3,4-Dimethoxy-α-pyrrolidinohexanophenone hydrochloride , CAS No.2748409-11-0

CAS: 2748409-11-0 Cat. No.: D1453686 Fórmula: C₁₈H₂₈ClNO₃ Peso molecular: 341.87

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

3,4-Dimethoxy-α-pyrrolidinohexanophenone hydrochloridee is an analog of 3,4-Methylenedioxy pyrovalerone. 3,4-Methylenedioxy pyrovalerone is a cathinone.

Specifications

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

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Nombres e identificadores

• Peso molecular: 341.87

Application Protocols

No vendor-verified application protocols are provided for this SKU. The following are general, non-binding examples for analytical use; validate in your laboratory before deployment.

Example: LC–MS/MS reference standard preparation (general)

• Stock: Weigh accurately by mass (gravimetric). Dissolve to 1.0 mg/mL in methanol with 0.1% formic acid. Mix thoroughly.
• Working solutions: Prepare serial dilutions in water:methanol (50:50) with 0.1% formic acid to desired calibration levels (e.g., 1–1000 ng/mL).
• Internal standard: Add a structurally related or isotopically labeled internal standard at constant concentration across calibrators and QCs.
• Injection: 1–10 µL onto a C18 or phenyl-hexyl column; mobile phase A: water + 0.1% formic acid; B: acetonitrile or methanol + 0.1% formic acid (optimize gradient).

Example: In vitro microsomal incubation (general)

• Incubation: 0.5–1.0 mg/mL microsomal protein, 1–10 µM compound, NADPH-regenerating system, 37 °C, 15–60 min.
• Quench: Add 3–4 volumes of ice-cold acetonitrile (with internal standard), vortex, centrifuge, and analyze supernatant by LC–MS/MS.

Note: These are illustrative, literature-informed practices. They are not specific recommendations for this product and must be qualified under your laboratory’s SOPs.

Biological Roles

Item-specific biological data are not provided. The following is general, literature-based context for the α-pyrrolidinophenone class bearing 3,4-dimethoxy substitution; it is offered without medical or clinical claims.

• Mechanistic class (general): Ring-substituted α-pyrrolidinophenones are studied as ligands affecting monoamine transporter systems (DAT/NET/SERT) in vitro. 3,4-dimethoxy substitution tends to modulate electron density on the aromatic ring and can influence transporter affinity and selectivity compared to unsubstituted analogs (literature/general trends; specific binding constants for this compound are not provided).
• Metabolic pathways (general): Expected biotransformations include O-demethylation (to catechol-like phenols), subsequent O-methylation (COMT), N-dealkylation of the pyrrolidine, ketone reduction to secondary alcohols, and conjugation (glucuronidation/sulfation). Exact metabolite profiles and rates for this compound are not specified.
• ADME considerations (general): Conversion between salt and freebase forms can affect membrane permeability in vitro. Protonated salts favor aqueous solubility; unprotonated freebase favors membrane partitioning.

Use in research:

• In vitro transporter assays (e.g., uptake inhibition or binding competition) for SAR mapping across ring-substituted α-pyrrolidinophenones.
• Microsomal stability and metabolite ID studies to build spectral libraries aiding forensic toxicology.

Important: No biological activity is claimed or implied for this specific SKU beyond its use as a research chemical standard. For any bioassays, establish appropriate approvals and follow institutional compliance protocols.

Buffer Applications

This compound is not a buffering agent and is not typically used to prepare buffer systems. If dissolution in aqueous media is required for bioanalytical assays:

• Prepare solutions in water or aqueous-organic mixtures (e.g., water/methanol) acidified with 0.1% formic or acetic acid to maintain the protonated, water-soluble form (general practice).
• For pH-sensitive stability studies, employ standard buffer systems (e.g., phosphate, acetate, formate) prepared independently and then spike the analyte solution; avoid strong basic pH that can shift the equilibrium to the freebase and reduce aqueous solubility.

Refer to your analytical method SOPs for buffer composition and pH; no item-specific buffer recipes are applicable.

Green Alternatives

As a specialized reference/analytical compound, the concept of a "green alternative" applies mainly to solvent and workflow choices rather than the compound itself.

Greener workflow considerations (literature/general):

• Prefer aqueous-organic mobile phases (water with methanol) over more hazardous solvents when LC–MS sensitivity allows. Limit use of chlorinated solvents in extractions; where possible, use ethyl acetate or MTBE.
• Minimize solvent volumes by using microflow or analytical-scale LC with efficient columns; consider solid-phase extraction (SPE) with water-rich wash steps to reduce organic waste.
• Use acid modifiers with lower environmental impact (formic or acetic acid) and avoid ion-pairing reagents unless required.

