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1-methylimidazo[1,5-a]pyridine-3-carbonitrile
$450.00
CAS No.: 1532031-29-0
Catalog No.: 192636
Purity: 95%
MF: C9H7N3
MW: 157.176
Storage: 2-8 degree Celsius
SMILES: CC=1N=C(N2C1C=CC=C2)C#N
Catalog No.: 192636
Purity: 95%
MF: C9H7N3
MW: 157.176
Storage: 2-8 degree Celsius
SMILES: CC=1N=C(N2C1C=CC=C2)C#N
1-methylimidazo[1,5-a]pyridine-3-carbonitrile; CAS No.: 1532031-29-0; 1-methylimidazo[1,5-a]pyridine-3-carbonitrile. PROPERTIES: This methylated heterocyclic nitrile has molecular formula C9H7N3. It generally appears as a colorless to pale yellow crystalline solid. The 1-methylimidazo[1,5-a]pyridine-3-carbonitrile exhibits good solubility in DMSO and DMF but limited water solubility. Its melting point ranges between 102-105 C, and it has a molecular weight of approximately 157.17 g/mol. When handling, care should be taken to avoid inhalation of dust and use of proper respiratory protection in powder form. Storage should be in a tightly sealed container at room temperature, away from heat sources and oxidizing agents. The compound is sensitive to strong acids and may hydrolyze to the corresponding carboxylic acid upon exposure to moisture over extended periods. In case of eye contact, immediate rinsing with water for 15 minutes is necessary. APPLICATIONS: The 1-methylimidazo[1,5-a]pyridine-3-carbonitrile is employed as a synthetic intermediate in the production of JAK kinase inhibitors for treating autoimmune diseases where the nitrile group participates in covalent bonding with cysteine residues in the kinase domain (as detailed in medicinal chemistry literature). Its methyl substitution enhances solubility properties compared to non-methylated analogs. Additionally, the compound serves as a precursor in the synthesis of electron-transport materials for organic light-emitting diodes (OLEDs) with external quantum efficiencies exceeding 5%, as described in materials science publications. The nitrile group can be further functionalized through hydrolysis, reduction, orcyanation reactions to produce various derivatives for specialized applications in chemical research.
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