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Aniracetam (CAS 72432-10-1) is supplied by Rexar as a research-grade chemical reference material for analytical chemistry, structural verification and laboratory comparison workflows. This compound is provided exclusively for controlled research environments requiring confirmed chemical identity, reproducible analytical behaviour and consistent documentation standards.
Aniracetam is available directly through the Rexar webshop and supplied in sealed laboratory packaging for distribution within the European Union.
Rexar Technical Compound Datasheet (PDF)
Aniracetam belongs to the racetam class of compounds characterised by a 2-pyrrolidone core structure. The molecule consists of a pyrrolidinone ring substituted with a para-methoxybenzoyl group, forming a hybrid structure that combines a lactam moiety with an aromatic methoxy-substituted phenyl system.
The presence of both a cyclic amide (lactam) functional group and an aromatic ester-like benzoyl substituent contributes to a defined molecular architecture with mixed polar and non-polar characteristics. This dual character influences chromatographic behaviour, solubility parameters and spectroscopic features under laboratory conditions.
Racetam derivatives are defined by the presence of a 2-oxo-pyrrolidine nucleus. Structural variation within this class arises through substitution at the nitrogen atom or modification of side-chain moieties attached to the lactam ring. In Aniracetam, the N-substitution with a 4-methoxybenzoyl group distinguishes it from simpler pyrrolidone analogues.
The pyrrolidone ring is a five-membered cyclic amide exhibiting resonance stabilisation between the carbonyl oxygen and ring nitrogen. This resonance contributes to predictable infrared and NMR signatures and provides structural rigidity within the molecular core.
Aniracetam contains multiple functional groups relevant to analytical chemistry:
The lactam carbonyl typically produces a distinct absorption band in infrared spectroscopy, while the aromatic ring contributes characteristic C-H stretching and ring vibration bands. The methoxy substituent may produce additional C-O stretching signals detectable in IR analysis.
The molecular formula C12H13NO3 corresponds to a balanced distribution of aromatic and aliphatic regions. The benzoyl substituent introduces a planar aromatic domain capable of π-electron delocalisation, while the pyrrolidone ring contributes a polar amide environment.
Electron-donating effects from the methoxy substituent influence electron density across the aromatic ring. Through resonance (+M effect), the methoxy group can increase electron density at ortho and para positions, which may subtly affect NMR chemical shifts and UV absorption maxima.
NMR Spectroscopy: Proton NMR typically reveals aromatic proton signals in the expected chemical shift range for substituted benzene systems, alongside aliphatic signals from the pyrrolidone ring and methoxy group. Carbon-13 NMR distinguishes aromatic carbons, carbonyl carbons and aliphatic carbons within the ring structure.
Infrared Spectroscopy: The amide carbonyl stretch generally appears as a strong absorption band. Aromatic ring vibrations and methoxy C–O stretching bands provide additional structural confirmation.
UV-Visible Spectroscopy: The aromatic ring system supports π→π* transitions, enabling UV detection in chromatographic systems equipped with photodiode array or UV detectors.
Aniracetam exhibits defined retention behaviour in reversed-phase chromatographic systems. The aromatic ring contributes hydrophobic interactions with non-polar stationary phases, while the amide group introduces polar interaction potential.
Mobile phase composition, solvent polarity and pH may influence peak resolution and retention time. The absence of strongly ionisable groups under neutral conditions supports predictable chromatographic performance.
Mass spectrometry confirms a molecular weight of 219.24 g/mol. Fragmentation pathways may include cleavage adjacent to the amide bond or within the aromatic substituent. Stable fragment ions assist in structural verification during analytical workflows.
Aniracetam is typically encountered as a white crystalline powder. Crystalline organic compounds with defined substitution patterns often display reproducible melting transitions and stable solid-state behaviour under controlled storage conditions.
Intermolecular interactions in the solid state may include hydrogen bonding involving the lactam carbonyl group, contributing to crystal lattice stability.
The para-methoxy group acts as an electron-donating substituent via resonance effects. This can alter electron distribution across the aromatic ring and may influence spectroscopic characteristics such as UV absorption intensity.
Electron donation can also affect chemical shielding observed in NMR spectra, particularly in adjacent aromatic proton environments.
