5334-39-4

Basic information

• Product Name: 3-Methyl-4-nitropyrazole
• Synonyms: 3-Methyl-4-Nitro-1H-Pyrazole;at-7519-lua2-3-261-156g;1H-Pyrazole,3-methyl-4-nitro-(9CI);3-Methyl-4-nitropyrazole;3-Methyl-4-nitropyra;3-Methyl-4-Nitro-1H-Pyrazole
• CAS NO: 5334-39-4
• Molecular Formula: C₄H₅N₃O₂
• Molecular Weight: 127.1
• Product Categories: NITRO
• Mol File: 5334-39-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 131-134℃
• Boiling Point: 325℃
• Flash Point: 142.854 °C
• Appearance: /
• Density: 1.427 g/cm³
• Vapor Pressure: 0.000962mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.19±0.50(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 3-Methyl-4-nitropyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-4-nitropyrazole(5334-39-4)
• EPA Substance Registry System: 3-Methyl-4-nitropyrazole(5334-39-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-37
• RTECS: UQ7435000
• Hazardous Substances Data: 5334-39-4(Hazardous Substances Data)

Usage

Uses

3-Methyl-4-nitropyrazole is a reactant used in the preparation of aminopyrazole derivatives as potent, selective and brain penetrant Leucine-rich repeat kinase 2(LRRK2) small molecule inhibitors.

InChI:InChI=1/C4H5N3O2/c1-3-4(7(8)9)2-5-6-3/h2H,1H3,(H,5,6)

Upstream product

• 13808-64-5 4-bromo-3-methyl-1H-pyrazole 
• 1453-58-3 3-Methylpyrazole 
• 21901-41-7 4-methyl-5-nitropyridin-2(1H)-one 
• 15802-75-2 4-iodo-3-methyl-1H-pyrazole 

Downstream Products

• 3920-38-5 1,3-dimethyl-4-nitro-1H-pyrazole 
• 3920-42-1 1,5-dimethyl-4-nitro-1H-pyrazole 
• 113140-10-6 3-methyl-1H-pyrazole-4-amine 
• 5334-40-7 4-nitro-1H-pyrazole-5-carboxylic acid 
• 847139-22-4 tert-butyl 3-methyl-4-nitro-1H-pyrazole-1-carboxylate 
• 1201935-90-1 ethyl 2-(3-methyl-4-nitropyrazol-1-yl)acetate 
• 1795275-33-0 tert-butyl 4-(4-amino-3-methyl-1H-pyrazol-1-yl)piperidine-1-carboxylate 
• 1566543-93-8 C₉H₁₃N₃O₄ 
• 1374829-39-6 3-methyl-1-(4-(methylsulfonyl)phenyl)-4-amino-1H-pyrazole 
• 1374830-19-9 5-methyl-1-(4-(methylsulfonyl)phenyl)-4-amino-1H-pyrazole 
• 1374829-38-5 3-methyl-1-(4-(methylsulfonyl)phenyl)-4-nitro-1H-pyrazole 
• 1374830-18-8 5-methyl-1-(4-(methylsulfonyl)phenyl)-4-nitro-1H-pyrazole 
• 444010-36-0 1-(1-adamantyl)-3-methyl-4-nitropyrazole 
• 90946-24-0 3-methyl-4-nitro-1-phenyl-1H-pyrazole 

Relevant articles and documents

Structure of 3(5)-Methyl-4-nitropyrazole in the Solid State: Tautomerism, Crystallography and the Problem of Desmotropy

The first example of desmotropy in azoles has been found concerning 3-methyl-4-nitropyrazole and its tautomer, 5-methyl-4-nitropyrazole: the crystal and molecular structure of both tautomers has been determined by X-ray analysis, 13C CPMAS NMR spectroscopy has been used for studying the isomerization processes in the solid state.

Chiral phosphoric acid-catalyzed enantioselective three- component aza-diels-alder reactions of aminopyrroles and aminopyrazoles

A highly stereoselective three-component Povarov reaction, catalyzed by (R)- and (S)-BINOL hydrogen phosphate, was achieved for the first time with aminopyrroles and aminopyrazoles as 2-azadiene precursors. A variety of aldehydes, enecarbamates, amino-substituted azines participated in the reaction to afford the tetrahydropyrrolopyridines and tetrahydropyrazolopyridines in good yields with excellent diatereo- and enantioselectivities. A stereochemical model is proposed to account for the observed absolute stereochemistry.

A simple and environmentally benign nitration of pyrazoles by impregnated bismuth nitrate

We report herein a facile, rapid, and environmentally friendly synthesis of nitropyrazoles in good yields using silica-bismuth nitrate and silica-sulfuric acid-bismuth nitrate at room temperature for the first time. The relatively non-toxic nature, ease o