Overview
(3R)-3-Phenylpiperazin-2-one is a chiral heterocyclic compound featuring a phenyl group attached to a piperazinone ring. Its stereospecific structure makes it valuable in asymmetric synthesis, particularly for pharmaceuticals targeting neurological and psychiatric conditions. The compound is typically synthesized via enantioselective methods to ensure high optical purity. As a niche intermediate, it is primarily used in research and small-scale pharmaceutical production. Its stability and reactivity profile allow for further functionalization, enabling the creation of complex molecules with defined stereochemistry.
Physical and Chemical Properties
The compound appears as a white to off-white crystalline solid with moderate solubility in polar organic solvents but limited solubility in water. Its molecular weight (176.22 g/mol) and chiral center at the 3-position are critical for its applications. Spectroscopic data (e.g., NMR, IR) are used to confirm identity and purity. Thermal properties such as melting point and decomposition temperature are supplier-dependent but generally fall within ranges typical for aromatic heterocycles. Stability under ambient conditions is adequate when stored properly, though prolonged exposure to humidity or light should be avoided.
Main Applications
(3R)-3-Phenylpiperazin-2-one serves as a key intermediate in the synthesis of bioactive molecules, including potential dopamine receptor modulators and serotonin antagonists. Its chiral structure is leveraged to impart desired stereochemistry in final active pharmaceutical ingredients (APIs). In academic and industrial labs, it is employed to study structure-activity relationships (SAR) in medicinal chemistry. Some derivatives are investigated for their psychotropic effects, though commercial APIs using this intermediate remain under development.
Safety and Storage
While not classified as highly hazardous, standard laboratory precautions are advised: use fume hoods, wear PPE (gloves, goggles), and avoid skin contact. No specific acute toxicity data is widely reported, but similar piperazinone derivatives may cause irritation. Storage requires protection from moisture and oxidation. Argon or nitrogen atmospheres are recommended for long-term preservation of chiral integrity. Suppliers typically provide material safety data sheets (MSDS) with lot-specific handling instructions.
B2B Procurement Guide
Buyers should prioritize suppliers with demonstrated expertise in chiral synthesis. Key procurement criteria include enantiomeric purity (≥98% ee), batch-to-batch consistency, and availability of COA (Certificate of Analysis). Custom synthesis options exist for bulk quantities (>1 kg), with lead times varying by complexity. Pricing is sensitive to scale and purity. Research-grade samples (1–10 g) command premium rates, while contract manufacturing agreements for larger volumes may reduce costs by 20–40%. Due to niche demand, multi-supplier sourcing is often impractical.
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