59844-05-2

Basic information

• Product Name: 3-(2-Nitrophenyl)-1H-pyrazole
• Synonyms: 3-(2-Nitrophenyl)-1H-pyrazole;5-(2-Nitrophenyl)pyrazole;2-(1H-Pyrazol-3-yl)nitrobenzene;5-(2-nitrophenyl)-1H-pyrazole
• CAS NO: 59844-05-2
• Molecular Formula: C₉H₇N₃O₂
• Molecular Weight: 189.17078
• Mol File: 59844-05-2.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2-Nitrophenyl)-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-Nitrophenyl)-1H-pyrazole(59844-05-2)
• EPA Substance Registry System: 3-(2-Nitrophenyl)-1H-pyrazole(59844-05-2)

Safety Data

• Hazard Codes: Irritant:
• HazardClass: IRRITANT
• Hazardous Substances Data: 59844-05-2(Hazardous Substances Data)

Usage

General Description

3-(2-Nitrophenyl)-1H-pyrazole is a chemical compound with the molecular formula C10H7N3O2. It is a pyrazole derivative with a nitrophenyl group attached to the third position of the pyrazole ring. 3-(2-Nitrophenyl)-1H-pyrazole is a yellow crystalline solid that is soluble in organic solvents. It is often used as a building block in organic synthesis and as a reagent in chemical reactions. The nitrophenyl group provides the compound with unique chemical and physical properties, making it valuable for various applications in the pharmaceutical and chemical industries. Some of its potential uses include being a precursor in the synthesis of pharmaceutical drugs and agrochemicals, as well as a probe in biochemical studies.

Upstream product

• 87488-61-7 3-(dimethylamino)-1-(2-nitrophenyl)prop-2-en-1-one 
• 577-59-3 2-acetylnitrobenzene 
• 153813-81-1 (E)-3-(N,N-dimethylamino)-1-(2-nitrophenyl)-2-propen-1-one 
• 1072-63-5 1-vinylimidazole 

Downstream Products

• 111562-32-4 5-(2-aminophenyl)-1H-pyrazole 
• 111562-32-4 2-(1H-pyrazol-3-yl)aniline 
• 59844-06-3 N,N,α-trimethyl-3-(o-nitrophenyl)pyrazole-1-acetamide 
• 87488-80-0 2-(1-methyl-1H-pyrazol-3-yl)-phenylamine 
• 305811-47-6 1-methyl-3-(2-nitrophenyl)pyrazole 

Relevant articles and documents

Discovery of novel 2,4-diarylaminopyrimidine derivatives as potent and selective epidermal growth factor receptor (EGFR) inhibitors against L858R/T790M resistance mutation

A series of novel 2,4-diarylaminopyrimidine derivatives of AZD9291 were discovered as L858R/T790M mutant selective epidermal growth factor receptor (EGFR) inhibitors. The majority of these compounds exhibited moderate to excellent EGFR T790 M/L858R inhibitory activities and comparable anti-proliferative activities against double mutant over-expressed NCI-H1975 cells to that of AZD9291. The most promising compounds 8a displayed an IC50 of 4.1 nM against EGFR L858R/T790M mutants. 8a also showed excellent cytotoxic effect against NCI-H1975 cells with an IC50 of 59 nM and 100-fold selectivity over wide-type EGFR over-expressed A431 cells. Compound 8a significantly inhibited tumor growth in NCI-H1975 xenograft models at a non-toxic dose. Docking study performed for 8a with ATP binding site of EGFR-TK showed the similar binding mode to that of AZD9291. All these results suggested that compound 8a was a potential mutant-selective EGFR inhibitor.

TRIAZOLO- AND PYRAZOLOQUINAZOLINE DERIVATIVES AS PDE10A ENZYME INHIBITOR

The invention relates to compounds of the formula (I) and their use as pharmaceutical ingredients, in particular for the treatment of CNS related diseases.

Easily attachable and detachable ortho-directing agent for arylboronic acids in ruthenium-catalyzed aromatic C-H silylation

(Chemical Equation Presented) o-C?H silylation of arylboronic acids has been achieved using 2-pyrazol-5-ylaniline as an orthodirecting agent, which was temporarily attached to the boronyl group via Ru-catalyzed silylation with hydrosilanes. Condensation products of arylboronic acids with2-pyrazol-5-ylaniline were prepared in situ and subjected to reaction w ith triorganosilanes in the presence of RuH2(CO)(PPh3) 3 at 135°C. Regioselective silylation at their ortho-positions proceeded in good yields for phenylboronic acids bearing para-substituents such as chloro, fluoro, methyl, methoxy, and trifluoromethyl groups. p-Methoxycarbonyl-substituted phenylboronic acid provided thecorresponding silylated product in moderate yield. m-Tolyl- and 2-napht hylboronic acids underwent silylation selectively at the less stericallyhindered ortho-positions. The silylated products were utilized in Suzuk i?Miyaura coupling, followed either by iodination with ICl or by Tamao oxidation to furnish iodine- or hydroxy-substituted biaryls.