Comparison of extraction/media options (general):

• Chlorinated solvents (e.g., DCM): Efficient for freebase partitioning but higher environmental and safety costs.
• Ethyl acetate/MTBE: Lower toxicity; may require pH optimization for efficient recovery from biological matrices.
• Aqueous SPE: Potentially lowest solvent consumption; method development time is higher but yields cleaner extracts for LC–MS.

Operational tips:

• Prepare concentrated master stocks to reduce container count and waste; aliquot into glass autosampler vials with PTFE-lined caps to minimize sorption and leachables.
• Where matrix allows, direct injection from water/methanol (with 0.1% formic acid) reduces extraction steps and solvent use.

Note: No alternative compound is directly substitutable for identity-confirmation purposes; green optimization should focus on solvents, sample preparation, and energy-efficient cold storage.

Pharmaceutical Uses

No pharmacopeial status or excipient role is provided for this item, and it is supplied strictly for research use only.

Context (literature/general):

• Compounds in the α-pyrrolidinophenone class are investigated primarily in analytical/toxicological contexts; they are not used as formulation excipients.
• In a manufacturing/quality-control setting, analogous substances may be employed as process or impurity markers and as analytical reference standards for method qualification.

For this SKU:

• Pharmaceutical or therapeutic applications are not applicable. Do not use in humans or for diagnostic or therapeutic purposes.
• If used within drug development analytics (e.g., to challenge or validate LC–MS methods), document chain-of-custody, lot identity, and purity as per internal QA requirements.

Physical Properties

Item-specific physico-chemical specifications have not been provided for this catalog entry. Use the following guidance cautiously and consult the CoA/Spec Sheet for definitive values.

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
• Melting point: Not specified for this item; refer to CoA/Spec Sheet. (Hydrochloride salts of tertiary amines are often crystalline solids, literature/general.)
• Boiling point: Not applicable to salts without decomposition (literature/general).
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• pKa: As a protonated tertiary amine hydrochloride, solution pKa of the conjugate acid typically falls ~10–11 for related pyrrolidines (literature/general, scaffold-based guidance). Exact value for this compound is not specified.
• Solubility: Hydrochloride salts are generally more soluble in polar protic solvents (water, methanol, ethanol) than their freebases; actual solubility for this item is not specified—verify experimentally.
• LogP/LogD: Not specified for this item; refer to CoA/Spec Sheet. (Ring-dimethoxy substitution increases lipophilicity relative to unsubstituted analogs, literature/general.)
• Refractive index: Not applicable/typically not reported for crystalline salts; not specified.

Note: For all performance-critical work (e.g., quantitative LC–MS calibrators), confirm properties such as purity, water content, and counterion stoichiometry using the provided CoA and, if necessary, in-house characterization.

Quality and Grades

• Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet for assay methodology (e.g., HPLC/GC/qNMR), residual solvents, water content, and counterion stoichiometry.

Interpreting quality information (general guidance):

• Analytical/Reference standard use: For LC–MS/GC–MS applications, look for documentation of identity (1H/13C NMR, HRMS), purity by orthogonal methods, and verification of chloride content for salts. If UV applications are intended, low-UV-absorbing solvents and absence of chromophoric impurities are advantageous.
• Stabilizers: None indicated for this item. If a stabilizer is listed on the CoA, note potential interferences in UV or MS methods.
• Batch-to-batch consistency: For regulated and forensic workflows, request the same lot or ensure cross-lot bridging with in-house qualification (retention time, MS transitions, purity profile).
• Trace impurity expectations (general/literature): Residual solvents from synthesis or salt formation (e.g., ether, alcohols), unreacted ring-substituted precursors, and inorganic salts are typical considerations. Specific impurity limits for this item are not specified.
• Documentation: CoA and, where applicable, Spec Sheet/SDS should be reviewed for acceptance criteria, test methods, and storage guidance.

Note: If quantitative toxicology calibration is planned, consider preparing gravimetric primary stocks and bracketing with independent verification (qNMR or certified reference standard, if available).

Reaction and Applications

This material is primarily suited to analytical and life-science research rather than as a general synthetic reagent.

Relevant applications (research/analytical; literature/general):

• Analytical reference/standard: Suitable as a qualitative or quantitative reference for method development and validation in forensic toxicology and clinical chemistry laboratories (e.g., LC–MS/MS). Enables calibration of retention time, MS/MS transitions, and confirmation ion ratios for ring-dimethoxy α-pyrrolidinophenone analogs.
• Metabolite profiling studies: A parent compound for in vitro biotransformation experiments (microsomes, hepatocytes, S9), characterizing phase I (N-dealkylation, ketone reduction, O-demethylation) and phase II metabolites (glucuronidation/sulfation) of dimethoxy-aryl cathinones (general to class).
• Stability studies: Useful in assessing salt vs freebase stability, photostability, and hydrolytic behavior under various storage and matrix conditions (aqueous buffers, plasma surrogates).

