81329-32-0

Usage

Uses

Used in Pharmaceutical Applications:
1-(4-Fluorophenyl)-1H-pyrazole is used as a chemical compound in the development of drugs targeting the central nervous system for its ability to interact with biological targets and its potential therapeutic effects.
Used in Research:
1-(4-Fluorophenyl)-1H-pyrazole is used as a research compound for studying its potential use in the treatment of various conditions, such as anxiety, depression, and neurological disorders.
Used in Drug Discovery and Design:
1-(4-Fluorophenyl)-1H-pyrazole is used as a compound in drug discovery and design due to its properties that make it suitable for interacting with biological targets and its potential therapeutic effects.

Upstream product

• 122-31-6 malondialdehyde bis(diethyl acetal) 
• 371-14-2 4-fluorophenylhydrazine 
• 1765-93-1 4-fluoroboronic acid 
• 288-13-1 NH-pyrazole 
• 352-34-1 4-fluoro-1-iodobenzene 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 371-40-4 4-fluoroaniline 
• 79-10-7 acrylic acid 
• 5352-95-4 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate 
• 1524-21-6 1,3-bis(4-fluorophenyl)-triazene 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 861161-89-9 1-[1-(4-fluorophenyl)-1H-pyrazol-5-yl]-2-methylpropan-1-ol 
• 1200536-25-9 5-fluoro-2-(1H-pyrazol-1-yl)benzonitrile 
• 1260140-48-4 1-(8-fluoro-1,2,3,4-tetraphenylnaphthalen-5-yl)pyrazole 
• 1314002-56-6 1-(4-fluoro-2-iodophenyl)-5-iodo-1H-pyrazole 
• 1314002-57-7 1-(4-fluoro-3-iodophenyl)-5-iodo-1H-pyrazole 
• 890652-03-6 1-(4-fluorophenyl)-1H-pyrazole-4-carbaldehyde 
• 1436429-98-9 diethyl 2-(5-fluoro-2-(1H-pyrazol-1-yl)phenyl)malonate 
• 957062-56-5 4-bromo-1-(4-fluorophenyl)-1H-pyrazole 
• 1373918-57-0 C₁₅H₁₈BFN₂O₂ 
• 1469884-13-6 C₂₁H₂₂FN₇ 
• 1621514-49-5 1-(2-allyl-4-fluorophenyl)-1H-pyrazole 
• 1612185-10-0 3-(4-fluorophenyl)-6-[2-(4-fluorophenyl)-2H-pyrazol-3-yl]imidazo[1,2-a]pyridine 
• 1612185-45-1 1-(4-fluorophenyl)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole 

Relevant academic research and scientific papers

Copper pyrithione (CuPT)-catalyzed/mediated amination and thioarylation of (hetero)aryl halides: A competition

A facile method for the synthesis of N-arylheterocycles and di(hetero)aryl sulfides under mild condition is described. In these transformations, copper pyrithione (CuPT) was used as the copper catalyst for C─N coupling, while served as catalyst and coupled partner for C─S coupling with high yields and broad substrate tolerance. The S-arylation process was also utilized for the construction of valuable bioactive 2-sulfonylpyridine 1-oxide derivatives.

A post-synthetically modified metal-organic framework for copper catalyzed denitrative C-N coupling of nitroarenes under heterogeneous conditions

Here we report, for the first time, the Ullmann C-N coupling reaction of nitroarenes which is achieved by using a copper containing metal-organic framework (MOF) catalyst under heterogenous conditions. The ready availability of nitroarenes and their low cost have made them ideal replacements for haloarenes as electrophilic coupling partners. Notably, the reaction protocol suppresses the by-product formation in the catalytic reaction. The catalyst has been designed and synthesized by two step post-synthesis functionalization of a MOF,viz.dabco MOF-1 with a -NH2functional group (DMOF-NH2). In the post-synthetic treatment, salicylaldehyde has been used for organic modification first and then copper(ii) was successfully incorporated onto the inner surface of the porous material. The hybrid porous solid thus obtained has been employed in the catalytic C-N coupling reaction of nitroarenes with a wide variety of amines under heterogeneous conditions, which displayed very high turnover frequencies (TOF) in catalytic reactions attesting its efficacy towards theN-arylation reaction.

NURR1 RECEPTOR MODULATORS

Described herein, inter alia, are Nurr1 receptor modulators and uses thereof. In an aspect is provided a method for treating a disease associated with dysregulation and/or degeneration of dopaminergic neurons in the central nervous system of a subject in need thereof, the method including administering to the subject in need thereof a therapeutically effective amount of a compound described herein.

