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5-(2-Fluorophenyl)-1H-pyrrole-3-carbonitrile is a synthetic organic compound used primarily as a building block in drug discovery.
Structure & Key Features:
Contains a pyrrole ring (1H-pyrrole) with:
A 2-fluorophenyl group at position 5 (fluorinated benzene ring).
A cyano group (–C≡N) at position 3.
Pharmacophores: The fluorine enhances bioavailability/metabolic stability; the nitrile aids binding to biological targets.
Primary Application:
Medicinal chemistry intermediate for developing bioactive molecules (e.g., kinase inhibitors, CNS agents).
Properties:
Likely a solid; moderate polarity.
Synthesized via cross-coupling (e.g., Suzuki reaction).
5-(2-Fluorophenyl)-1H-pyrrole-3-carbonitrile is an organic compound with the following key features:
Core Structure:
Based on a pyrrole ring (a 5-membered aromatic heterocycle containing nitrogen, specifically the 1H-tautomer).
Substituents:
A 2-fluorophenyl group attached to the pyrrole ring at position 5 (a fluorinated benzene ring).
A cyano group (-C≡N) attached at position 3.
Chemical Properties:
Likely a crystalline solid at room temperature.
Moderately polar due to the nitrile group.
Potential for hydrogen bonding (N-H of pyrrole).
Applications:
Kinase inhibitors
CNS-active agents
Anticancer or anti-inflammatory compounds
Primarily a building block in medicinal chemistry and drug discovery.
The fluorophenyl and nitrile groups are common pharmacophores, suggesting potential use in developing:
May serve as an intermediate in synthesizing more complex heterocycles.
Synthesis:
Typically prepared via palladium-catalyzed cross-coupling (e.g., Suzuki-Miyaura) between a halogenated pyrrole-carbonitrile and 2-fluorophenylboronic acid, or via condensation/cyclization strategies.
In short: This compound is a specialized pyrrole derivative designed for pharmaceutical research, leveraging fluorination and nitrile functionalization for bioactivity and synthetic utility. It is not a common commercial chemical but a target-specific intermediate.
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