362-46-9

Usage

Uses

Used in Pharmaceutical Research:
5-fluoro-2-aminobenzophenone is used as a synthetic intermediate for the development of new drugs for various therapeutic targets. Its unique structure and fluorine substitution can enhance the biological activity and pharmacokinetic properties of the resulting compounds, leading to improved efficacy and safety profiles.
Used in Organic Synthesis:
5-fluoro-2-aminobenzophenone is used as a versatile building block in organic synthesis, allowing for the creation of a wide range of chemical compounds with diverse applications. Its reactivity and functional groups make it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Drug Development:
5-fluoro-2-aminobenzophenone may have potential applications in the development of new drugs for various therapeutic targets. Its unique properties and reactivity can contribute to the discovery of novel drug candidates with improved pharmacological profiles, addressing unmet medical needs and advancing the field of drug development.
However, it is important to handle and use 5-fluoro-2-aminobenzophenone with caution, as it can be hazardous to health and the environment. Proper safety measures and guidelines should be followed during its synthesis, storage, and application to minimize potential risks and ensure the safe development and use of this promising chemical compound.

Upstream product

• 98-88-4 benzoyl chloride 
• 371-40-4 4-fluoroaniline 
• 108-86-1 bromobenzene 
• 446-08-2 2-amino-5-fluorobenzoic acid 
• 1190310-35-0 5-fluoro-3-hydroxy-3-phenylindolin-2-one 
• 61272-77-3 2-cyano-4-fluoroaniline 
• 100-58-3 phenylmagnesium bromide 
• 38520-78-4 6-fluoro-2-methyl-4H-benzo[d][1,3]oxazin-4-one 
• 873-55-2 sodium benzenesulfonate 
• 880875-39-8 2-amino-5-fluoro-N-methoxy-N-methylbenzamide 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 100-47-0 benzonitrile 
• 321-69-7 5-fluoroisatoic anhydride 
• 98-80-6 phenylboronic acid 

Downstream Products

• 674802-97-2 2-N-(4-methylsulfonylbenzoyl)-amide-5-fuoro-benzophenone 
• 462120-53-2 2-N-(4-aminosulfonylbenzoyl)-amide-5-fuoro-benzophenone 
• 91713-73-4 7-Benzoyl-5-fluoro-1,3-dihydro-indol-2-one 
• 91713-72-3 7-Benzoyl-5-fluoro-3-methylsulfanyl-1,3-dihydro-indol-2-one 
• 91714-78-2 Sodium; (2-amino-3-benzoyl-5-fluoro-phenyl)-acetate 
• 1043425-39-3 2-amino-5-fluoro-3'-nitrobenzophenone 
• 1597443-30-5 (2-amino-5-fluorophenyl)phenylmethanone oxime 
• 2648-00-2 7-fluoro-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one 
• 1512-62-5 2-Bromacetylamino-5-fluor-benzophenon 

Relevant academic research and scientific papers

One-Pot Synthesis of 2-Aminobenzophenones from 2-Alkynyl Arylazides Catalyzed by Pd and Cu Precursors

We describe a novel one-pot three-step reaction of 2-alkynyl arylazides through palladium-catalyzed formation of 3-hydroxy-3-phenylindolin-2-ones followed by hydrolysis of amide bonds and copper-catalyzed decarboxylation to give 2-aminobenzophenones. This synthetic method works well with various 2-alkynyl arylazides and affords the products in moderate to good yields under mild reaction conditions.

Structure-Activity Relationship Studies of Retro-1 Analogues against Shiga Toxin

High-throughput screening has shown that Retro-1 inhibits ricin and Shiga toxins by diminishing their intracellular trafficking via the retrograde route, from early endosomes to the Golgi apparatus. To improve the activity of Retro-1, a structure-activity relationship (SAR) study was undertaken and yielded an analogue with a roughly 70-fold better half-maximal effective concentration (EC50) against Shiga toxin cytotoxicity measured in a cell protein synthesis assay.

