3-(Trifluoromethyl)imidazo[1,5-A]pyrazine
[CAS# 959238-36-9]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrazines
• Name: 3-(Trifluoromethyl)imidazo[1,5-A]pyrazine
• Molecular Formula: C₇H₄F₃N₃
• Molecular Weight: 187.12
• CAS Registry Number: 959238-36-9
• EC Number: 866-019-9
• SMILES: C1=CN2C(=CN=C2C(F)(F)F)C=N1

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319

Discovery and Applications

3-(Trifluoromethyl)imidazo[1,5-a]pyrazine is a compound known for its unique structure and wide applications in pharmaceuticals and materials science. Organic chemists reported the first synthesis and characterization of 3-(trifluoromethyl)imidazo[1,5-a]pyrazine, focusing on methods to introduce trifluoromethyl groups into the imidazo[1,5-a]pyrazine backbone. Initial studies highlighted its stability and reactivity, which are critical for its various applications.

3-(Trifluoromethyl)imidazo[1,5-a]pyrazine is characterized by the substitution of the imidazo[1,5-a]pyrazine core with trifluoromethyl groups at specific positions. This modification imparts unique electronic and stereogenic properties to the molecule, making it valuable in medicinal chemistry and materials science.

The compound is a key scaffold for drug discovery and development. Its structure is particularly useful in designing bioactive molecules that target specific biological pathways. Research focuses on its potential as an antiviral, antibacterial, or anticancer agent due to its enhanced pharmacokinetic properties.

3-(Trifluoromethyl)imidazo[1,5-a]pyrazine is used in materials science for its electronic properties. It is used in the synthesis of organic semiconductors and OLEDs (organic light-emitting diodes) because of its ability to facilitate charge transfer and improve device efficiency.

Ongoing research aims to further explore the synthesis of 3-(trifluoromethyl)imidazo[1,5-a]pyrazine, optimize its properties for specific applications, and expand its use in emerging fields such as nanotechnology and biomedical engineering.

References

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