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Acheter Vinpocetine – CAS 42971-09-5

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Vinpocetine CAS: 42971-09-5 | Molecular formula: C22H26N2O2 | Molecular weight: 350.45 g/mol.

Informations sur le produit

Vinpocetine – CAS 42971-09-5

Vinpocetine (CAS 42971-09-5) is supplied by Rexar as a research-grade chemical reference material for analytical chemistry, structural verification and laboratory comparison workflows. This synthetic derivative of vincamine is provided exclusively for controlled research environments requiring verified chemical identity, reproducible analytical characteristics and reference-grade consistency.

Vinpocetine 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

Vinpocetine is a semi-synthetic alkaloid derivative structurally related to vincamine. The molecule consists of a complex polycyclic framework incorporating multiple fused ring systems, including aromatic and heterocyclic components. Its pentacyclic architecture contributes to defined three-dimensional rigidity and stereochemical specificity.

The molecular formula C22H26N2O2 and molecular weight of 350.45 g/mol reflect a nitrogen-containing bicyclic core with an ester functionality. The presence of conjugated double bonds and aromatic systems influences spectroscopic behavior and chromatographic retention characteristics.

Polycyclic ring system and conformational rigidity

The pentacyclic skeleton of Vinpocetine includes fused rings that restrict rotational flexibility. Such conformational rigidity results in reproducible NMR coupling patterns and predictable chromatographic properties under controlled analytical conditions.

Rigid ring systems often generate distinct chemical shift environments, allowing clear differentiation from structurally simpler reference compounds.

Stereochemical configuration

Vinpocetine contains defined stereocenters, typically designated as (15S,19S) in systematic nomenclature. The spatial orientation of substituents contributes to consistent analytical fingerprinting.

Stereochemical integrity may be evaluated in advanced laboratory settings using chiral chromatographic systems or detailed spectroscopic analysis.

Ester functionality

The ethyl ester group present in Vinpocetine contributes moderate polarity and can influence hydrolytic stability under extreme laboratory conditions. Under recommended storage conditions, structural integrity is maintained.

Ester groups typically display characteristic infrared absorption bands associated with C=O stretching vibrations.

Alkaloid-derived heterocyclic components

The nitrogen atoms within the fused ring system form part of heterocyclic structures that influence electron distribution and protonation behavior. Although not permanently charged, these nitrogen centers may participate in weak acid-base interactions depending on solvent environment.

The heterocyclic framework contributes to UV absorption in the aromatic region and supports distinctive spectroscopic identification.

Mass spectrometric characteristics

The molecular ion corresponds to 350.45 g/mol. Fragmentation pathways may include cleavage at the ester linkage or within the polycyclic framework under controlled ionization conditions.

High-resolution mass spectrometry (HRMS) confirms elemental composition and exact mass consistency, supporting structural verification protocols.

Infrared and NMR spectroscopic profile

Infrared spectroscopy may reveal characteristic ester carbonyl absorption bands and aromatic ring vibrations. Proton NMR differentiates aromatic protons from aliphatic ring hydrogens within the fused system.

Carbon-13 NMR analysis confirms carbonyl carbons, aromatic carbons and saturated carbon environments consistent with the polycyclic scaffold.

Chromatographic behavior

Due to its moderate lipophilicity and rigid structure, Vinpocetine typically demonstrates defined retention in reversed-phase HPLC systems. Gradient optimization may be required to achieve baseline separation from structurally related vincamine derivatives.

Mobile phase composition and pH may influence peak symmetry and reproducibility during method development.

Solubility and solvent interaction

Vinpocetine demonstrates limited aqueous solubility relative to highly polar compounds and may require organic solvent systems for analytical preparation. Solvent polarity influences dissolution efficiency and chromatographic injection consistency.

Controlled solvent selection supports structural stability and reproducible analytical results.

