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Phenylpiracetam CAS: 77472-70-9 | Molecular formula: C12H14N2O2 | Molecular weight: 218.25 g/mol.

Información del Producto

Phenylpiracetam – CAS 77472-70-9

Phenylpiracetam (CAS 77472-70-9) is supplied by Rexar as a research-grade chemical reference material for analytical chemistry, structural verification and laboratory-based comparison workflows. This synthetic small molecule compound is provided exclusively for controlled research environments requiring confirmed chemical identity, reproducible analytical characteristics and consistent documentation standards.

Phenylpiracetam is available directly through the Rexar webshop and is supplied in sealed laboratory packaging for distribution within the European Union.

Rexar Technical Compound Datasheet (PDF)

Comprehensive structural overview

Phenylpiracetam is a substituted pyrrolidone derivative belonging to the broader class of racetam-type compounds. Structurally, it contains a 2-oxo-pyrrolidine core (lactam ring) linked to an acetamide side chain and substituted with a phenyl group. The presence of both cyclic amide functionality and aromatic substitution results in a hybrid molecular architecture combining aliphatic, heterocyclic and aromatic structural domains.

The central pyrrolidone ring represents a five-membered lactam structure containing a carbonyl group and a tertiary nitrogen atom. Lactam rings are commonly encountered in small molecule chemistry due to their defined geometry and predictable spectroscopic characteristics. The phenyl substitution introduces aromatic electron delocalisation and additional steric bulk relative to non-substituted analogues.

Racetam-class structural context

Phenylpiracetam may be positioned within the structural family of 2-oxo-pyrrolidine derivatives. Members of this class share a lactam backbone with variations in side-chain substitution and aromatic incorporation. Structural differentiation within this group is primarily determined by the nature and position of substituents attached to the pyrrolidone core.

The addition of a phenyl group increases molecular mass and modifies steric properties compared to unsubstituted pyrrolidone derivatives. From a purely structural standpoint, aromatic substitution can influence intermolecular interactions, crystalline packing behaviour and chromatographic retention characteristics.

Molecular architecture and bonding characteristics

The molecular formula C12H14N2O2 describes a covalently bonded structure composed of carbon, hydrogen, nitrogen and oxygen atoms arranged in a substituted lactam configuration. The molecule contains both amide and lactam functional groups, each contributing characteristic spectroscopic features.

The carbonyl groups within the lactam ring and acetamide side chain generate distinct infrared absorption bands corresponding to C=O stretching vibrations. The aromatic phenyl ring contributes characteristic signals in proton and carbon NMR spectroscopy, while the aliphatic portions of the molecule produce separate, identifiable resonances.

In proton NMR analysis, aromatic protons typically appear in a defined chemical shift range distinct from the methylene groups of the pyrrolidone ring. Carbon-13 NMR may reveal carbonyl carbon signals in the expected downfield region, along with aromatic and aliphatic carbon environments that support structural confirmation.

Stereochemical considerations

Phenylpiracetam contains a chiral centre within its molecular structure. As a result, enantiomeric forms are theoretically possible. In analytical contexts, stereochemistry may influence chromatographic behaviour when chiral stationary phases are employed.

Chirality does not alter the fundamental molecular formula but can influence optical rotation measurements and separation characteristics under specialised analytical conditions. Structural verification workflows may include stereochemical analysis where relevant to laboratory methodology.

Physicochemical profile

Under standard laboratory conditions, Phenylpiracetam is typically encountered as a white crystalline powder. Crystalline small molecules with defined substitution patterns frequently display reproducible melting behaviour and consistent solid-state morphology.

Analytical parameters that may be evaluated in laboratory settings include:

  • Molecular mass confirmation via mass spectrometry
  • Characteristic fragmentation patterns
  • Proton and carbon NMR spectral verification
  • Infrared absorption bands corresponding to lactam and amide functionalities
  • Retention time behaviour in HPLC and UHPLC systems
  • UV absorbance associated with aromatic substitution

The phenyl group may contribute to ultraviolet absorbance properties due to aromatic conjugation. Such absorbance characteristics can assist in chromatographic detection under UV monitoring conditions.