Practical considerations:

• Prepare primary stocks gravimetrically (e.g., 1.0 mg/mL) in MeOH with 0.1% formic acid to enhance solution stability and injection reproducibility (general practice). Store aliquots at −20 °C.
• Minimize freeze–thaw cycles; prepare single-use aliquots.
• Include an internal standard (ideally isotopically labeled analog) for quantitative assays.

Note: No manufacturer-provided functional applications are listed for this SKU; the above use-cases are informed by the compound class and intended strictly for research use only.

Reaction Conditions

This SKU is not positioned as a reagent for chemical transformations; therefore, specific "reaction conditions" are not applicable. For laboratory operations where conditions matter (general best practices):

• Dissolution: For analytical standards, dissolve in methanol or water/methanol (often with 0.1% formic acid). Gentle sonication aids dissolution. Avoid strong base, which may convert the salt to the freebase.
• Stability checks: Conduct short-term stability studies at method-relevant temperatures (e.g., autosampler 4–10 °C) and across 24–72 h; compare peak area and ion ratios (LC–MS/MS) to freshly prepared controls.
• Storage conditions: See Storage & Reconstitution tab for details; minimize light exposure and freeze–thaw cycles.

If chemical modification studies are intentionally pursued (outside the scope of this SKU’s typical use), consult primary literature for conditions pertinent to benzylic ketone reductions or O-demethylation; no item-specific conditions are provided.

Safety and Handling

Authoritative safety classification for this specific item has not been provided. Always consult the product SDS for definitive information before use.

• GHS classification: Not specified for this item; refer to SDS.
• Signal word / Pictograms / H-statements: Not specified for this item; refer to SDS.

General laboratory safety guidance for amine hydrochloride, aryl-ketone salts (literature/general):

• Primary hazards: May cause irritation to skin, eyes, and respiratory tract. Avoid dust formation and inhalation. Handle as a potentially harmful substance—use containment and minimize exposure.
• PPE: Lab coat, appropriate chemical-resistant gloves (e.g., nitrile), splash goggles. Use a certified chemical fume hood when weighing and transferring solids.
• Incompatibilities: Strong oxidizers; strong bases (which can liberate freebase); strong reducing agents; heat/sparks/open flames. Avoid contact with reactive acylation or alkylation reagents unless intended.
• Hygroscopicity: Many amine HCl salts are hygroscopic; keep container tightly closed and minimize exposure to ambient humidity (literature/general; verify for this item experimentally).
• First aid (overview; refer to SDS):
  • Inhalation: Move to fresh air; seek medical attention if symptoms occur.
  • Skin/eye contact: Rinse with copious water for at least 15 minutes; remove contaminated clothing; seek medical advice if irritation persists.
  • Ingestion: Rinse mouth; do not induce vomiting; seek medical attention.
• Waste: Dispose in accordance with institutional, local, and national regulations for organic laboratory chemicals.

Special notes: Avoid cross-contamination when preparing analytical standards. Use dedicated tools and secondary containment, especially for controlled-substance analogs in forensic or toxicology labs.

Solvent Selection

Solubility data for this specific hydrochloride salt are not provided; select solvents based on the scaffold’s general behavior and your analytical method requirements.

• Polarity profile (literature/general): Hydrochloride salts of tertiary amines are typically highly soluble in polar protic solvents (water, methanol, ethanol) and moderately soluble in polar aprotic solvents when some water is present (e.g., MeCN/H2O). The freebase (if generated) is markedly more soluble in nonpolar organics (chloroform, dichloromethane, ethyl acetate) but much less in water.
• LC–MS workflows: Methanol or acetonitrile with 0.1% formic acid are commonly used for stock and working solutions; formic acid helps maintain protonation and peak shape (general practice). For salt-to-freebase conversion avoidance, include a small acid modifier.
• NMR: D2O, CD3OD, or CD3CN with a drop of TFA-d may help maintain the protonated form for clean spectra (general guidance). For detailed coupling in the aromatic region, CD3OD or DMSO-d6 can be used with attention to exchangeable protons.
• Preparative handling: If basification is required (e.g., partitioning for cleanup), carefully control pH and extract promptly into an immiscible organic phase; re-acidify to reform the HCl salt for storage stability.