Deoxygenative Arylation of Carboxylic Acids by Aryl Migration

An unprecedented deoxygenative arylation of aromatic carboxylic acids has been achieved, allowing the construction of an enhanced library of unsymmetrical diaryl ketones. The synergistic photoredox catalysis and phosphoranyl radical chemistry allows for precise cleavage of a stronger C?O bond and formation of a weaker C?C bond by 1,5-aryl migration under mild reaction conditions. This new protocol is independent of substrate redox-potential, electronic, and substituent effects. It affords a general and promising access to 60 examples of synthetically versatile o-amino and o-hydroxy diaryl ketones under redox-neutral conditions. Furthermore, it also brings one concise route to the total synthesis of quinolone alkaloid, (±)-yaequinolone A2, and a viridicatin derivative in satisfying yields.

Synthesis of Diiodinated All-Carbon 3,3′-Diphenyl-1,1′-spirobiindene Derivatives via Cascade Enyne Cyclization and Electrophilic Aromatic Substitution

A synthetic method for the construction of diiodinated all-carbon spirobiindene derivatives has been developed from the reaction of propargyl alcohol-tethered alkylidenecyclopropanes with iodine. The reaction proceeded through an iodination-initiated cascade intramolecular enyne cyclization and electrophilic aromatic substitution reaction process in 1,2-dichloroethane upon heating, giving desired spirocyclic products in moderate to excellent yields. Further transformation of the obtained products has also been presented.

Palladium-Catalyzed Cascade Reductive and Carbonylative Cyclization of Ortho-Iodo-Tethered Methylenecyclopropanes (MCPs) Using N-Formylsaccharin as CO Source

A palladium-catalyzed reductive and carbonylative cyclization of ortho-iodo-tethered methylenecyclopropanes (MCPs) using N-formylsaccharin as CO source has been developed, affording the desired indanone derivatives in moderate to good yields with high regio- and stereoselectivity and good functional group compatibility.

HETEROARYL INHIBITORS OF PAD4

The present invention provides compounds useful as inhibitors of PAD4, compositions thereof, and methods of treating PAD4-related disorders.

Catalyst-free geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes via a Wagner-Meerwein rearrangement

A catalyst-free intramolecular geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes has been developed. The reaction proceeded through two SET processes with Selectfluor to give a fluorinated cyclopropylcarbinyl cation and a further Wagner-Meerwein rearrangement to generate a cyclobutyl carbocation, which undergoes intramolecular nucleophilic capture by amide to forge fluorinated cyclobuta[b]indoline derivatives. A polycyclic multi-fluorinated byproduct was also formed through a Ritter-type reaction in some cases.

Chemoselective double annulation of two different isocyanides: Rapid access to trifluoromethylated indole-fused heterocycles

An unprecedented chemoselective double annulation of α-trifluoromethylated isocyanides with o-acylaryl isocyanides has been developed. This new reaction provides a rapid, efficient, and complete atom-economic strategy for the synthesis of trifluoromethylated oxadiazino[3,2-α]indoles in a single operation from readily available starting materials. Isocyanide insertion into C=O double bonds is disclosed for the first time as indicated by the results of 18O-labeling experiment. A mechanism for this domino reaction is proposed involving chemoselective heterodimerization of two different isocyanides, followed by indole-2,3-epoxide formation and rearrangement.

Cascade Amination/Cyclization/Aromatization Process for the Rapid Construction of [2,3-c]Dihydrocarbazoles and [2,3-c]Carbazoles

An intramolecular cascade amination/cyclization/aromatization reaction of functionalized alkylidenecyclopropanes has been developed in the presence of silver acetate, affording a variety of [2,3-c]dihydrocarbazoles and [2,3-c]carbazoles in moderate to excellent yields. The mechanistic investigations revealed that this cascade reaction proceeds through a radical initiated process. Moreover, further transformations for the synthesis of eustifoline-D and an OLED exhibit a potential synthetic utility of this method.

Thermolysis and radiofluorination of diaryliodonium salts derived from anilines

Aniline-derived diaryliodonium salts were synthesized and functionalized in good to excellent yields by judicious utilization of electron-withdrawing protecting groups. This simple approach opens another route to radiolabeling amino arenes in relatively complex molecules, such as flutemetamol.