52059-53-7

Usage

Uses

Used in Pharmaceutical Industry:
3-Fluorophenethyl alcohol is used as an intermediate for the synthesis of various pharmaceutical compounds. Its fluorinated structure and β-phenethyl alcohol functionality make it a versatile building block for creating new drugs with improved properties, such as enhanced bioavailability and selectivity.
Used in Fragrance Industry:
3-Fluorophenethyl alcohol is used as a key component in the creation of fragrances and perfumes. Its unique chemical structure contributes to the development of novel scents and can be used to modify existing fragrances to provide a distinct and appealing aroma.
Used in Chemical Research:
3-Fluorophenethyl alcohol is used as a research compound for studying the effects of fluorination on the properties and reactivity of β-phenethyl alcohol derivatives. This can lead to a better understanding of the role of fluorine in organic chemistry and the development of new synthetic methods and applications.
Used in Material Science:
3-Fluorophenethyl alcohol can be used in the development of new materials with specific properties, such as improved thermal stability, chemical resistance, or electrical conductivity. Its unique structure can be incorporated into polymers, coatings, or other materials to enhance their performance in various applications.

InChI:InChI=1/C8H9FO/c9-8-3-1-2-7(6-8)4-5-10/h1-3,6,10H,4-5H2

Upstream product

• 331-25-9 (3-fluorophenyl)acetic acid 
• 75-21-8 oxirane 
• 1073-06-9 3-fluorobromobenzene 
• 350-51-6 3-fluorostyrene 
• 2561-17-3 1-ethynyl-3-fluoro-benzene 
• 64123-77-9 methyl (3-fluorophenyl)acetate 

Downstream Products

• 26416-23-9 2-(3-fluorophenyl)ethyl 4-methylbenzenesulfonate 
• 481075-35-8 [2-(3-fluorophenyl)ethoxy]triisopropylsilane 
• 481075-50-7 2-fluoro-4-(2-hydroxyethyl)benzoic acid 
• 481075-29-0 1-fluoro-3-[2-(methoxymethoxy)ethyl]benzene 
• 467223-91-2 1-fluoro-3-(2-iodoethyl)benzene 
• 75321-89-0 2-(3-fluorophenyl)acetaldehyde 
• 25017-13-4 1-(2-bromoethyl)-3-fluorobenzene 
• 174257-30-8 2-(3-fluorophenyl)ethanol methanesulfonate (ester) 
• 953786-95-3 [2-(3-fluoro-phenyl)-ethoxy]-acetic acid 
• 1018909-68-6 1-(2-(allyloxy)ethyl)-3-fluorobenzene 
• 1361045-78-4 1-(3-fluorobenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol 
• 50396-63-9 3,4-dihydro-6-fluoro-1H-isochromene 

Relevant academic research and scientific papers

Novel pyrrolidine or piperidine derivatives having activity for T-type calcium channel

A pyrrolidine or piperidine compound having activity for T - type calcium channel, wherein the pyrrolidine or piperidine compound of Formula 1 according to the present invention has an excellent antagonistic activity to, T-type calcium channel, and can be used as a preventive or therapeutic agent, for pain diseases, or cancer related to cancer, or cancer such as, epilepsy and,hepatic pain, angina. (by machine translation)

Synthesis and biological evaluation of pyrrolidine-based T-type calcium channel inhibitors for the treatment of neuropathic pain

The treatment of neuropathic pain is one of the urgent unmet medical needs and T-type calcium channels are promising therapeutic targets for neuropathic pain. Several potent T-type channel inhibitors showed promising in vivo efficacy in neuropathic pain a

Antiproliferative activity and SARs of caffeic acid esters with mono-substituted phenylethanols moiety

A series of CAPE derivatives with mono-substituted phenylethanols moiety were synthesized and evaluated by MTT assay on growth of 4 human cancer cell lines (Hela, DU-145, MCF-7 and ECA-109). The substituent effects on the antiproliferative activity were systematically investigated for the first time. It was found that electron-donating and hydrophobic substituents at 2′-position of phenylethanol moiety could significantly enhance CAPE's antiproliferative activity. 2′-Propoxyl derivative, as a novel caffeic acid ester, exhibited exquisite potency (IC50?=?0.4?±?0.02 & 0.6?±?0.03?μM against Hela and DU-145 respectively).

Discovery, synthesis, and structure-activity relations of 3,4-dihydro-1H-spiro(naphthalene-2,2′-piperidin)-1-ones as potassium-competitive acid blockers

With the aim to discover a gastric antisecretory agent more potent than the existing proton pump inhibitors, novel 3,4-dihydro-1H-spiro(naphthalene-2,2′-piperidin)-1-one derivatives, which could occupy two important lipophilic pockets (described as LP-1 and LP-2) of H+,K+-ATPase and can strongly bind to the K+-binding site, were designed based on a docking model. Among the compounds synthesized, compound 4d showed a strong H+,K+-ATPase-inhibitory activity and a high stomach concentration in rats, resulting in potent inhibitory action on histamine-stimulated gastric acid secretion in rats. Furthermore, 4d exerted significant inhibitory action on histamine-stimulated gastric-acid secretion in rats with a rapid onset and moderate duration of action after the administration. These findings may lead to a new insight into the drug design of potassium-competitive acid blockers.

