Silodosin-d , CAS No.1426173-86-5

CAS: 1426173-86-5 Cat. No.: S1428398 PubChem CID: 156588775

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

Silodosin-d 4 is the deuterium labeled Silodosin. Silodosin (KAD 3213) is a potent, selective and orally active α1A-adrenergic receptor(α1A-AR) blocker. Silodosin exhibits high affinity for α1A-AR (Ki=0.036 nM), over 162-fold and 50-fold than for α1B-AR and α1D-AR with Ki values of 21 nM and 2.0 nM, respectively. Silodosin is aneffective and well-tolerated agent, it can be used for the investigation of LUTS/BPH.

Specifications

Storage

Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Namen und Kennungen

• Kanonisches Lächeln: CC(CC1=CC2=C(C(=C1)C(=O)N)N(CC2)CCCO)NCCOC3=CC=CC=C3OCC(F)(F)F
• IUPAC Name: 1-(3-hydroxypropyl)-5-[(2R)-2-[[1,1,2,2-tetradeuterio-2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-2,3-dihydroindole-7-carboxamide
• InChIKey: PNCPYILNMDWPEY-JRBXURKDSA-N
• INCHI: 1S/C25H32F3N3O4/c1-17(30-8-12-34-21-5-2-3-6-22(21)35-16-25(26,27)28)13-18-14-19-7-10-31(9-4-11-32)23(19)20(15-18)24(29)33/h2-3,5-6,14-15,17,30,32H,4,7-13,16H2,1H3,(H2,29,33)/t17-/m1/s1/i8D2,12D2
• PubChem CID: 156588775

Application Protocols

Item-specific validation data

• Not specified for this item; refer to CoA/Spec Sheet for any available test methods.

General protocol: LC–MS/MS quantitation using Silodosin-d as internal standard

1. Stock solution: Weigh accurately into an amber vial; dissolve in LC–MS–grade DMSO or methanol to 1 mg/mL. Vortex until fully dissolved. Aliquot and store at −20°C.
2. Working IS solution: Dilute stock into 50:50 water/ACN with 0.1% formic acid to 10–100 ng/mL. Keep on ice during use; protect from light.
3. Sample prep (plasma example): Add fixed volume of IS working solution to each sample, calibrator, and QC. Precipitate proteins with 3 volumes of ACN, vortex 1 min, centrifuge 10 min at 15,000×g. Transfer supernatant to LC vials.
4. LC conditions (example): C18 column, 0.1% FA in water (A) / ACN (B); linear gradient 10→95% B over 4 min at 0.3 mL/min. Column temp 40°C.
5. MS conditions (example): Positive ESI; monitor 2–3 MRM transitions for silodosin and corresponding +n transitions for Silodosin-d. Optimize CE on standards.
6. Calibration: Prepare matrix-matched calibrators spanning expected concentrations; plot analyte/IS peak-area ratios.
7. Stability checks: Assess bench-top, freeze–thaw, and autosampler stability with IS present.

Notes

• Verify deuteration sites and exact m/z from the lot-specific CoA. Adjust transitions if isotope scrambling or back-exchange is observed.

Biological Roles

Item-specific (from Product Data)

• No biological role data provided for this specific item.

Literature/general (research context only; no clinical claims)

• Silodosin is a small-molecule ligand known to antagonize alpha-1 adrenergic receptors, with selectivity reported for the α1A subtype. Deuterated analogs retain receptor-binding pharmacophores but are used primarily as analytical surrogates rather than functional probes.
• In biochemical and ADME research, silodosin-d can support:
  • Quantitative bioanalysis in PK/PD studies as a stable isotope-labeled internal standard (SIL-IS).
  • Metabolic pathway elucidation by distinguishing parent drug–derived signals from matrix background via characteristic mass shift.
  • Assessment of protein binding and microsomal stability when spiked alongside the unlabeled compound to correct for recovery and ion suppression.

Caveats

• Deuterium substitution generally does not alter target binding affinity significantly; however, kinetic isotope effects can subtly affect metabolic turnover at labeled positions—typically negligible for internal standard purposes but worth verifying if used as a mechanistic probe.

Buffer Applications

Not typically applicable

• Silodosin-d is not used to prepare buffer systems. It is a hydrophobic small molecule applied as an analytical internal standard rather than a buffering agent.

