316-68-7

Usage

Uses

Used in Pharmaceutical Research and Development:
4-FLUORO-1-ACETONAPHTHONE is used as a reagent in the synthesis of pharmaceutical compounds for its unique chemical properties and potential to contribute to the development of new medications.
Used in Chemical Production:
4-FLUORO-1-ACETONAPHTHONE serves as a precursor in the production of other chemical substances, facilitating the creation of a range of products across different industries.
It is crucial to handle 4-FLUORO-1-ACETONAPHTHONE with care due to its potential health and environmental risks if not properly managed, emphasizing the need for safety measures in its application and disposal.

Upstream product

• 321-38-0 1-Fluoronaphthalene 
• 75-36-5 acetyl chloride 

Downstream Products

• 388-31-8 4-Fluor-ω-brom-1-acetonaphthon 
• 6905-05-1 1-(bromomethyl)-4-fluoronaphthalene 
• 79996-88-6 (4-fluoronaphthalen-1-yl)methanol 

Relevant academic research and scientific papers

Proton and Carbon NMR Spectra of 4-Substituted 1-Acetylnaphthalenes

The proton and carbon spectra of ten 4-X-1-acetylnaphthalenes have been assigned.Shift correlations have been made with benzene substituent-induced chemical shifts (SCS, Lynch plots) and with dual substituent parameters (DSP) in the manner successfully done for many series of 1,4-disubstituted benzenes.The results obtained are compared with those for 4-X-acetophenones and 1-X-naphthalenes.The main conclusions are (i) the carbon para to the variable substituent X is more sensitive to change of substituent in the naphthalenes than in the benzenes, (ii) of the carbonsortho to the variable substituent X, that at C-3 is more sensitive and that at C-4a is less sensitive, to change of substituent in the naphthalenes than in the benzenes, (iii) the effect of the 4-substituents on the shift of H-8 in 1-acetylnaphthalenes is due mainly to changes in the carbonyl dipole affecting the diamagnetic screening of the proton.

MODULATORS OF PROTEOLYSIS AND ASSOCIATED METHODS OF USE

The present disclosure relates to bifunctional compounds, which find utility as modulators of Kirsten rat sarcoma protein (target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a Von Hippel-Lindau, cereblon, Inhibitors of Apotosis Proteins or mouse double-minute homolog 2 ligand which binds to the respective E3 ubiquitin ligase and on the other end a moiety which binds the target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation, accumulation, and/or overactivation of the target protein are treated or prevented with compounds and compositions of the present disclosure.

FUSED BENZENE DERIVATIVE AND USE

The present invention provides a compound represented by the general formula: [wherein Ring A represents an optionally substituted 5- to 8-membered ring, Ring B represents a further optionally substituted 4- to 10-membered ring, Ring C represents a further optionally substituted benzene ring, X1 represents carbon atom, X2 represents a carbon atom, an oxygen atom, etc., W represents a nitrogen atom, etc., Y11 represents a group represented by the formula CR2R3' (wherein R2 represents a hydrogen atom, a cyano group, a nitro group, etc., and R3' represents a hydrogen atom, a cyano group, a nitro group, etc., respectively), Y21 represents a group represented by the formula CR4R5' (wherein R4 represents a hydrogen atom, a cyano group, a nitro group, etc., and R5' represents a hydrogen atom, a cyano group, a nitro group, etc., respectively), etc., and R1 represents an electron-withdrawing group, respectively. The formula represents a single bond or a double bond] or a salt thereof, which is useful as an androgen receptor modulator.

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.

Preparation of a series of substituted fluoromethylnaphthalenes

A series of 22 3- and 4-substituted 1-fluoromethylnaphthalenes have been synthesized.Details of practical procedures for the preparation of all intermediates are described, and physical properties for all of the substituted naphthalenes synthesized, and spectral parameters for 51 previously unknown compounds, are given.