Chromatographic behaviour

In reversed-phase liquid chromatography, aromatic substitution may increase hydrophobic interaction with non-polar stationary phases. The balance between polar amide functionalities and hydrophobic aromatic domains influences retention behaviour under defined mobile phase conditions.

The presence of multiple functional groups allows for optimisation of separation parameters during method development. Gradient composition, pH adjustment and solvent polarity can all influence retention characteristics.

Registry information and structural identifiers

Phenylpiracetam is registered under CAS number 77472-70-9 and indexed in public chemical databases. Registry entries typically include structural diagrams, SMILES notation, InChI identifiers and classification metadata relevant to substituted pyrrolidone derivatives.

  • Chemical name: Phenylpiracetam
  • IUPAC name: 2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
  • Other names: Fonturacetam, 4-Phenylpiracetam, Carphedon, Phenotropil, Carphedone, Karfedon
  • CAS number: 77472-70-9
  • Molecular formula: C12H14N2O2
  • Molecular weight: 218.25 g/mol
  • Physical appearance: White crystalline powder

Extended structural comparison within substituted pyrrolidones

Within the broader category of substituted pyrrolidone derivatives, structural variation commonly occurs at the 4-position of the lactam ring. Aromatic substitution at this position, as seen in Phenylpiracetam, introduces a planar phenyl ring that alters steric and electronic distribution relative to unsubstituted analogues.

The combination of cyclic amide and aromatic substitution creates a molecule containing both rigid and semi-flexible domains. The lactam ring provides conformational constraint, while the acetamide side chain introduces limited rotational flexibility. Such structural balance contributes to defined analytical characteristics under controlled laboratory conditions.

From a materials perspective, substituted lactams frequently crystallise in well-defined forms. Crystal lattice arrangement may be influenced by hydrogen bonding potential associated with amide functionalities. These intermolecular interactions can affect melting behaviour and solid-state stability.

Material consistency and traceability

As a research-grade chemical reference material, Phenylpiracetam is supplied in sealed laboratory packaging to preserve integrity during storage and transport. Batch identification labeling supports traceability within internal laboratory documentation systems.

Packaging and storage conditions

  • Sealed laboratory packaging
  • Store between 8–20 °C in a dry, dark environment
  • Protect from excessive moisture
  • Handle according to standard laboratory safety protocols
  • Shelf life up to 24 months when stored under recommended conditions

Additional public reference

Phenylpiracetam on PubChem

Frequently asked technical questions

What is the CAS number of Phenylpiracetam?
The CAS number of Phenylpiracetam is 77472-70-9.

In which form is Phenylpiracetam supplied?
This product is supplied as a white crystalline powder in sealed laboratory packaging.

Is this product intended for human or animal use?
No. This material is supplied exclusively as a laboratory reference compound.

Is Phenylpiracetam available for shipment within the EU?
Yes. Orders are supplied through the Rexar webshop in sealed laboratory packaging.

Advanced structural and analytical characterisation

Phenylpiracetam may also be analysed within the broader context of substituted heterocyclic amide compounds. The pyrrolidone (lactam) ring system represents a cyclic amide structure in which the nitrogen atom is incorporated directly into the ring framework. Cyclic amides often display predictable bond angles and constrained conformations compared to open-chain amides, contributing to well-defined spectroscopic behaviour.

The presence of two carbonyl-containing functional groups within Phenylpiracetam — one in the lactam ring and one in the acetamide side chain — introduces multiple hydrogen bonding acceptor sites. In solid-state environments, intermolecular hydrogen bonding interactions may influence crystal packing and lattice stability. Such interactions are commonly evaluated in structural chemistry when assessing polymorphic behaviour and crystalline consistency.