Practical note

• When incorporated into buffered mobile phases for LC–MS/MS, use volatile buffers (e.g., ammonium formate/acetate with formic acid) at low ionic strength to maintain ionization efficiency and minimize H/D exchange risk.

Green Alternatives

Context

• As a specialized deuterated analytical standard, the primary environmental considerations relate to solvent choice and waste minimization rather than substituting the compound itself.

Greener solvent choices for stock/prep (general guidance)

• Prefer acetonitrile or methanol (readily recoverable, commonly used in LC–MS) over chlorinated solvents.
• Use water-rich mobile phases where feasible (e.g., ≥70% water with volatile modifiers) to reduce organic solvent consumption.

Comparison (general)

• DMSO vs MeOH/ACN: DMSO offers superior solvency but is harder to remove and can affect ESI sensitivity at higher proportions. Methanol and acetonitrile are more compatible with solvent recycling and lower viscosity operations.

Operational best practices

• Miniaturize: Employ microscale extraction (µSPE/SLE) and 96-well formats to reduce solvent per sample.
• Consolidate rinses and standards to minimize waste streams; collect high-organic effluent for recycling when permitted.
• Validate shorter gradients and core–shell columns to cut run time and solvent usage without compromising separation.

Note

• No greener “substitute” exists for isotopic internal standards intended to precisely match the analyte. Environmental impact is best managed via method design and solvent stewardship.

Pharmaceutical Uses

Item-specific (from Product Data)

• No pharmacopeial or formulation grade information provided.

General, non-clinical context

• Deuterated analogs of APIs like silodosin are widely used in pharmaceutical R&D and QC laboratories as:
  • Stable isotope-labeled internal standards for bioanalytical assays supporting discovery and development programs.
  • Reference standards in method validation (linearity, accuracy, precision, sensitivity, selectivity, carryover, and stability) per regulatory guidance.
  • System suitability markers for LC–MS instruments, monitoring retention time and response stability.

Notes for regulated use

• Maintain full documentation: CoA with isotopic enrichment, chromatographic purity, exact mass, and impurity profile.
• Verify traceability to primary references where required; store under controlled conditions and document usage per your SOPs.
• Avoid therapeutic or clinical application; this material is supplied strictly for research use only (per Product Data).

Physical Properties

Item-specific (from Product Data)

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Physical constants (MP, BP, density, refractive index, UV cutoff, water/peroxide/metal content): Not specified for this item; refer to CoA/Spec Sheet.

Literature/general expectations for deuterated small-molecule standards

• Deuteration minimally perturbs bulk physicochemical properties relative to the protiated parent; small shifts in logP, vapor pressure, or retention time may occur but are typically negligible for LC–MS quantitation.
• Silodosin and its labeled analogs are commonly handled as solids or film residues, with good solubility in polar aprotic organic solvents (e.g., DMSO, acetonitrile, methanol) used in LC–MS sample prep.
• Acidic aqueous media can enhance solubility of basic amine-containing analytes by salt formation; basic media may decrease aqueous solubility.

Practical notes (general guidance)

• Prepare analytical stocks in dry, LC–MS–grade DMSO or methanol; typical working concentrations 0.1–10 µg/mL for LC–MS/MS. Verify stability and adsorption to plastics/glass for your matrix.
• Confirm exact isotope pattern and molecular ion (m/z) from the CoA/lot sheet before method development; positions/number of D atoms dictate mass shift and potential H/D back-exchange risk.

Quality and Grades

Item-specific (from Product Data)

• Grade/purity: Not specified for this item; refer to CoA/Spec Sheet.

How to interpret grades for deuterated analytical standards (general)

• Isotopic enrichment: Reported as %D at labeled positions and overall isotopic purity (e.g., ≥98 atom % D). Higher enrichment reduces isotopic interference with endogenous analyte. Confirm on CoA.
• Chemical purity: Typically reported by HPLC/LC–MS (e.g., ≥98% area) with residual solvents and water content specified. Low-level unlabeled parent (M) and partially deuterated isotopologs (M+1, M+2) should be disclosed.
• Counter-ion/salt form: If supplied as a salt (e.g., HCl), counter-ion content and equivalency affect solution prep and method calibration.
• Residual solvents/volatiles and moisture: Impact weighing accuracy and stability for quantitative work; review KF/RS-GC data if provided.

