587-47-3

Usage

Uses

Used in Flavor and Fragrance Industry:
Ethyl 2-(3-fluorophenyl)acetate is used as a flavor and fragrance ingredient for its fruity odor, adding pleasant scents to various consumer products.
Used in Pharmaceutical Industry:
Ethyl 2-(3-fluorophenyl)acetate is used as a chemical intermediate in the production of various drugs and medications, contributing to the development of new therapeutic agents.

InChI:InChI=1/C10H11FO2/c1-2-13-10(12)7-8-4-3-5-9(11)6-8/h3-6H,2,7H2,1H3

Upstream product

• 64-17-5 ethanol 
• 331-25-9 (3-fluorophenyl)acetic acid 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 370-45-6 2-(3-fluorophenyl)acetamide 
• 101-97-3 Ethyl 2-phenylethanoate 
• 501-00-8 3-fluorophenylacetonitrile 
• 20511-20-0 ethyl p-methylcinnamate 
• 6048-06-2 ethyl-p-chlorocinnamate 

Downstream Products

• 457-20-5 (3-fluoro-phenyl)-acetic acid-(2-hydroxy-ethylamide) 
• 62985-34-6 2-(3-fluorophenyl)succinic acid 
• 110193-59-4 ethyl 2-(3-fluorophenyl)-2-oxoacetate 
• 65487-32-3 2-(3-fluorophenyl)propionic acid 
• 1072429-39-0 2-(3-fluorophenyl)N-(4-methyl-6'-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-3'-ylmethyl)propionamide 
• 65487-30-1 ethyl 2-(3-fluorophenyl)propanoate 
• 66504-01-6 (1R,2S)-1-(3-Fluoro-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester 
• 66504-02-7 (1R,2S)-1-(3-Fluoro-phenyl)-cyclopropane-1,2-dicarboxylic acid 
• 66504-03-8 1-(m-fluorophenyl)-1,2-cyclopropanedicarboximide 
• 86215-15-8 1-(m-Fluorophenyl)-3-azabicyclo[3.1.0]hexane 

Relevant academic research and scientific papers

2-(Halogenated Phenyl) acetamides and propanamides as potent TRPV1 antagonists

A series consisting of 117 2-(halogenated phenyl) acetamide and propanamide analogs were investigated as TRPV1 antagonists. The structure–activity analysis targeting their three pharmacophoric regions indicated that halogenated phenyl A-region analogs exhibited a broad functional profile ranging from agonism to antagonism. Among the compounds, antagonists 28 and 92 exhibited potent antagonism toward capsaicin for hTRPV1 with Ki[CAP] = 2.6 and 6.9 nM, respectively. Further, antagonist 92 displayed promising analgesic activity in vivo in both phases of the formalin mouse pain model. A molecular modeling study of 92 indicated that the two fluoro groups in the A-region made hydrophobic interactions with the receptor.

Preclinical evaluation of 1,2,4-triazole-based compounds targeting voltage-gated sodium channels (VGSCs) as promising anticonvulsant drug candidates

Epilepsy is a chronic neurological disorder affecting nearly 65–70 million people worldwide. Despite the observed advances in the development of new antiepileptic drugs (AEDs), still about 30–40% of patients cannot achieve a satisfactory seizure control. In our current research, we aimed at using the combined results of radioligand binding experiments, PAMPA-BBB assay and animal experimentations in order to design a group of compounds that exhibit broad spectrum of anticonvulsant activity. The synthesized 4-alkyl-5-substituted-1,2,4-triazole-3-thione derivatives were primarily screened in the maximal electroshock-induced seizure (MES) test in mice. Next, the most promising compounds (17, 22) were investigated in 6 Hz (32 mA) psychomotor seizure model. Protective effect of compound 22 was almost similar to that of levetiracetam. Moreover, these compounds did not induce genotoxic and hemolytic changes in human cells as well as they were characterized by low cellular toxicity. Taking into account the structural requirements for good anticonvulsant activity of 4-alkyl-5-aryl-1,2,4-triazole-3-thiones, it is visible that small electron-withdrawing substituents attached to phenyl ring have beneficial effects both on affinity towards VGSCs and protective activity in the animal models of epilepsy.

