35715-66-3

Usage

Uses

Used in Pharmaceutical Industry:
1-(2-fluorophenyl)-1H-pyrazole is utilized as a pharmaceutical intermediate for the development of drugs with potential applications in various therapeutic areas. The incorporation of the fluorine atom can enhance the compound's pharmacokinetic and pharmacodynamic properties, such as lipophilicity, metabolic stability, and receptor binding affinity, which are crucial for drug efficacy and safety.
Used in Medicinal Chemistry Research:
As a pyrazole derivative, 1-(2-fluorophenyl)-1H-pyrazole serves as a key building block in the synthesis of novel compounds with potential biological activities. Researchers use 1-(2-fluorophenyl)-1H-pyrazole to explore its antimicrobial, anticancer, and anti-inflammatory properties, aiming to discover new lead compounds or drug candidates for the treatment of various diseases.
Used in Drug Design and Optimization:
The unique structural features of 1-(2-fluorophenyl)-1H-pyrazole, including the fluorine substituent and the pyrazole core, make it a valuable template for drug design and optimization. Medicinal chemists can modify 1-(2-fluorophenyl)-1H-pyrazole through various chemical reactions to generate a series of analogs with improved potency, selectivity, and pharmacological properties, ultimately leading to the development of more effective and safer drugs.

InChI:InChI=1/C9H7FN2/c10-8-4-1-2-5-9(8)12-7-3-6-11-12/h1-7H

Upstream product

• 288-13-1 NH-pyrazole 
• 348-52-7 1-Fluoro-2-iodobenzene 
• 1126-00-7 1-phenylpyrazole 

Downstream Products

• 1436429-97-8 diethyl 2-(3-fluoro-2-(1H-pyrazol-1-yl)phenyl)malonate 
• 1469884-12-5 C₂₁H₂₂FN₇ 
• 957062-81-6 4-bromo-1-(2-fluorophenyl)-1H-pyrazole 

Relevant academic research and scientific papers

NHC-Copper Mediated Ligand-Directed Radiofluorination of Aryl Halides

[18F]-labeled aryl fluorides are widely used as radiotracers for positron emission tomography (PET) imaging. Aryl halides (ArX) are particularly attractive precursors to these radiotracers, as they are readily available, inexpensive, and stable. However, to date, the direct preparation of [18F]-aryl fluorides from aryl halides remains limited to SNAr reactions between highly activated ArX substrates and K18F. This report describes an aryl halide radiofluorination reaction in which the C(sp2)-18F bond is formed via a copper-mediated pathway. Copper N-heterocyclic carbene complexes serve as mediators for this transformation, using aryl halide substrates with directing groups at the ortho position. This reaction is applied to the radiofluorination of electronically diverse aryl halide derivatives, including the bioactive molecules vismodegib and PH089.

READ-THROUGH INDUCER AND PHARMACEUTICAL USE THEREOF

PROBLEM TO BE SOLVED: To provide a novel read-through inducer. SOLUTION: The present invention relates to a compound represented by the general formula (I) [each symbol in the formula is as described in the specification] or a pharmaceutically acceptable

PYRAZOLYL COMPOUNDS AND METHODS OF USE THEREOF

Compounds having activity as chemotherapeutic agents are provided. The compounds have the following structure (I): or a pharmaceutically acceptable salt, stereoisomer, isotopic form or prodrug thereof, wherein R1a, R1b, R1c, R1d, L, and are as defined herein. Methods associated with preparation and use of such compounds, pharmaceutical compositions comprising such compounds and methods for treating cancer (e.g., hematological cancers) are also provided.

Imidazopyridazines as potent inhibitors of Plasmodium falciparum calcium-dependent protein kinase 1 (PfCDPK1): Preparation and evaluation of pyrazole linked analogues

The structural diversity and SAR in a series of imidazopyridazine inhibitors of Plasmodium falciparum calcium dependent protein kinase 1 (PfCDPK1) has been explored and extended. The opportunity to further improve key ADME parameters by means of lowering log D was identified, and this was achieved by replacement of a six-membered (hetero)aromatic linker with a pyrazole. A short SAR study has delivered key examples with useful in vitro activity and ADME profiles, good selectivity against a human kinase panel and improved levels of lipophilic ligand efficiency. These new analogues thus provide a credible additional route to further development of the series.

Pd(OAc)2-catalyzed regioselective aromatic C-H bond fluorination

A novel Pd(OAc)2-NFSI-TFA system was developed for the highly selective ortho-monofluorination directed by diverse aryl-N-heterocyclic directing groups e.g., quinoxaline, pyrazole, benzo[d]oxazole, and pyrazine derivatives. A Pd(ii/iv) catalytic cycle was proposed based on the ESI-MS/MS studies. The Royal Society of Chemistry 2013.

Compositions and Methods for Inhibition of TBL-1 Binding to Disease-Associated Molecules

Compositions and methods which modulate diseases and disorders related to transducin β-like protein 1 (TBL1) activity, including but not limited to cancer, inflammation, and bone related diseases.

Nickel-catalyzed Suzuki-Miyaura reaction of aryl fluorides

Two protocols for the nickel-catalyzed cross-coupling of aryl fluorides with aryl boronic esters have been developed. The first employs metal fluoride cocatalysts, such as ZrF4 and TiF4, which enable Suzuki-Miyaura reactions of aryl fluorides bearing electron-withdrawing (ketones, esters, and CF3), aryl and alkenyl groups as well as those comprising fused aromatic rings, such as fluoronaphthalenes and fluoroquinolines. The second protocol employs aryl fluorides bearing ortho-directing groups, which facilitate the difficult C-F bond activation process via cyclometalation. N-heterocycles, such as pyridines, quinolines, pyrazoles, and oxazolines, can successfully promote cross-coupling with an array of organoboronic esters. A study into the substituent effects with respect to both coupling components has provided fundamental insights into the mechanism of the nickel-catalyzed cross-coupling of aryl fluorides.