25688-18-0

Usage

Uses

Used in Pharmaceutical Synthesis:
1-(3-nitrophenyl)-1H-pyrazole is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs. Its unique structure allows it to be a key component in the creation of medicinal compounds, contributing to the development of novel therapeutic agents.
Used in Agrochemical Production:
In the agrochemical sector, 1-(3-nitrophenyl)-1H-pyrazole serves as an intermediate in the production of insecticides and other crop protection agents. Its chemical properties make it a valuable asset in formulating effective and targeted pest control solutions.
Used as a Research Reagent:
1-(3-nitrophenyl)-1H-pyrazole is utilized as a research reagent in organic synthesis and chemical analysis. It aids scientists and researchers in understanding and manipulating complex chemical reactions, thus advancing the fields of chemistry and material science.
Used in Drug Development:
Due to its distinctive chemical structure, 1-(3-nitrophenyl)-1H-pyrazole is employed in the development of new drugs. Its potential applications in medicinal chemistry make it a promising candidate for the creation of innovative pharmaceuticals to address various health conditions.
Used in Insecticide Development:
1-(3-nitrophenyl)-1H-pyrazole is also used in the development of insecticides, where its chemical properties can be harnessed to create effective agents against pests. This application is particularly relevant in agriculture to protect crops and in public health to control disease-carrying insects.

Upstream product

• 619-27-2 3-nitrophenylhydrazine 
• 106-89-8 epichlorohydrin 
• 288-13-1 NH-pyrazole 
• 402-67-5 3-fluoro-1-nitrobenzene 
• 122-31-6 malondialdehyde bis(diethyl acetal) 
• 585-79-5 m-nitrobromobenzene 
• 645-00-1 m-iodonitrobenzene 
• 121-73-3 3-Nitrochlorobenzene 
• 1126-00-7 1-phenylpyrazole 
• 14605-98-2 N-(3-nitrophenyl)sydnone 
• 79-10-7 acrylic acid 
• 102-52-3 malonaldehydebis(dimethylacetal) 

Downstream Products

• 101872-31-5 1-(3-nitrophenyl)-1H-pyrazole-4-carbaldehyde 
• 62537-73-9 4-nitro-1-(3-nitro-phenyl)-1H-pyrazole 
• 184097-88-9 3-(1H-pyrazol-1-yl)aniline 
• 25699-82-5 3-(1H-pyrazol-1-yl)benzonitrile 
• 352196-01-1 2,4,6-tris(3-(1H-pyrazol-1-yl)phenyl)-1,3,5-triazine 
• 90868-64-7 1-(3-nitro-phenyl)-1H-pyrazole-4-carboxylic acid 

Relevant academic research and scientific papers

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.

The ruthenium-catalyzed: Meta -selective C-H nitration of various azole ring-substituted arenes

The efficient ruthenium-catalyzed meta-selective CAr-H nitration of azole ring substituted arenes has been developed. In this work, Ru3(CO)12 was used as the catalyst, AgNO2 as the nitro source, HPcy3+·BF4- as the ligand, pivalic acid as the additive, and DCE as the solvent, and a wide spectrum of arenes bearing thiazole, pyrazolyl or removable oxazoline directing groups were tolerated in this meta-selective CAr-H nitration, affording the nitrated products in moderate to good yields. Moreover, this study reveals a gentler and environmentally friendly way to access meta-nitration arenes compared to the traditional process.

A 1,10-phenanthrene rowling-N-Monoxide derivatives ligand and its application

The invention relates to a 1,10-Phenanthroline monohydrate-dual N-monoxide derivative ligand. The derivative ligand has a structural formula as follows: FORMULA, wherein R1 and R8 are selected from hydrogen, halogen, hydroxyl, C1-C7 alkoxyl, straight-chain saturated or unsaturated C1-C6 alkyl, or branched-chain saturated or unsaturated C1-C6 alkyl; R2 to R7 are selected from hydrogen, halogen, hydroxyl, C1-C8 alkoxyl, straight-chain saturated or unsaturated C1-C6 alkyl, or branched-chain saturated or unsaturated C1-C6 alkyl, C3-C7 ring hydroxyl, benzyl, aryl or 5-7 membered heterocyclic ring. Hetero atoms (such as O or N) are contained in the ligand disclosed by the invention, and a transitional six-membered ring is formed through coordination with copper ions, so that aryl iodide, aryl bromide or aryl chloride is promoted to carry out a C-N coupling reaction with aliphatic amine or secondary aliphatic cyclammonium or aliphatic acid or nitrogen-containing heterocyclic compounds at room temperature.