From a molecular orbital perspective, the aromatic phenyl ring introduces a region of conjugated π-electron density that is electronically distinct from the saturated portions of the molecule. This separation of electronic domains can influence ultraviolet absorbance characteristics and may contribute to detectable absorption maxima under UV spectrometric conditions.

Chirality and conformational properties

Phenylpiracetam contains a stereogenic centre within its molecular framework, meaning that the compound may exist in enantiomeric forms. Enantiomers share identical molecular formulas and connectivity but differ in three-dimensional spatial arrangement. In non-chiral analytical systems, enantiomers typically exhibit identical retention times and spectroscopic patterns. However, when chiral stationary phases or optical rotation measurements are employed, stereochemical differences may be observed.

Conformational flexibility within the molecule is limited primarily to rotation around single bonds connecting the acetamide side chain and aromatic substitution. The pyrrolidone ring itself imposes structural rigidity due to its cyclic nature. This balance between rigidity and limited rotational freedom contributes to defined molecular geometry under standard laboratory conditions.

Thermal and solid-state considerations

Crystalline small molecules such as Phenylpiracetam may exhibit characteristic melting transitions when analysed via differential scanning calorimetry (DSC). Thermal behaviour is influenced by intermolecular interactions, hydrogen bonding patterns and crystal lattice organisation. Reproducible melting characteristics can serve as an additional parameter in material verification procedures.

Solid-state stability is influenced by storage conditions, particularly exposure to heat, light and moisture. Maintaining controlled environmental conditions between 8–20 °C and limiting humidity exposure supports long-term material consistency. Sealed laboratory packaging reduces variability associated with environmental factors.

Analytical method development considerations

During chromatographic method development, mobile phase composition, pH adjustment and gradient programming may influence the separation behaviour of substituted pyrrolidone derivatives. The presence of both polar amide groups and hydrophobic aromatic substitution requires balanced solvent systems to achieve optimal peak resolution.

In reversed-phase systems, aromatic substitution may increase interaction with non-polar stationary phases, while amide functionality contributes polar interaction potential. Adjustment of aqueous-to-organic solvent ratios may therefore significantly impact retention characteristics.

Mass spectrometric analysis typically confirms molecular weight and may provide fragmentation patterns associated with cleavage near the lactam or acetamide functionalities. Such fragmentation data can support structural confirmation in analytical workflows.

Digital structural identifiers and database indexing

International chemical databases index Phenylpiracetam using standardised structural descriptors including SMILES strings and InChI identifiers. These machine-readable encodings allow precise digital representation of atomic connectivity and stereochemistry. In laboratory information management systems (LIMS), such identifiers support accurate documentation, cross-referencing and inventory control.

Registry metadata typically include molecular weight, empirical formula, structural diagrams and classification data relevant to substituted heterocyclic amides. The CAS registry number (77472-70-9) provides a globally recognised numerical identifier supporting consistent documentation across analytical and research environments.

Comparative structural positioning

Within the broader class of 2-oxo-pyrrolidine derivatives, substitution patterns define molecular diversity. Aromatic substitution at the 4-position, as present in Phenylpiracetam, introduces steric and electronic modifications relative to non-aromatic analogues. These differences are reflected in measurable analytical properties including retention behaviour, spectral signatures and crystallisation characteristics.

The defined molecular architecture — combining a cyclic lactam core, acetamide linkage and aromatic substitution — establishes Phenylpiracetam as a structurally distinctive small molecule compound within substituted pyrrolidone chemistry.

Disclaimer

This product is intended for laboratory research use only. It is not intended for human or animal consumption, nor for medical, diagnostic or therapeutic applications.

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Especificaciones

Intended use: Laboratory research and analytical reference purposes only
Application area: Analytical chemistry, reference comparison and method development
End user: Professional users in controlled research environments
Regulatory classification: Chemical reference material
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