25688-17-9

Basic information

• Product Name: 1-(2-Nitrophenyl)-1H-pyrazole
• Synonyms: 1-(2-Nitrophenyl)-1H-pyrazole;1-(2-Nitrophenyl)pyrazole
• CAS NO: 25688-17-9
• Molecular Formula: C₉H₇N₃O₂
• Molecular Weight: 189.17078
• Mol File: 25688-17-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 87-88 °C
• Boiling Point: 332.7±25.0 °C(Predicted)
• Appearance: /
• Density: 1.33±0.1 g/cm3(Predicted)
• Storage Temp.: Room temperature.
• PKA: -0.69±0.10(Predicted)
• CAS DataBase Reference: 1-(2-Nitrophenyl)-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Nitrophenyl)-1H-pyrazole(25688-17-9)
• EPA Substance Registry System: 1-(2-Nitrophenyl)-1H-pyrazole(25688-17-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 25688-17-9(Hazardous Substances Data)

Usage

General Description

1-(2-Nitrophenyl)-1H-pyrazole is a chemical compound with the molecular formula C10H7N3O2. It is a pyrazole derivative that contains a nitrophenyl group attached to the pyrazole ring. 1-(2-Nitrophenyl)-1H-pyrazole has potential applications in the field of pharmaceuticals and agrochemicals due to its unique structure and potential biological activities. It may be used as a building block in the synthesis of various organic compounds and may also exhibit interesting pharmacological properties that could be investigated for therapeutic purposes. However, its specific properties and uses would need to be further studied and determined through experimental research.

Upstream product

• 122-31-6 malondialdehyde bis(diethyl acetal) 
• 6293-87-4 o-nitrophenylhydrazine hydrochloride 
• 99867-03-5 1-(2-nitro-phenyl)-1H-pyrazole-3,5-dicarboxylic acid 
• 288-13-1 NH-pyrazole 
• 1493-27-2 ortho-nitrofluorobenzene 
• 609-73-4 o-nitroiodobenzene 
• 577-19-5 2-nitrophenyl bromide 
• 528-29-0 1,2-Dinitrobenzene 
• 100-00-5 4-chlorobenzonitrile 
• 88-73-3 2-Chloronitrobenzene 
• 1126-00-7 1-phenylpyrazole 
• 29334-65-4 3,5-dimethyl-1-(2-nitrophenyl)-1H-pyrazole 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 3034-19-3 (2-nitrophenyl)hydrazine 

Downstream Products

• 138622-18-1 ethyl (E)-2-<2-(pyrazol-1'-yl)phenylhydrazono>propanoate 
• 138622-18-1 ethyl (Z)-2-<2-(pyrazol-1'-yl)phenylhydrazono>propanoate 
• 25775-03-5 2-(1H-pyrazol-1-yl)-benzonitrile 
• 15728-92-4 1-(2,4-dinitro-phenyl)-4-nitro-1H-pyrazole 
• 54705-91-8 2-(1H-pyrazol-1-yl)aniline 
• 1964-92-7 2,2'-bis(pyrazol-1''-yl)azoxybenzene 
• 62569-41-9 4-nitro-1-(2-nitro-phenyl)-1H-pyrazole 

Relevant articles and documents

Palladium-Catalyzed Direct C(sp2)-H ortho-Arylation of Anilides Using 2-Aminophenylpyrazole as the Directing Group

Palladium-catalyzed ortho-arylation of anilides was achieved using 2-aminophenyl-1H-pyrazole (2-APP) as a new directing group. Using Pd(OAc)2 as the catalyst and AgO as the promoter, mono- and diarylation of anilides were realized in up to 89% isolated yield. Further manipulation of the arylation product may be accomplished by a 2-step sequence involving an acidic hydrolysis of the methylated amide. More interestingly, in the presence of K2CO3, tandem C-C/C-N cyclization products were obtained for a couple of substrates.

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.

Pyrimidine compounds

The present invention belongs to the field of pharmaceutical synthesis, and relates to pyrimidine compounds, a preparation method and applications thereof, a pharmaceutical composition containing the pyrimidine compounds as active components, and applications of the pyrimidine compounds in preparation of antitumor drugs. The present invention discloses a pyrimidine compound having a structure represented by a formula I, wherein W is NH, R1 is a nitrogen-containing five-membered heterocyclic ring, and R2 is a nitrogen-containing basic group. According to the present invention, the pyrimidine compound can inhibit a variety of tumor cells, can particularly and selectively act on EGFRL858R/T790M lung cancer cells, and can overcome the existing EGFR inhibitors, wherein the IC50 of the compounds is increased by 10-100 times compared to wild-type cells. The formula I is defined in the specification.