2-(piperazin-1-yl)-5-(trifluoromethyl)pyrimidine | CAS 745066-18-6

PRODUCT NAME

2-(PIPERAZIN-1-YL)-5-(TRIFLUOROMETHYL)PYRIMIDINE
CAS: 745066-18-6

OVERVIEW

2-(piperazin-1-yl)-5-(trifluoromethyl)pyrimidine | CAS 745066-18-6 is a fluorine-containing heterocyclic intermediate with broad utility in medicinal chemistry and pharmaceutical research. Its structure combines a pyrimidine core with both a piperazine substituent and a trifluoromethyl group, imparting unique physicochemical and biological properties. This compound serves as a key building block in the synthesis of targeted small molecules, especially where modulation of lipophilicity, metabolic stability, and receptor binding is critical.

The presence of the trifluoromethyl (CF₃) group enhances electronic characteristics and can dramatically influence bioavailability and pharmacokinetics, making this intermediate highly valuable for drug discovery programs oriented toward CNS, oncology, and anti-infective targets.

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CHEMICAL STRUCTURE & IDENTIFIERS

• IUPAC Name: 2-(Piperazin-1-yl)-5-(trifluoromethyl)pyrimidine

• CAS Registry Number: 745066-18-6

• Molecular Formula: C₉H₁₀F₃N₅

• Molecular Weight: 232.21 g/mol

The structure features:

• A pyrimidine ring, a six-membered aromatic heterocycle containing two nitrogen atoms at positions 1 and 3.

• A piperazine moiety attached at the 2-position, offering two tertiary amine sites conducive for derivatization.

• A trifluoromethyl (CF₃) substituent at the 5-position, a strong electron-withdrawing group that influences the acidity, lipophilicity, and metabolic behavior of adjacent functionalities.

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PHYSICOCHEMICAL PROPERTIES

Detailed physicochemical properties (such as melting point, solubility, and spectral data) can be provided upon request or accessed via technical datasheets and certificates of analysis.

However, based on structural features:

• The compound is expected to be moderately polar, with enhanced membrane permeability due to the CF₃ substituent.

• The piperazine group imparts basicity, enabling the formation of salts that improve solubility in common organic and aqueous media.

• The trifluoromethyl group significantly increases metabolic stability relative to non-fluorinated analogs.

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SYNTHETIC UTILITY

2-(piperazin-1-yl)-5-(trifluoromethyl)pyrimidine | CAS 745066-18-6 is widely used as a versatile intermediate in the preparation of pharmaceutical agents and research compounds, particularly when:

• Introducing a heterocyclic amine fragment is required to modulate receptor interactions.

• Fluorine substitution is desired to improve target affinity or pharmacokinetic properties.

• Building multi-functional scaffolds in medicinal chemistry libraries.

Typical applications include:

• N-alkylation and acylation reactions at the piperazine nitrogens.

• Cross-coupling chemistry to link the pyrimidine core with diverse pharmacophores.

• Formation of salt forms to tailor physicochemical attributes for formulation.

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APPLICATIONS IN RESEARCH & DRUG DISCOVERY

This compound’s structural features make it especially valuable in:

1. MEDICINAL CHEMISTRY

It is utilized in the synthesis of small molecules targeting:

• G protein-coupled receptors (GPCRs)

• Kinases

• Ion channels
  The trifluoromethyl group often improves binding affinity and selectivity.

2. CNS DRUG DISCOVERY

Lipophilicity and metabolic robustness introduced by CF₃ can support development of central nervous system agents with favorable blood-brain barrier penetration.

3. ONCOLOGY & IMMUNOLOGY

The scaffold supports rapid assembly of libraries for screening against cancer pathways, immune checkpoints, and other complex biological targets.

4. FLUORINATED COMPOUND DEVELOPMENT

Research into fluorine-rich compounds benefits greatly from reagents like this, where fluorination directly influences biological interactions and pharmacodynamics.

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QUALITY & PURITY

At ResolveMass Laboratories Inc., our 2-(piperazin-1-yl)-5-(trifluoromethyl)pyrimidine is produced under strict quality control protocols to meet high standards expected by research and pharmaceutical industries. Each batch is:

• Characterized using NMR, LC-MS, and other analytical methods

• Supplied with a detailed Certificate of Analysis (CoA)

• Supported by technical documentation for research use

We ensure reproducibility and consistency, making our product suitable for advanced synthetic and preclinical research.

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PACKAGING & STORAGE

The compound is available in a range of packaging sizes suited to laboratory and production needs (e.g., grams to kilograms). It should be stored:

• In a cool, dry place

• Away from strong oxidizing agents and moisture

• In well-sealed containers to maintain stability

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SAFETY INFORMATION

This compound is intended for laboratory research use only. Consult the Safety Data Sheet (SDS) before handling. Appropriate personal protective equipment (PPE) and standard laboratory safety protocols must be observed.

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WHY CHOOSE RESOLVEMASS?

ResolveMass Laboratories Inc. is committed to providing high-quality fluorinated and heterocyclic intermediates with:

• Reliable batch consistency

• Comprehensive analytical support

• Industry-standard documentation

Our team is available to assist with bulk inquiries, custom synthesis routes, and technical support for your research projects.