Meta-Selective CAr-H Nitration of Arenes through a Ru3(CO)12-Catalyzed Ortho-Metalation Strategy

The first example of transition metal-catalyzed meta-selective CAr-H nitration of arenes is described. With the use of Ru3(CO)12 as the catalyst and Cu(NO3)2·3H2O as the nitro source, a wide spectrum of arenes bearing diversified N-heterocycles or oximido as the directing groups were nitrated with meta-selectivity exclusively. Mechanism studies have demonstrated the formation of a new 18e-octahedral ruthenium species as a key ortho-CAr-H metalated intermediate, which may be responsible for the subsequent meta-selective electrophilic aromatic substitution (SEAr). Moreover, this approach provides a fast-track strategy for atom/step economical synthesis of many useful pharmaceutical molecules.

N-Picolinamides as ligands for Ullmann-type C-N coupling reactions

The use of N-phenyl-2-pyridincarboxamide-1-oxide as a ligand with Cu2O in Ullmann type C-N bond formations between aryl halides and N-heteroaryls in common solvents, such as MeCN, DMF, and DMSO at 82-120 °C has been successfully demonstrated. The ligand is effective when only 4% equiv is used relative to the substrate. The reaction provided the corresponding products in coupling of electron-rich, electron poor, and ortho-substituted aryl halides, including ortho aryl-chlorides, in good to very good yields. N-arylation is selectively preferred at the benzyl position when ortho-halide benzyl bromide is reacted with one equivalent of pyrazole. However, di-N-arylation is achieved in very high yields when 2.5 equiv of pyrazole is used, providing a stoichiometric control over the coupling reaction.

Facile Synthesis of 1-Arylpyrazoles

A convenient and transition-metal-free synthesis of 1-arylpyrazoles that involves the cycloaddition of 3-arylsydnones and acrylic acid is presented. The process proceeds smoothly to obtain the target products with moderate to high yields.

New ligands for copper-catalyzed C－N coupling reactions at gentle temperature

Pyridin-2-ol-N-oxide was designed as an efficient ligand for the coupling reaction of aryl iodides, aryl bromides and aryl chlorides, respectively, with primary amines, cyclic secondary amines or N-containing heterocycles at room or moderate temperature. The catalytic system showed great functional groups tolerance and excellent selective reactivity.

Aromatic N-arylations catalyzed by copper-anchored porous zinc-based metal-organic framework under heterogeneous conditions

A highly porous Zn-based metal-organic framework (MOF) IRMOF-3 was covalently decorated with pyridine-2-aldehyde. The free amine group of IRMOF-3 upon condensation with pyridine-2-aldehyde affords a bidentate Schiff-base moiety in the porous matrix. The Schiff base moieties are availed to anchor copper(II) ions to display the catalyst's utility towards catalytic reactions. The catalyst was characterized by UV/Vis and IR spectroscopy, powder XRD spectrometry, SEM energy-dispersive X-ray spectrometry, and nitrogen sorption measurements. The catalyst exhibits excellent activity in catalyzing the N-arylation reaction of nitrogen-containing heterocycles with aryl bromides in DMSO medium, under mild condition (90°C) in the presence of Cs 2CO3. The porous catalyst demonstrates size selectivity towards substrate as a result of the presence of active sites inside the pores of the MOF. The anchored complex seems to be not leached or decomposed during the catalytic reactions up to five successive catalytic cycles, demonstrating practical advantages over homogeneous catalysis.

A manganese/copper bimetallic catalyst for C-N coupling reactions under mild conditions in water

An efficient and convenient bimetallic MnF2/CuI catalyst in combination with trans-1,2-diaminocyclohexane has been developed for the cross-coupling of nitrogen heterocycles with aryl halides in water at moderate temperature. A variety of nitrogen nucleophiles including pyrazole, 7-azaindole, indazole, indole, pyrrole and imidazole afforded the corresponding products in moderate to good yields (up to 94%) under the described arylation conditions.

Complete assignment of NMR data of 22 phenyl-1H-pyrazoles' derivatives

Complete assignment of 1H and 13C NMR chemical shifts and J(1H/1H and 1H/19F) coupling constants for 22 1-phenyl-1H-pyrazoles' derivates were performed using the concerted application of 1H 1D and 1H, 13C 2D gs-HSQC and gs-HMBC experiments. All 1-phenyl-1H-pyrazoles' derivatives were synthesized as described by Finar and co-workers. The formylated 1-phenyl-1H-pyrazoles' derivatives were performed under Duff's conditions. Copyright