Recommendations

• For quantitative LC–MS/MS, select lots with clear isotopic labeling patterns positioned away from known fragmentation sites, to ensure co-elution and similar ionization yet minimal cross-talk.
• Maintain lot-to-lot documentation (CoA, chromatograms, exact mass/isotope distribution) in your validated method file.

Reaction and Applications

Applicability

• This product is most commonly used as an isotopically labeled internal standard or tracer, rather than as a synthetic reagent. No manufacturer reaction applications were provided for this SKU.

Analytical applications (general)

• Internal standard for LC–MS/MS quantitation of silodosin in biological matrices (plasma, urine), stability studies, and process/impurity profiling.
• Use in method validation: assessment of accuracy, precision, recovery, matrix effects, and stability (bench-top, autosampler, freeze–thaw).
• Tracer in metabolic profiling: Helps track phase I/II biotransformations and differentiate in-source fragments from matrix interferences.

Practical tips

• Match chromatographic behavior: Choose a deuteration pattern that co-elutes with the analyte without significant isotope effect on retention. Verify on your LC method.
• Prepare calibration curves using matrix-matched standards; spike silodosin-d at a constant concentration across calibrators/QCs.
• Monitor multiple MRM transitions for both analyte and IS to ensure specificity; verify that collision-induced fragments retain mass offset.
• Avoid conditions that promote H/D exchange; neutral or mildly acidic mobile phases (e.g., 0.1% formic acid) are generally suitable.

Reaction Conditions

Primary use case

• This product serves as an analytical internal standard; typical “reaction conditions” are not applicable.

General conditions for sample preparation and LC–MS/MS analysis (guidance, literature/general)

• Stock preparation: Dissolve in LC–MS–grade DMSO or methanol to 0.5–10 mg/mL. Store aliquots at −20°C to limit freeze–thaw cycles.
• Working solutions: Dilute into mobile phase or 50:50 water/organic (MeOH or ACN) with 0.1% formic acid to 1–100 ng/mL depending on assay sensitivity.
• Sample cleanup: Protein precipitation (ACN or MeOH, 3–5× sample volume) or SPE (mixed-mode cation exchange for basic analytes) are commonly effective for adrenergic ligands.
• LC: Reverse-phase C18 or phenyl-hexyl columns; water (0.1% FA) / ACN (0.1% FA) gradient, 0.2–0.5 mL/min, 2–8 min run times typical.
• MS: Positive ESI, multiple-reaction monitoring (MRM). Optimize declustering voltage and collision energy to retain a stable mass offset between analyte and IS.

Quality controls

• Evaluate matrix effects via post-extraction spike experiments; ensure consistent IS recovery across matrices.
• Confirm absence of significant H/D back-exchange during sample prep and autosampler residence time.

Safety and Handling

Item-specific (from Product Data)

• GHS classification, pictograms, signal word, H-statements: Not specified for this item; refer to SDS.
• Storage conditions: Store at -20°C.
• Shipping: Shipped in ice chest + ice pads.

General laboratory safety (defer to SDS as authoritative)

• Handle in a fume hood, avoiding inhalation/ingestion and skin/eye contact. Wear appropriate PPE: lab coat, safety glasses, and nitrile gloves.
• Avoid dust generation; if supplied as a solution, cap tightly to prevent solvent evaporation and moisture ingress.
• Incompatibilities: Strong oxidizers and strong acids/bases may degrade organic amines/ethers; keep away from heat and light to preserve analytical integrity.
• First aid (general): In case of contact, rinse affected area with water for 15 minutes; seek medical attention if irritation persists. If inhaled, move to fresh air; if ingested, rinse mouth and seek medical advice.

Special risks and analytical integrity

• Many deuterated standards can undergo H/D exchange at acidic/basic sites or benzylic positions under harsh conditions. Minimize exposure to strong protic acids/bases, elevated temperature, and aqueous buffers when not necessary for the assay. Use anhydrous solvents when long-term stock stability is required.

Solvent Selection

Item-specific (from Product Data)

• Solubility profile: Not specified for this item; refer to CoA/Spec Sheet.

General guidance for silodosin analogs and deuterated standards

• Preferred solvents for stock solutions: LC–MS–grade DMSO or methanol. Acetonitrile is also suitable, especially for direct infusion or as mobile-phase component.
• Aqueous compatibility: Prepare working solutions in water/organic mixtures containing 0.1% formic acid or ammonium formate/acetate for LC–MS/MS; avoid prolonged storage in purely aqueous buffers to limit H/D exchange and hydrolysis.
• Polarity/miscibility: DMSO, MeOH, and ACN are mutually miscible with water and compatible with reverse-phase LC.

