56935-79-6

Usage

Uses

Used in Organic Synthesis:
4-(3,5-Dimethyl-1H-pyrazol-1-yl)benzonitrile 97% is used as a building block for the synthesis of other organic compounds. Its versatile structure allows for the creation of a variety of new molecules with potential applications in pharmaceuticals, materials science, and other fields.
Used in Coordination Chemistry:
In coordination chemistry, 4-(3,5-Dimethyl-1H-pyrazol-1-yl)benzonitrile 97% is used as a ligand. Its ability to form stable complexes with metal ions makes it a valuable component in the development of new catalysts, sensors, and materials with unique electronic and magnetic properties.
Used in Chemical Reactions:
4-(3,5-Dimethyl-1H-pyrazol-1-yl)benzonitrile 97% is also employed as a reagent in various chemical reactions. Its presence can facilitate or enhance the reaction process, leading to the formation of desired products with improved yields and selectivity.
Used in Research Applications:
Due to its unique structure and properties, 4-(3,5-Dimethyl-1H-pyrazol-1-yl)benzonitrile 97% is extensively used in research settings. It serves as a valuable tool for studying reaction mechanisms, exploring new synthetic routes, and investigating the properties of novel compounds.
Safety Precautions:
It is crucial to handle 4-(3,5-Dimethyl-1H-pyrazol-1-yl)benzonitrile 97% with care, as it may possess hazardous properties. Users should work in a well-ventilated area and wear appropriate personal protective equipment, such as gloves, goggles, and a lab coat, to minimize the risk of exposure.

InChI:InChI=1/C12H11N3/c1-9-7-10(2)15(14-9)12-5-3-11(8-13)4-6-12/h3-7H,1-2H3

Upstream product

• 1194-02-1 4-fluorobenzonitrile 
• 18290-96-5 3,5-dimethyl-1-(trimethylsilyl)-1H-pyrazole 
• 126747-14-6 4-cyanophenylboronic acid 
• 123-54-6 acetylacetone 
• 17672-27-4 4-hydrazinobenzonitrile 
• 67-51-6 3,5-dimethyl-1H-pyrazole 

Relevant academic research and scientific papers

Preparation method of pyrazole derivative

The present invention discloses a method for preparing a pyrazole derivative. The method comprises the following steps: the arylhydrazine derivative is mixed with an alkyldione derivative, reaction, to obtain a pyrazole derivative; wherein the structure of the arylhydrazine derivative is as follows: the structure of the alkyldione derivative is as follows: the structure of the pyrazole derivative provided by the present invention is green safe, simple and efficient, mild conditions, no catalyst, low cost, high synthesis efficiency. This method can synthesize a variety of 1,3,4,5-tetra-substituted pyrazole derivatives, and the method can be widely used in the field of organic synthesis.

Identification of Isoform 2 Acid-Sensing Ion Channel Inhibitors as Tool Compounds for Target Validation Studies in CNS

Acid-sensing ion channels (ASICs) are a family of ion channels permeable to cations and largely responsible for the onset of acid-evoked ion currents both in neurons and in different types of cancer cells, thus representing a potential target for drug discovery. Owing to the limited attention ASIC2 has received so far, an exploratory program was initiated to identify ASIC2 inhibitors using diminazene, a known pan-ASIC inhibitor, as a chemical starting point for structural elaboration. The performed exploration enabled the identification of a novel series of ASIC2 inhibitors. In particular, compound 2u is a brain penetrant ASIC2 inhibitor endowed with an optimal pharmacokinetic profile. This compound may represent a useful tool to validate in animal models in vivo the role of ASIC2 in different neurodegenerative central nervous system pathologies.