Biocatalytic Formal Anti-Markovnikov Hydroamination and Hydration of Aryl Alkenes

Biocatalytic anti-Markovnikov alkene hydroamination and hydration were achieved based on two concepts involving enzyme cascades: epoxidation-isomerization-amination for hydroamination and epoxidation-isomerization-reduction for hydration. An Escherichia coli strain coexpressing styrene monooxygenase (SMO), styrene oxide isomerase (SOI), ω-transaminase (CvTA), and alanine dehydrogenase (AlaDH) catalyzed the hydroamination of 12 aryl alkenes to give the corresponding valuable terminal amines in high conversion (many ≥86%) and exclusive anti-Markovnikov selectivity (>99:1). Another E. coli strain coexpressing SMO, SOI, and phenylacetaldehyde reductase (PAR) catalyzed the hydration of 12 aryl alkenes to the corresponding useful terminal alcohols in high conversion (many ≥80%) and very high anti-Markovnikov selectivity (>99:1). Importantly, SOI was discovered for stereoselective isomerization of a chiral epoxide to a chiral aldehyde, providing some insights on enzymatic epoxide rearrangement. Harnessing this stereoselective rearrangement, highly enantioselective anti-Markovnikov hydroamination and hydration were demonstrated to convert α-methylstyrene to the corresponding (S)-amine and (S)-alcohol in 84-81% conversion with 97-92% ee, respectively. The biocatalytic anti-Markovnikov hydroamination and hydration of alkenes, utilizing cheap and nontoxic chemicals (O2, NH3, and glucose) and cells, provide an environmentally friendly, highly selective, and high-yielding synthesis of terminal amines and alcohols.

Markovnikov-Selective, Activator-Free Iron-Catalyzed Vinylarene Hydroboration

Two series of structurally related alkoxy-tethered NHC iron(II) complexes have been developed as catalysts for the regioselective hydroboration of alkenes. Significantly, Markonikov-selective alkene hydroboration with HBpin has been controllably achieved using an iron catalyst (11 examples, 35-90% isolated yield) with up to 37:1 branched:linear selectivity. anti-Markovnikov-selective alkene hydroboration was also achieved using HBcat and modification of the ligand backbone (6 examples, 44-71% yields). In both cases, ligand design has enabled activator-free low-oxidation-state iron catalysis.

Temporal separation of catalytic activities allows anti-Markovnikov reductive functionalization of terminal alkynes

There is currently great interest in the development of multistep catalytic processes in which one or several catalysts act sequentially to rapidly build complex molecular structures. Many enzymes - often the inspiration for new synthetic transformations - are capable of processing a single substrate through a chain of discrete, mechanistically distinct catalytic steps. Here, we describe an approach to emulate the efficiency of these natural reaction cascades within a synthetic catalyst by the temporal separation of catalytic activities. In this approach, a single catalyst exhibits multiple catalytic activities sequentially, allowing for the efficient processing of a substrate through a cascade pathway. Application of this design strategy has led to the development of a method to effect the anti-Markovnikov (linear-selective) reductive functionalization of terminal alkynes. The strategy of temporal separation may facilitate the development of other efficient synthetic reaction cascades.

Copper-catalyzed enantioselective additions to oxocarbenium ions: Alkynylation of isochroman acetals

We have developed an enantioselective, copper(I)-catalyzed addition of terminal alkynes to racemic isochroman acetals. This method is one of the first transition-metal-catalyzed approaches to enantioselective additions to prochiral oxocarbenium ions. In this reaction, TMSOTf is used to form the oxocarbenium ion in situ under conditions compatible with simultaneous formation of the chiral copper acetylide. By using a bis(oxazoline) ligand, good yields and enantioselectivities are observed for a variety of enantioenriched 1-alkynyl isochromans.

SUBSTITUTED AROMATIC CARBOXAMIDE AND UREA DERIVATIVES AS VANILLOID RECEPTOR LIGANDS

The invention relates to substituted aromatic carboxamide and urea derivatives, to processes for the preparation thereof, to pharmaceutical compositions containing these compounds and also to the use of these compounds for preparing pharmaceutical compositions (formula (I)).

Regioselective hydroboration-oxidation and -amination of fluoro-substituted styrenes

Hydroboration of fluorinated styrenes with common hydroborating agents results in polymerization. However, regioselective hydroboration has been achieved by utilizing iodoborane-dimethyl sulfide. A series of fluorinated β-phenethyl alcohols and amines were synthesized via this methodology.