Quick comparison (general):

• Water: Best for bioanalytical calibration curves; may need acidifier for stability.
• Methanol: Excellent solubility; LC–MS friendly.
• Acetonitrile: Often requires some water/acid for complete dissolution of salts.
• DMSO: Universal solvent for high-concentration stocks; ensure compatibility with downstream methods.

Storage and Reconstitution

Item-specific storage/shipping (from Product Data):

• Storage Conditions: Store at −20 °C.
• Shipped In: Ice chest + Ice pads.

General handling and reconstitution guidance (for analytical standards):

• Upon receipt: Allow the sealed container to equilibrate to room temperature before opening to minimize moisture condensation. If supplied as a solid, confirm mass and appearance promptly.
• Aliquoting: Prepare small, single-use aliquots to avoid repeated freeze–thaw cycles. Use clean, dry amber vials with PTFE-lined caps.
• Reconstitution solvents: Methanol or water/methanol mixtures are commonly suitable for hydrochloride salts. Adding 0.1% formic acid can improve stability and ensure protonation (literature/general). For aqueous work, verify complete dissolution; gentle sonication may help.
• Working solution stability (general expectations): Refrigerated autosampler (4–10 °C), 24–72 h is typical for many amine HCl salts; verify by system suitability tests. Frozen stocks at −20 °C can remain stable for months when protected from moisture and light; confirm by periodic reanalysis.
• Light/moisture protection: Store in a desiccated environment and protect from light when feasible. Many amine hydrochloride salts are hygroscopic; promptly recap after use.

Important: No item-specific concentration limits, water content, or stabilizers are provided for this SKU. For critical work, consult the CoA/Spec Sheet and confirm stability and identity in-house (e.g., LC–MS, NMR).

Structure and Identity

Brief overview: 3,4-Dimethoxy-α-pyrrolidinohexanophenone hydrochloride is a hydrochloride salt of a ring-substituted α-pyrrolidinophenone (cathinone-class) analog, featuring a 3,4-dimethoxyphenyl headgroup, a ketone at the benzylic position, an α-pyrrolidino substituent, and a hexanoyl side chain.

• SKU: D1453686
• CAS: 2748409-11-0
• Synonyms (literature/general): Often described structurally as 1-(3,4-dimethoxyphenyl)-2-(pyrrolidin-1-yl)hexan-1-one, hydrochloride (nomenclature illustrative).
• Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.
• InChIKey: Not specified for this item; refer to CoA/Spec Sheet.

Structural features (general description):

• Aromatic ring bearing two methoxy substituents at the 3- and 4-positions (electron-donating, para/meta relative orientation).
• A benzylic carbonyl (aryl-CO-), typical of cathinone/α-pyrrolidinophenone scaffolds.
• The α-carbon adjacent to the carbonyl is substituted with a tertiary amine (pyrrolidine ring), which is protonated in the HCl salt.
• An n-hexyl chain extends from the carbonyl carbon (α-PHP backbone length, literature/general).
• Stereochemistry: The α-carbon is a potential stereocenter in the freebase; the hydrochloride is commonly supplied as racemate unless otherwise stated (no stereochemical specification provided for this item).

Category Path: 全部 / 可售 / 生命科学 Research use note: For research use only.

Synthetic Utility

This product is a target/reference compound rather than a general-purpose synthetic building block. As such, it is not commonly deployed as a reagent or intermediate in multistep synthesis.

General reactivity considerations for the scaffold (literature/general):

• The benzylic ketone is susceptible to typical carbonyl chemistry (e.g., reduction to the secondary alcohol with NaBH4 or catalytic hydrogenation). However, such transformations alter the identity of the reference compound and are not typical use-cases.
• The tertiary amine (pyrrolidine) exists as the protonated salt; basification liberates the freebase, which can undergo quaternization or acylation, again changing identity.
• Methoxy substituents can, in principle, undergo demethylation under strong conditions (e.g., BBr3), but this is an analytical/metabolite-mimic transformation rather than a routine synthetic step.

Practical takeaway:

• Use this material as a characterized standard for analytical work, SAR reference, or controlled biotransformation studies. If derivatives or labeled analogs are needed, they are usually prepared de novo from appropriate aryl precursors rather than by derivatizing the finished standard.

Note: No manufacturer-provided synthetic applications are listed for this SKU.

Target Specificity

No item-specific biological target data (e.g., transporter binding constants, receptor profiles) are provided for this product. This SKU is supplied for research use as a chemical standard without validated target specificity claims.

General note (literature/class-level): α-Pyrrolidinophenone analogs are commonly investigated in vitro for interactions with monoamine transporters (DAT/NET/SERT). However, values for affinity, selectivity, or functional activity for 3,4-dimethoxy-α-pyrrolidinohexanophenone hydrochloride are not specified for this item.