315-53-7

Usage

Uses

Used in Organic Synthesis:
4-Fluoronaphthalen-1-ol is used as a synthetic intermediate for the production of various organic compounds. Its unique structure and functional groups allow it to be a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Fluoronaphthalen-1-ol is used as a key intermediate in the synthesis of drug candidates with potential therapeutic applications. Its presence in the molecular structure can impart specific biological activities and improve the drug's pharmacokinetic properties.
Used in Agrochemical Industry:
4-Fluoronaphthalen-1-ol is also utilized in the agrochemical industry as a precursor for the development of novel pesticides and herbicides. Its incorporation into these compounds can enhance their efficacy and selectivity, leading to improved crop protection.
Used in Specialty Chemicals:
In the specialty chemicals sector, 4-Fluoronaphthalen-1-ol is employed as a raw material for the production of dyes, pigments, and other functional materials. Its unique properties can contribute to the performance and stability of these products, making them suitable for various applications.

InChI:InChI=1/C10H7FO/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,12H

Upstream product

• 438-32-4 4-Fluoro-1-aminonaphthalene 
• 90-15-3 α-naphthol 
• 172033-73-7 4-fluoro-1-naphthalenecarbaldehyde 
• 1000386-62-8 formic acid 4-fluoro-naphthalen-1-yl ester 
• 90990-92-4 1-Fluoro-4-acetoxynaphthalene 
• 321-38-0 1-Fluoronaphthalene 
• 341-41-3 1-bromo-4-fluoronaphthalene 
• 182344-25-8 (4-fluoronaphthalen-1-yl)boronic acid 

Downstream Products

• 90-15-3 α-naphthol 
• 741693-83-4 4-Hydroxy-Duloxetine Glucuronide 

Relevant academic research and scientific papers

Synthesis and β-adrenergic activities of R-fluoronaphthyloxypropanolamine

Purpose. Many biogenic amines where an aromatic proton is substituted with fluorine have exhibited pharmacological properties that are dependent on the position of fluorine on the aromatic ring. For example, 6-fluoroepinephrine is selective for α-adrenergic receptors whereas the 2-fluoroisomer is selective for β-receptors. Aryloxypropanolamines are β-receptor agonists or antagonists, depending on the aryl group and its substituents. We therefore hypothesized that fluorine substitution on the aromatic ring could lead to significant biological effects in this class. A target with fluorine on naphthyl group of a known β-antagonist was chosen for investigation. Methods. Synthesis of the target compound began with fluoronaphthalene and involved introduction of 4-hydroxy group by Friedel-Crafts acylation followed by Baeyer Villiger oxidation. The side chain was introduced stereoselectively using the chiral synthon (2R)-glycidyl 3-nitrobenzenesulfonate, a Sharpless epoxidation technique. The epoxide was opened with t-butyl amine. HPLC methods were used to characterize %ee of the enantiomer. Results. The target compound was synthesized in several hundred milligram quantity, and in good yield and high enantiomeric excess, showing practicality of the synthetic scheme. It exhibited potent binding activities on β-adrenergic receptors, and was found to be two times selective for β2-receptors over β1. Conclusions. The current report demonstrates that aromatic fluorine substitution on β-adrenergic ligands can be achieved, and that such can be used to obtain binding selectivity between β receptors.

SelectfluorTMon a PolyHIPE Material as Regenerative and Reusable Polymer-Supported Electrophilic Fluorinating Agent

The first recyclable polymer-supported electrophilic fluorinating agent was prepared by reaction of molecular fluorine with the triethylenediamine motif that is grafted onto a poly(4-vinylbenzyl chloride-co-divinylbenzene) polyHIPE material. The resulting

Promotional effect of ionic liquids in the electrophilic fluorination of phenols

The influence of a stoichiometric amount of ionic liquids (IL) on the fluorination of phenols in various solvents has been studied. The fluorination of phenol, 1-naphthol and resorcinol was carried out using 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF4, Selectfluor) with the formation of 2-fluoro-, 4-fluorophenol, 2-fluoro-, 4-fluoronaphthol and 4-fluoro-, 4,6-difluoro-benzene-1,3-diol as the main products. The use of a stoichiometric amount of ionic liquid as an additive results in acceleration of the reactions. The effect is most significant at low temperatures. It has been found that solvent polarity has an essential effect on the difference in yields of fluoroproducts obtained in the presence of IL and without it.

4-fluoronaphthalene-1-alcohol preparation technology

The invention discloses a 4-fluoronaphthalene-1-alcohol preparation technology. The preparation technology takes 1-fluoronaphthalene as a raw material, the raw material is subjected to halogenation, boration and hydrolysis to obtain the 4-fluoronaphthalene-1-alcohol, and the overall yield can reach 60%. The technology has the advantages of low cost and easy acquisition of the raw materials, simple and easy operation of post-treatment t, high yield, and easy industrial application.

OLIGOMER-ARYLOXY-SUBSTITUTED PROPANAMINE CONJUGATES

The invention relates to (among other things) oligomer- aryloxy-substituted propanamine conjugates and related compounds. A conjugate of the invention, when administered by any of a number of administration routes, exhibits advantages over un-conjugated aryloxy-substituted propanamine compounds.

Fluorination of aromatic compounds with N-fluorobenzenesulfonimide under solvent-free conditions

Reactions of N-fluorobenzenesulfonimide with methylbenzenes, phenols, and phenol ethers were studied under solvent-free conditions. The rate constant ratio for the reactions with mesitylene and durene indicates polar mechanism of the process. Solvent-free fluorination of aromatic compounds with N-fluorobenzenesulfonimide in some cases is more selective than reactions with other N-F reagents in a solvent.

INHIBITORS OF CXCR2

The invention relates to compounds of the formula (I), in which R1, R2, X, A, B and Y1 to Y4 have the meanings indicated in the claims, and/or a pharmaceutically acceptable salt and/or a prodrug thereof. Because of their properties as inhibitors of chemokine receptors, especially as CXCR2 inhibitors, the compounds of the formula (I) and the pharmaceutically acceptable salts and prodrugs thereof are suitable for the prevention and treatment of chemokine mediated diseases.

NEW CXCR2 INHIBITORS

The invention relates to compounds of the formula (I), in which R1, R2, X, A, B, Z and Y1 to Y4 have the meanings indicated in the claims, and/or a pharmaceutically acceptable salt and/or a prodrug thereof. Because of their properties as inhibitors of chemokine receptors, especially as CXCR2 inhibitors, the compounds of the formula I and the pharmaceutically acceptable salts and prodrugs thereof are suitable for the prevention and treatment of chemokine mediated diseases.

Fused bicyclic carboxamide derivates for use as CXCR2 inhibitors in the treatment of inflammation

The invention relates to compounds of the formula I in which R1, R2, X, A, B, D and Y1 to Y4 have the meanings indicated in the claims, and the pharmaceutically acceptable salts thereof. Because of their properties as inhibitors of chemokine receptors, es

Synthesis and biological activity of some known and putative duloxetine metabolites

Several putative phase I duloxetine metabolites, 4-hydroxy-, 5-hydroxy-, 6-hydroxy-, 5-hydroxy-6-methoxy-, 6-hydroxy-5-methoxy-, 5,6-dihydroxy-, and 4,6-dihydroxyduloxetine were synthesized, and their phase II metabolite as glucuronide or sulfate conjugates were also synthesized. Their in vitro binding activities were compared to that of parent compound duloxetine.