287922-71-8

Basic information

• Product Name: 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile
• Synonyms: 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile;4-Bromo-3-cyano-1-methyl-1H-pyrazole
• CAS NO: 287922-71-8
• Molecular Formula: C₅H₄BrN₃
• Molecular Weight: 186.012
• Mol File: 287922-71-8.mol

Chemical Properties

• Melting Point: 103-105℃
• Boiling Point: 319.2±27.0 °C(Predicted)
• Appearance: /
• Density: 1.71±0.1 g/cm3(Predicted)
• PKA: -3.81±0.10(Predicted)
• Water Solubility: Sparingly soluble in water.(0.26 g/L) (25°C),
• CAS DataBase Reference: 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile(287922-71-8)
• EPA Substance Registry System: 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile(287922-71-8)

Safety Data

• Hazardous Substances Data: 287922-71-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique molecular structure allows it to be a key component in the development of new pharmaceuticals with potential therapeutic applications.
Used in Benzoylthiophene Synthesis:
4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile is used as a precursor in the synthesis of benzoylthiophenes, which are allosteric enhancers (AE) of agonist activity at the A1 adenosine receptor. These benzoylthiophenes have potential applications in the treatment of various diseases and conditions, such as neurodegenerative disorders, by modulating the activity of the A1 adenosine receptor.

Upstream product

• 84547-86-4 4-bromo-1-methyl-1H-pyrazole-3-carboxylic acid 
• 288246-16-2 4-bromo-1H-pyrazole-3-carbonitrile 
• 74-88-4 methyl iodide 
• 384812-85-5 4-bromo-1-methyl-1H-pyrazole-3-carboxamide 

Downstream Products

• 1350323-56-6 4-{3-[(1S)-1-(2-Chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1-methyl-1H-pyrazole-3-carbonitrile 
• 1346816-13-4 4-(6-amino-5-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}pyridin-3-yl)-1-methyl-1H-pyrazole-3-carbonitrile 
• 81303-57-3 3-cyano-1-methyl-1H-pyrazole-4-carboxylic acid 
• 2158267-70-8 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-3-carbonitrile 

Relevant articles and documents

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Fused Bicyclic Kinase Inhibitors

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PYRROLE AND PYRAZOLE DERIVATIVES AS POTENTIATORS OF GLUTAMATE RECEPTORS

The present invention relates to pyrrole and pyrazole compounds of formula (I) and their pharmaceutically acceptable salts, and further relates to their use in treating schizophrenia, cognitive deficits associated with schizophrenia, Alzheimer's disease, dementia of the Alzheimer's type, mild cognitive impairment, or depression. The compounds act as potentiators on glutamate receptors, in particular AMPA and the GluR family.