Comparative analytical positioning

Within the broader class of vincamine derivatives, Vinpocetine can be differentiated by its ethyl ester substitution and specific stereochemical configuration. These structural features produce distinct retention times and spectral fingerprints.

The absence of a phosphate group and the presence of an alkaloid-derived pentacyclic system distinguish Vinpocetine from choline-based reference materials and racetam-type compounds.

Solid-state properties

Vinpocetine is typically supplied as a white to off-white crystalline powder. Crystalline uniformity contributes to reproducible weighing and handling within laboratory environments.

Protection from excessive moisture and light supports long-term material stability.

Advanced structural interaction modeling

The fused ring architecture influences intermolecular stacking interactions in the solid state. Aromatic regions may participate in π–π interactions, affecting crystal packing and melting characteristics.

Thermal analysis methods such as differential scanning calorimetry (DSC) may be employed to evaluate melting transitions and solid-state stability.

Quality control and traceability

As a research-grade chemical reference material, Vinpocetine is labeled with its unique CAS number 42971-09-5 and associated molecular identifiers. Sealed packaging and batch traceability support consistent laboratory documentation and quality assurance workflows.

Advanced stereochemical and ring strain analysis

The pentacyclic framework of Vinpocetine introduces defined angular strain and conformational locking within the fused ring system. Such constrained architectures often result in predictable three-dimensional geometry and reduced rotational entropy.

Ring strain distribution across the bicyclic and heterocyclic regions may influence intermolecular packing behavior in the solid state. Computational conformational modeling can be applied to assess torsional angles and spatial orientation of substituents.

Electronic distribution and conjugation

The conjugated double bond system within the aromatic portion of the molecule contributes to electron delocalization. This electronic distribution supports UV absorbance in characteristic wavelength regions and assists in spectroscopic detection.

Electron density mapping across the fused system may reveal areas of partial charge concentration near heterocyclic nitrogen atoms, influencing weak intermolecular interactions.

Acid-base interaction profile

The nitrogen atoms embedded within the polycyclic system may participate in protonation equilibria under strongly acidic laboratory conditions. Although Vinpocetine is not permanently charged, localized electron pairs allow for weak acid-base interactions.

Controlled pH environments during analytical preparation support structural stability and reproducibility.

Chromatographic optimization considerations

Due to its moderate lipophilicity and rigid aromatic structure, Vinpocetine may display strong retention in reversed-phase chromatography. Gradient slope adjustments and mobile phase composition tuning can improve peak symmetry and resolution.

Ion-suppression strategies are generally not required, but solvent composition may influence baseline stability and signal intensity.

Thermal and solid-state transitions

Differential scanning calorimetry (DSC) may be employed to evaluate melting transitions and assess polymorphic forms. Fused ring alkaloid derivatives frequently exhibit distinct melting behavior due to crystal packing influenced by π–π stacking interactions.

Protection from excessive light and moisture supports long-term structural preservation.

Comparative positioning among vincamine derivatives

Compared to naturally occurring vincamine, Vinpocetine incorporates an ethyl ester substitution that alters polarity and chromatographic retention. These modifications produce measurable differences in spectroscopic signatures and fragmentation patterns.

The structural modification distinguishes Vinpocetine within alkaloid-derived reference materials and supports reliable identification during compound library comparisons.

Reference identifiers

  • CAS: 42971-09-5
  • Molecular formula: C22H26N2O2
  • Molecular weight: 350.45 g/mol
  • Physical form: White to off-white crystalline powder

Additional public reference

Vinpocetine on PubChem

Frequently asked technical questions

What is the CAS number of Vinpocetine?
The CAS number of Vinpocetine is 42971-09-5.

What structural feature characterizes Vinpocetine?
Vinpocetine contains a pentacyclic alkaloid-derived framework with an ethyl ester substitution.

In which form is Vinpocetine supplied?
This product is supplied as a white to off-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 Vinpocetine available for shipment within the EU?
Yes. Orders are supplied through the Rexar webshop in sealed laboratory packaging.

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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Spécifications

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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