77294-82-7

Usage

Uses

Used in Pharmaceutical Industry:
2'-FLUORO-2-PHENYLACETOPHENONE is used as a building block for the synthesis of various pharmaceuticals, including analgesics and anti-inflammatory medications, due to its versatile intermediate properties in organic synthesis.
Used in Agrochemical Industry:
2'-FLUORO-2-PHENYLACETOPHENONE is used as a starting material in the production of agrochemicals, contributing to the development of effective and efficient crop protection products.
Used in Organic Synthesis:
2'-FLUORO-2-PHENYLACETOPHENONE is used as a versatile intermediate in organic synthesis, enabling the creation of a wide range of organic compounds for various applications.

InChI:InChI=1/C14H11FO/c15-13-9-5-4-8-12(13)14(16)10-11-6-2-1-3-7-11/h1-9H,10H2

Upstream product

• 386758-18-5 [1-(2-Fluoro-phenyl)-meth-(E)-ylidene]-(4-nitro-phenyl)-amine 
• 1993-03-9 o-fluorophenylboronic acid 
• 140-29-4 phenylacetonitrile 
• 100-39-0 benzyl bromide 
• 82128-76-5 α-[(trimethylsilyl)oxy]-α-(o-fluorophenyl)acetonitrile 
• 108-86-1 bromobenzene 
• 445-27-2 2'-Fluoroacetophenone 
• 908094-04-2 phenyldiazomethane 
• 446-52-6 2-Fluorobenzaldehyde 
• 129466-86-0 diphenyl <(4-nitrophenyl)amino>(2-fluorophenyl)methanephosphonate 
• 100-52-7 benzaldehyde 

Downstream Products

• 1283117-64-5 4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-6-(2-fluorophenyl)-5-phenyl-3,4-dihydropyrimidin-2(1H)-one 
• 129466-87-1 1-(2-fluorophenyl)-2-phenyl-3-(3-methoxyphenyl)-1-propanone 
• 77294-83-8 2-chlor-1-(2-fluorphenyl)-2-phenylethanon 

Relevant academic research and scientific papers

Visible-Light-Promoted [3 + 2] Cycloaddition of 2H-Azirines with Quinones: Access to Substituted Benzo[f]isoindole-4,9-diones

A visible-light-promoteded [3 + 2] cycloaddition reaction of 2H-azirines with quinones has been developed under mild reaction conditions. The reaction provides a general and efficient strategy for the synthesis of the benzo[f]isoindole-4,9-diones scaffold

Discovery of the First in Vivo Active Inhibitors of the Soluble Epoxide Hydrolase Phosphatase Domain

The emerging pharmacological target soluble epoxide hydrolase (sEH) is a bifunctional enzyme exhibiting two different catalytic activities that are located in two distinct domains. Although the physiological role of the C-terminal hydrolase domain is well-investigated, little is known about its phosphatase activity, located in the N-terminal phosphatase domain of sEH (sEH-P). Herein we report the discovery and optimization of the first inhibitor of human and rat sEH-P that is applicable in vivo. X-ray structure analysis of the sEH phosphatase domain complexed with an inhibitor provides insights in the molecular basis of small-molecule sEH-P inhibition and helps to rationalize the structure-activity relationships. 4-(4-(3,4-Dichlorophenyl)-5-phenyloxazol-2-yl)butanoic acid (22b, SWE101) has an excellent pharmacokinetic and pharmacodynamic profile in rats and enables the investigation of the physiological and pathophysiological role of sEH-P in vivo.

Ruthenium-catalyzed cascade C-H functionalization of phenylacetophenones

Three orthogonal cascade C-H functionalization processes are described, based on ruthenium-catalyzed C-H alkenylation. 1-Indanones, indeno indenes, and indeno furanones were accessed through cascade pathways by using arylacetophenones as substrates under conditions of catalytic [{Ru(p-cymene)Cl2}2] and stoichiometric Cu(OAc) 2. Each transformation uses C-H functionalization methods to form C-C bonds sequentially, with the indeno furanone synthesis featuring a C-O bond formation as the terminating step. This work demonstrates the power of ruthenium-catalyzed alkenylation as a platform reaction to develop more complex transformations, with multiple C-H functionalization steps taking place in a single operation to access novel carbocyclic structures. Carbon coupling cascade: Arylacetophenones react with Michael acceptors under ruthenium catalysis to set up triple and quadruple C-H functionalization pathways. Through choice of reaction conditions, novel indanone carbacycles, indeno indene carbacycles, and indeno furanone heterocycles can each be accessed in a single step.