International chemical databases encode Aniracetam using canonical SMILES strings and InChI identifiers, ensuring accurate digital representation of atom connectivity and ring structure. These machine-readable formats support laboratory information management systems (LIMS) and documentation workflows.
As a research-grade chemical reference material, Aniracetam is supplied in sealed laboratory packaging to maintain integrity during transport and storage. Clear batch identification supports traceability and internal laboratory documentation.
What is the CAS number of Aniracetam?
The CAS number of Aniracetam is 72432-10-1.
In which form is Aniracetam 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 Aniracetam available for shipment within the EU?
Yes. Orders are supplied through the Rexar webshop in sealed laboratory packaging.
The pyrrolidin-2-one core of Aniracetam represents a cyclic amide (lactam) structure. Amide bonds are characterised by resonance delocalisation between the nitrogen lone pair and the adjacent carbonyl group. This resonance produces partial double-bond character between the nitrogen and carbonyl carbon, restricting rotation and contributing to structural rigidity.
The planar geometry of the amide bond results from this delocalisation, influencing both molecular conformation and spectroscopic behaviour. In infrared spectroscopy, the carbonyl stretching frequency of lactams typically reflects this conjugation effect, often appearing at characteristic absorption ranges consistent with cyclic amides.
The carbonyl oxygen within the lactam structure can participate in hydrogen bonding as an acceptor. In solid-state environments, intermolecular hydrogen bonding networks may contribute to crystalline packing and lattice stability.
Although Aniracetam lacks a strongly acidic proton donor group, polar interactions involving the amide functionality can influence melting characteristics and solubility behaviour under laboratory conditions.
Organic crystalline compounds with amide functionality may exhibit polymorphism, where different crystal packing arrangements produce distinct solid-state forms. While not all compounds display multiple polymorphs, the theoretical possibility is relevant in structural chemistry discussions.
Polymorphic variation can influence melting point, solubility and physical stability. Reproducible batch characteristics support consistent analytical identification.
Aniracetam exhibits a balance between hydrophobic and polar domains. The aromatic benzoyl group contributes hydrophobic character, while the lactam moiety introduces polarity.
This polarity balance affects partition behaviour between aqueous and organic phases. In reversed-phase chromatography, such balance often produces defined retention times that are reproducible under controlled method conditions.
Retention modelling of racetam derivatives can involve evaluation of hydrophobic surface area, hydrogen bond acceptor count and aromatic ring contribution. Interaction with stationary phases may include dispersive forces, dipole interactions and hydrogen bonding components.
Method development may involve gradient optimisation, solvent polarity adjustment and buffer selection to achieve resolution between structurally related lactam derivatives.
Within the racetam structural class, substitution at the nitrogen atom significantly influences physicochemical behaviour. Simple pyrrolidone derivatives differ from benzoyl-substituted analogues in polarity distribution and aromatic character.
The presence of a para-methoxybenzoyl substituent in Aniracetam distinguishes it structurally from unsubstituted or differently substituted pyrrolidinone analogues. Such substitution modifies molecular weight, electron distribution and chromatographic profile while preserving the lactam core.
Differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) may be used to evaluate thermal transitions in organic compounds. Defined melting transitions support structural consistency and purity evaluation in research-grade materials.
The absence of highly labile functional groups contributes to predictable thermal behaviour under moderate laboratory conditions.
Modern chemical informatics tools describe Aniracetam using descriptors such as polar surface area (PSA), logP estimations and hydrogen bond acceptor counts. These parameters are derived from molecular structure and assist in modelling physicochemical behaviour.
Computational modelling of conformational energy may consider restricted rotation around the amide bond and relative orientation between the aromatic ring and pyrrolidone core.
The benzoyl linkage creates partial conjugation between the aromatic ring and the carbonyl group. This extended resonance pathway influences electron density distribution across the molecule.
Substituent effects at the para position can further modulate this electronic communication, affecting spectroscopic response patterns in UV and NMR analysis.
Organic amide-containing compounds typically demonstrate structural stability when stored under dry, dark conditions. Protection from excessive moisture supports long-term material integrity.
Sealed laboratory packaging minimises environmental exposure and assists in maintaining consistent analytical characteristics over time.
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. This compound is not intended to diagnose, treat, cure or prevent any disease.
| 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 |