When to choose alternatives

• For poor solubility in MeOH/ACN, increase DMSO proportion (up to 50% v/v in diluent) or include small amounts of isopropanol. For adsorption losses, add 0.1–0.5% formic acid or 0.01–0.05% base (NH4OH) as appropriate to maintain ionization state.

Small comparison (general)

• DMSO: Highest solvating power; can suppress ESI if >2–5% in final injection.
• Methanol: Good solvency and ESI response; can influence retention relative to ACN.
• Acetonitrile: Lower viscosity, stronger elution in RP-LC; may reduce solubility for very lipophilic analytes.

Storage and Reconstitution

Item-specific (from Product Data)

• Storage conditions: Store at -20°C.
• Shipping: Ice chest + ice pads.

General guidance

• Protect from light and moisture. If supplied as a solid, allow container to equilibrate to room temperature in a desiccator before opening to prevent condensation.
• Reconstitution: Prepare concentrated stocks (e.g., 1–10 mg/mL) in dry DMSO or methanol. Mix thoroughly to ensure complete dissolution. Filter through 0.2 µm PTFE only if particulate is observed and the compound is known to be filtration-stable.
• Aliquoting: Divide into single-use portions to avoid repeated freeze–thaw. Store aliquots in amber vials at −20°C or below.
• Aqueous solutions: Prepare fresh daily when possible. For longer autosampler residence times, verify stability at 4–10°C and protect from evaporation.
• Documentation: Record preparation date, solvent, concentration, and lot number (including isotopic enrichment data) on the container and in lab records.

Expiration and stability

• Absence of item-specific stability data requires verification by the end user. Perform periodic system suitability checks and compare response factors to initial qualification.

Research use only

• As noted in Product Data: For research use only; not for human or veterinary use.

Structure and Identity

Item-specific (from Product Data)

• Product name: Silodosin-d (SKU: S1428398)
• CAS: 1426173-86-5
• InChIKey: 281853 (note: truncated/atypical format as provided)
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.

Context and general description (literature/general)

• Silodosin-d denotes a deuterium-labeled analog of silodosin, typically used as an internal standard for analytical quantitation. The exact number and positions of deuterium atoms vary by supplier/lot and must be confirmed on the CoA.
• Structural class: silodosin is a small-molecule ligand of adrenergic receptors; it contains multiple heteroatoms (O, N) and basic functionality. The deuterated analog preserves the parent scaffold with selected C–H replaced by C–D.

2D structural features (general for silodosin analogs; not item-specific)

• Contains aromatic and aliphatic segments with at least one basic nitrogen (tertiary/secondary) enabling salt formation.
• Multiple ether/acyclic heteroatom linkages; chiral center(s) present in the parent compound are typically retained in deuterated analogs (no change in configuration).

Synthetic Utility

Scope

• As a deuterated analog of a finished small-molecule ligand, Silodosin-d is not typically used as a synthetic building block.

General utility of deuterated small molecules in synthesis/analysis

• Mechanistic probes: Site-specific deuteration can help elucidate reaction pathways via kinetic isotope effects and isotope tracking in NMR/MS.
• Calibration standards: Provide precise quantitation of reaction conversion/yield by spiking known amounts and monitoring mass offsets.
• Impurity identification: Facilitates assignment of fragmentation pathways in MS by comparing labeled and unlabeled spectra.

Retrosynthetic/derivatization considerations (general)

• If derivatization is necessary (e.g., for GC–MS), select conditions that avoid H/D exchange (avoid strong protic acids/bases, high-temperature protic solvents). Silylation or acylation under mild, anhydrous conditions is preferred.
• Protecting groups or salt formation may be used to enhance volatility/thermal stability for GC methods; verify that derivatization does not scramble isotope labels.

Target Specificity

Not applicable to this product type

• This SKU is a small-molecule deuterated standard, not an antibody or affinity reagent. No antigen/epitope/clone/isotype information applies.

Research context (general)

• When used in receptor-binding or functional assays, the deuterated analog is expected to mirror the parent compound’s target profile; however, this product is intended for analytical internal standard use, not target engagement studies.