NOVEL DIHYDROPYRIMIDIN-2(1H)-ONE COMPOUNDS AS S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS

The present invention is directed to novel dihydropyrimidin-2(1H)-one compounds useful as S-nitrosoglutathione reductase (GSNOR) inhibitors, pharmaceutical compositions comprising such compounds, and methods of making and using the same.

Diverse alkanones by catalytic carbon insertion into the formyl C-H bond. Concise access to the natural precursor of achyrofuran

Over a century ago, the first reactions of diazomethane with aldehydes delivered methyl ketones. In the interim, aldehydes have been homologated with trimethylsilyldiazomethane, diazoacetates, and aryldiazomethanes, on rare occasion with catalysis. This work describes a mild procedure for convergent ketone assembly from nonstabilized diazoalkanes, including examples of chiral ketone synthesis with disubstituted (internal) nucleophiles. The method's remarkable tolerance to steric crowding is showcased in a simple approach to achyrofuran, a complex dibenzofuran.

THERAPEUTIC FLUOROETHYL UREAS

Compounds of the formula or a pharmaceutically acceptable salt thereof or a tautomer thereof, wherein A and B are as described herein, are useful for treating conditions afflicting mammals.

Torsionally and Hydrophobically Modified 2,3-Diarylindenes as Estrogen Receptor Ligands

2,3-Diarylindenes are ligands for the estrogen receptor which display intrinsic fluorescence.In order to optimize the receptor binding affinity of these compounds while preserving their desirable fluorescence properties, a series of torsionally modified analogues were prepared.A fluorine or methyl group was introduced on either of the two phenyl substituents ortho to their attachment site to the indene nucleus, in order to increase the out-of-plane twist of the appended rings.The analogues were prepared by the benzylation of appropriate deoxybenzoins, followed by Friedel-Crafts cyclic alkylation-dehydration.Comparison of the X-ray crystal structure of one analogue with unsubstituted analogues confirms the torsional perturbation effected by the ortho substituent.The torsional disposition of the C-2 aryl group in the substituted diphenylindenes is further investigated by UV (absorbance maxima and molar absorptivities), fluorescence (Stokes' shift), and NMR (chemical shifts).These spectroscopic measurements indicate increasing twisting between the C-2 aryl substituent and the indene system according to the following order: 3-ring o-Me-indene 9f diphenylindene 15 = 20 deg 3-ring o-F-indene 9c 1-Me-indene 16 2-ring o-F-indene 9b 2-ring o-Me-indene 9e = 63 deg.The binding affinity of these analogues to the estrogen receptor was evaluated by a competitive radiometric receptor binding assay.While o-fluoro or o-methyl substitution on the 3-ring increases binding only slightly, binding of the o-fluoro 2-ring analogue is increased ca. 6-fold and the o-methyl analogue 11-fold, giving, in the latter case, a compound with an affinity equivalent to that of estradiol.The increase in binding affinity afforded by ortho substitution correlates with the increase in the torsion angle of the C-2 aryl ring.A thermodynamic evaluation of the receptor fit (Andrews, P.R.; Craik, D.J.; Martin, J.L.J.Med.Chem. 1984, 27, 1648) indicates that, for the o-methyl-2-ring analogue, the effect of the ortho substitution on increasing receptor binding appears to be a combination of increased surface area due to the substituent itself, together with a change in surface area of the ligand that results from the increased torsion of the two aryl rings.An o-fluoro substituent on the 2-ring provides a compromise between the relative planarity required for high fluorescence intensity and the molecular shape needed for increased estrogen receptor binding affinity. o-Methyl, o-fluoro, and p-methyl substitution of the 3-ring have no value in the development of a fluorescent, higher affinity 2,3-diarylindene.