Iron-Catalyzed/Mediated C-N Bond Formation: Competition between Substrate Amination and Ligand Amination

Iron catalyzed carbon-nitrogen bond formation reactions of a wide variety of nucleophiles and aryl halides using well-defined iron-complexes featuring redox noninnocent 2-(arylazo)-1,10-phenanthroline (L1) ligands are reported. Besides substrate centered C-N coupling, C-N bond formation reactions were also observed at the ortho- and para-positions of the phenyl ring of the coordinated azo-aromatic scaffolds affording new tetradentate ligands, 2-N-aryl-(2-arylazo)-1,10-phenanthroline (L2), and tridentate ligands, 4-N-aryl-(2-arylazo)-1,10-phenanthroline (L3), respectively. Control experiments and mechanistic studies reveal that the complex [FeL1Cl2] (1) undergoes in situ reduction during the catalytic reaction to produce the monoanionic complex [1]-, which then acts as the active catalyst. The metal (iron) and the coordinated ligand were found to work in a cooperative manner during the transfer processes involved in the fundamental steps of the catalytic cycle. Detailed experimental and theoretical (DFT) studies were performed to get insight into the competitive substrate versus ligand centered amination reactions.

C?N Cross-Coupling Reactions Under Mild Conditions Using Singlet Di-Radical Nickel(II)-Complexes as Catalyst: N-Arylation and Quinazoline Synthesis

Herein we report a cost-effective synthetic approach for C?N cross-coupling reactions of a broad array of nitrogen nucleophiles and aryl halides under mild conditions. These reactions are catalyzed by an inexpensive, air-stable, earth-abundant and easy-to-prepare singlet di-radical nickel(II)-catalyst containing two antiferromagnetically coupled single-electron oxidized diiminosemiquinonato type ligands. This protocol provides an alternative method for C?N cross-coupling reactions avoiding nickel(0)/nickel(II) or nickel(I)/nickel(III) redox processes via cooperative participation of metal and ligand-centered redox events. Besides a wide range of N-arylation reactions, by judicious choice of aryl halides and nitrogen nucleophiles the synthesis of a variety of polysubstituted quinazolines has been achieved in moderate to good yields under relatively mild reaction conditions. Our catalyst has been found to be almost equally effective in quinazoline synthesis via C?N cross-coupling of (i) 2-bromobenzylamine with benzamide, and (ii) 2-bromobenzylbromide with amidine. Control experiments and DFT studies were performed to improve the understanding of the cooperative participation of ligand and metal (nickel)-centered redox events during oxidative addition/reductive elimination processes of the catalytic cycle and to shed light on the plausible mechanistic pathway of the C?N cross-coupling reactions. (Figure presented.).

Ruthenium-Catalyzed ortho- And meta-H/D Exchange of Arenes

Ruthenium-catalyzed aromatic H/D exchange in [D4]acetic acid has been developed. By using N-heteroarenes as directing groups, both ortho and meta positions are selectively deuterated with high levels of D incorporation. Moreover, this strategy provides an alternative way to achieve meta-C-H activation.

PYRAZOLE DERIVATIVES

Provided herein are compounds of the formula I: as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment or prevention of mGluR5 mediated disorders, such as acute and/or chronic neurological disorders, cognitive disorders and memory deficits, as well as acute and chronic pain.

Antagonistic Effect of Acetates in C–N Bond Formation with In Situ Generated Diazonium Salts: A Combined Theoretical and Experimental Study

The mechanism of the copper-catalyzed arylation of nitrogen heterocycles using anilines via diazonium salts has been studied by combining DFT and experimental data. A CuI/CuIIIredox mechanism is proposed. Our study has revealed the multiple roles of the acid/base couple AcOH/AcO–. An in situ formed triazene species maintains a low concentration of diazonium salts in the reaction medium, which ensures limited formation of decomposition products. The results of DFT calculations have explained the lower reactivity of imidazole nucleophiles as compared with pyrazole in the arylation reaction.

Ni/Cu-Catalyzed Defluoroborylation of Fluoroarenes for Diverse C-F Bond Functionalizations

Ni/Cu-catalyzed transformation of fluoroarenes to arylboronic acid pinacol esters via C-F bond cleavage has been achieved. Further versatile derivatization of an arylboronic ester has allowed for the facile two-step conversion of a fluoroarene to diverse functionalized arenes, demonstrating the synthetic utility of the method.

Directing/Protecting-Group-Free Synthesis of Tetraaryl-Substituted Pyrazoles through Four Direct Arylations on an Unsubstituted Pyrazole Scaffold

A directing/protecting-group-free synthesis of 1,3,4,5-tetraaryl-substituted pyrazoles was achieved through four transition metal-catalyzed direct arylations. Various pyrazoles with four different aryl rings were obtained using readily available reagents from an unsubstituted pyrazole. Two aryl-substituted pyrazoles showed intense violet fluorescence, high quantum yields (Φf=0.68, 0.64), and large Stokes shifts (19000, 15200cm-1).