Rapid Assembly of Saturated Nitrogen Heterocycles in One-Pot: Diazo-Heterocycle “Stitching” by N–H Insertion and Cyclization

Methods that provide rapid access to new heterocyclic structures in biologically relevant chemical space provide important opportunities in drug discovery. Here, a strategy is described for the preparation of 2,2-disubstituted azetidines, pyrrolidines, pi

Enantioselective Hydrogen Atom Transfer: Discovery of Catalytic Promiscuity in Flavin-Dependent 'Ene'-Reductases

Flavin has long been known to function as a single electron reductant in biological settings, but this reactivity has rarely been observed with flavoproteins used in organic synthesis. Here we describe the discovery of an enantioselective radical dehalogenation pathway for α-bromoesters using flavin-dependent 'ene'-reductases. Mechanistic experiments support the role of flavin hydroquinone as a single electron reductant, flavin semiquinone as the hydrogen atom source, and the enzyme as the source of chirality.

ALKALOID AMINOESTER DERIVATIVES AND MEDICINAL COMPOSITION THEREOF

The present invention relates to alkaloid aminoester derivatives acting as muscarinic receptor antagonists, to methods of preparing such derivatives, to compositions comprising them and therapeutic use thereof.

A general method for the synthesis of 3,5-diarylcyclopentenones via Friedel-Crafts acylation of vinyl chlorides

(Chemical Equation Presented) A general approach for the synthesis of 3,5-diarylcyclopentenones was developed. Key aspects of this approach are the intramolecular Friedel-Crafts-type cyclization of vinyl chlorides and subsequent Pd-catalyzed cross-coupling reactions. The requisite vinyl chloride-bearing arylacetic acid precursors are readily available by straightforward alkylation of arylacetic acid esters and undergo cyclization to yield 3-chloro-5-aryl-2- cyclopentenones when treated with AlCl3. The vinylogous acid chloride functionality present in these immediate products allows for further elaboration via Pd-catalyzed cross-coupling chemistry, leading to a diverse array of products.

Process for the preparation of fluorophenylalkylene acid derivatives

The invention relates to the preparation of fluorophenylalkylene acid derivatives of the formulae (4-1)-(4-3): by reaction between fluoroarylmetal halides of formulae (1-1) or (1-2) with carboxylic acid derivatives of formulae (2-1)-(2-3): in the presence

IMIDAZO(1,2-a)PYRIDINE DERIVATIVE

A compound reprsented by the following formula (I), its salts or nsolvates thereof capable of specifically or selectively expressig an antifungal activity in a broad spectrum based on the novel mechanism thereof of 1,6-β-glucan synthesis inhibition, and an antifungal agent containing any of them.

ELECTRFLUORATION EN POSITION BENZYLIQUE DANS LE SULFOLANE

The use of sulfolane as a solvent instead of acetonitrile in the electrofluorination of benzylic derivatives 1, (R=H, Cl) gives greater yields of benzylic fluorides 2, since the formation of acetamide byproducts 4 is prevented.However, the parallel fluorination of the aromatic nucleus is not avoided under these conditions.

Reactions of Ethyl Cinnamates with Arylacetamides

Reactions of ethylcinnamates with arylacetamides gave the corresponding 2,6-diketo-3,4-diarylpiperidine (1a-o) in addition to the corresponding cinnamides (2a-o).The latter two are formed from the intermediates of the Claisen condensation of the reactants.On the other hand and contrary to the above results, condensation of p-methoxycinnamate with arylacetamides gave only p-methoxycinnamide in quantitative yields with the corresponding arylacetates.