group Nu of the compound (I) with a fluorine atom, in order to obtain the fluorinated organic compound (II).

Synthesis and antiviral activity of substituted bisaryl amide compounds as novel influenza virus inhibitors

The influenza virus is a persistent cause of mortality and morbidity on an annual basis and thus presents itself as an important target for pharmaceutical investigation. In this work, substituted bisaryl amide compounds were found to be a new class of potential anti-influenza agents, and a series of substituted bisaryl amide compounds were synthesised and evaluated for their anti-influenza virus activities. The analysis of the results produced a preliminary structure-activity relationship study (SAR). Compounds 1a, 1g, 1h, 1j, 1l and 1n exhibited clear antiviral activities against the influenza A (A/Guangdong Luohu/219/2006, H1N1) virus with 50% inhibitory concentrations (IC50) for virus growth ranging from 12.5 to 59.0 μM. Specifically, compound 1j also possessed antiviral activity against both oseltamivir-resistant influenza (A/Jinnan/15/2009) virus and influenza B (B/Jifang/13/97) virus with IC 50 values of 9.2 μM and 21.4 μM, respectively. Compound 1j is thus worth further investigation as an anti-influenza virus candidate.

METHODS OF PREPARING FLUORINATED CARBOXYLIC ACIDS AND THEIR SALTS

A method for preparing fluorinated carboxylic acids and theirs salts is described comprising subjecting a fluorinated alcohol of the general formula (A): A-CH2-OH to at least one first and at least one second oxidizing agent to produce a highly fluorinated carboxylic acid or their salts of the general formula (B): A-COO M+, wherein M+ represents a cation and wherein A in formulas (A) and (B) is the same and A represents the residue: Rf-[0]p-CX"Y"-[0]m-CX'Y'-[0]n-CXY- wherein Rf represents a fluorinated alkyl residue which may or may not contain one or more catenary oxygen atoms, p, m and n are independently from each other either 1 or O, X, X', X", Y, Y' and Y" are independently from each other H, F, CF3, or C2F5 with the proviso that not all of X, X', X", Y, Y' and Y' ' are H; or A represents the residue: R-CFX- wherein X and R are independently selected from a hydrogen, a halogen, or an alkyl, alkenyl, cycloalkyl, or aryl residue, which may or may not contain one or more fluorine atoms and which may or may not contain one or more catenary oxygen atoms; wherein said at least one first oxidizing agent is a compound that can be converted, by action of the second oxidizing agent, into a reactive species capable of oxidizing the fluorinated alcohol.

3-(2-Acylamino-1-Hydroxyethyl)-Morpholine Derivatives and Their Use as Bace Inhibitors

The present invention provides BACE inhibitors of Formula (I); methods for their use and preparation, and intermediates useful for their preparation.

A new preparative route to α-fluoroacrylic acid

Rhodium-catalyzed hydroformylation of vinyl fluoride (VF) followed by careful oxidation of the regiospecifically produced 2-fluoropropanal afforded 2-fluoropropanoic acid (2) in about 70% yield. Dehydrogenation of 2 to α-fluoroacrylic acid (1) was accomplished by a chlorination-dehydrochlorination reaction in more than 60% yield.

The enzymatic resolution of an α-fluoroamide by an acylase

The acylase from Aspergillus melleus was able to hydrolyse the amide bond of (S)-phenylalanine-N-2-(R,S)-fluoropropionamide and discriminate the diastereoisomers such that the (S,S)-diastereoisomer was hydrolysed by an order of magnitude faster than the (S,R)-diasteroisomer. The origin of the kinetic discrimination is attributed to both binding and kinetic effects.

Stereoselective synthesis of 3-fluoro azetidinones via the condensation of 2-fluoropropanethioate lithium enolate with imines

S-Phenyl-2-fluoropropanethioate (1) was treated with lithium diisopropylamide in THF at -78°C to give rise to the lithium enolate, which underwent stereoselective condensation with a variety of aldehyde imines (2) at room temperature to afford the corresp

Simple synthesis of optically active 2-fluoropropanoic acid and analogs of high enantiomeric purity

A very simple synthesis of optically active 2-fluoropropanoic acid 1 (R=CH3, R′=H) and analogs of high enantiomeric purity was developed using the sulfonates 2 of the corresponding optically active 2-hydroxycarboxylic esters and potassium fluor