Transition metal containing ionic liquid-assisted one-pot synthesis of pyrazoles at room temperature

Abstract: The feasible and one of the green ways to synthesize organic compounds especially pyrazole and its derivatives are systematically presented. The one-pot synthesis of pyrazole was achieved by condensation of various hydrazines and 1,3-diketone derivatives at room temperature using transition metal-based ionic liquids. Herein, the unique combination of Fe(III) with ionic liquid is explored and utilized as an efficient homogeneous catalyst for the synthesis of pyrazole and its derivatives. The homogenous catalyst thus synthesised was re-used up to the fourth cycle (with 90%, 88%, 84%, 78% yields respectively). Graphic abstract: Pyrazoles are synthesized in the presence of transition metal-based ionic liquids at room temperature. From the green chemistry perspective, ionic liquids are considered as green solvents which have gained remarkable attention because of its non-toxic, non-corrosive and non-flammable nature while the presence of transition metal as a part of counter anion gives it more catalytic activity. [Figure not available: see fulltext.].

Direct N-heterocyclization of hydrazines to access styrylated pyrazoles: synthesis of 1,3,5-trisubstituted pyrazoles and dihydropyrazoles

A microwave-assisted method has been developed for the synthesis of tri-substituted pyrazoles via direct N-heterocyclization of hydrazines with metal-acetylacetonate and -dibenzylideneacetonate without using any base or additives. Most importantly, the synthesis of 1-aryl-5-phenyl-3-styryl-1H-pyrazoles was achieved in a single step using hydrochloride salt of various phenylhydrazines and this is the first report for direct construction of these molecules. The reaction medium and microwave conditions play a critical role for their selective product formation during the reaction. The present reaction explored the usage of metal-diketonic complexes as reaction substrates providing acetylacetone and dibenzylideneacetone moieties to directly participate in cyclization with hydrazines to form the corresponding pyrazoles in excellent yields. The present protocol introduces the important N-heterocyclic moieties in the final structures, giving the reaction great applications from a medicinal chemistry perspective, particularly in the late stage modification strategies in drug discovery.

METHOD FOR COUPLING HALOGEN-SUBSTITUTED AROMATIC COMPOUNDS WITH ORGANIC COMPOUNDS COMPRISING TRIALKYLSILYL-SUBSTITUTED HETEROATOMS

A process is provided for the preparation of aryl-heteroatom-bridged compounds by reacting a halogen-substituted aromatic compound with a trialkylsilyl-substituted heteroatom-containing organic compound.

SUBSTITUTED PYRAZOLE DERIVATIVES AND USE THEREOF

The present invention aims to provide a pyrazole derivative represented by the formula (I') or a salt thereof.

1,4-Dihydropyridines as Antagonists of Platelet Activating Factor. 1. Synthesis and Structure-Activity Relationships of 2-(4-Heterocyclyl)phenyl Derivatives

A novel class of 2-(4-heterocyclylphenyl)-1,4-dihydropyridines (2-38) possessing antagonist activity against platelet activating factor (PAF) was prepared by the Hantzsch synthesis from a variety of ethyl 4'-heterocyclic-substituted benzoylacetates, aryl or heteroaryl aldehydes, and substituted 3-aminocrotonamides or 3-aminocrotonate esters.Structure-activity relationships were evaluated where PAF antagonist activity was measured in vitro by determining the concentration of compound (IC50) required to inhibit the PAF-induced aggregation of rabbit washed platelets,and in vivo by determining the oral dose (ED50) which protected mice from a lethal injection of PAF.The nature of the substituent at the dihydropyridine 2-position was found to be important for both in vitro and in vivo activity, whereas there was greater flexibility for structural variation at the 4- and 5-positions.The most potent compound was 4-(2-chlorophenyl)-1,4-dihydro-3-(ethoxycarbonyl)-6-methyl-2-pyrid-1-yl)phenyl>-5-pyridine (17, UK-74,505), IC50 = 4.3 nM, ED50 = 0.26 mg/kg po, which was found to be approximately 33 times more potent in vitro (rabbit platelet aggregation) and about 8 times more potent in vivo (murine lethality) than WEB2086.Compound 17 also exhibited a long duration of action in the dog (inhibition of PAF-induced whole blood aggregation ex vivo was maintained for > 24 h following a single oral dose of 75 μg/kg) and was highly selective as a PAF antagonist, showing only weak affinity (IC50 = 6600 nM) for the nitrendipine binding site.As a result of its high oral potency, selectivity, and duration of action, UK-74,505 has been selected for clinical evaluation.