≥95% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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Storage & shipping
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
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Quality documents
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
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Literature proof
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Panoramica
Thienopyridone is a potent and selective phosphatase of regenerating liver (PRL) phosphatase inhibitor with IC 50 s of 173 nM, 277 nM and 128 nM for PRL-1 , PRL-2 , and PRL-3 , respectively. Thienopyridone shows minimal effects on other phosphatases. Thienopyridone induces p130Cas cleavage and apoptosis and has anticancer effects
In Vitro
Thienopyridone shows significant inhibition of tumor cell anchorage-independent growth in soft agar. The EC 50 values of the Thienopyridone are 3.29 μM and 3.05 μM for RKO and HT-29 cells, respectively. Thienopyridone (1-75 μM; 24 hours; HeLa cells) treatment shows a dose-dependent down-regulation of total p130Cas in HeLa cells. Thienopyridone induces p130Cas and FAK cleavage leads to caspase-mediated cell apoptosis. Thienopyridone induces the cleavage of PARP and caspase-8. Thienopyridone (3.75-30 μM; 24 hours) significantly suppresses HUVEC migration but not proliferation. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: RKO and HT-29 cells Concentration: 0.5 μM, 1.67 μM, 5 μM, 8.33 μM Incubation Time: 14 days Result: Exhibited a dose-dependent inhibition in cancer cell anchorage-independent growth as measured by either colony number or colony size. Western Blot AnalysisCell Line: HeLa cells Concentration: 1 μM, 5 μM, 10 μM, 25 μM, 50 μM, 75 μM Incubation Time: 24 hours Result: A dose-dependent down-regulation of total p130Cas was observed.
Thienopyridone is a potent and selective phosphatase of regenerating liver (PRL) phosphatase inhibitor with IC 50 s of 173 nM, 277 nM and 128 nM for PRL-1 , PRL-2 , and PRL-3 , respectively. Thienopyridone shows minimal effects on other phosphatases. Thie
Condizioni di conservazione di stoccaggio
Store at -20°C
Spedito in
Ice chest + Ice pads
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Purezza
≥95%
Nomi e identificatori
Sorrisi canonici
C1=CC=C(C=C1)C2=CC3=C(S2)C(=CNC3=O)N
Isomeri SMILES
C1=CC=C(C=C1)C2=CC3=C(S2)C(=CNC3=O)N
PubChem CID
91383855
Peso molecolare
242.30
Documentazione
📋 Safety Data Sheet (SDS)
Comprehensive hazard, handling, storage, and regulatory compliance document.
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Proprietà chimiche e fisiche
Solubilità
DMSO : 5 mg/mL (20.64 mM; ultrasonic and warming and adjust pH to 5 with HCl and heat to 80°C)
Peso molecolare
242.300 g/mol
XLogP3
1.700
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Exact Mass
242.051 Da
Monoisotopic Mass
242.051 Da
Topological Polar Surface Area
83.400 Ų
Heavy Atom Count
17
Formal Charge
0
Complexity
349.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Calcolatori di soluzioni
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Recensioni
Recensioni dei clienti
Application Protocols
There are no vendor-validated biological assay protocols for this small-molecule listing. Application conditions will vary with the research context.
General guidance for small-molecule handling in assays (literature/practice-based; not product specifications):
Stock preparation: weigh accurately and dissolve in anhydrous DMSO to a convenient concentration (e.g., 10–50 mM). Vortex and, if needed, sonicate briefly. Filter through 0.22 µm PTFE if particulate persists.
Working solutions: dilute stocks into buffer/media to the desired concentration, maintaining ≤1–2% DMSO final. Verify solubility (no visible turbidity) and stability over the assay timeframe.
Controls: include solvent-only and, where appropriate, orthogonal assay controls to detect interference (fluorescence quenchers, redox activity, aggregation tests such as detergent sensitivity).
Analytics: confirm concentration by UV (if extinction coefficient known) or quantitative NMR/LC–MS.
Item-specific tested applications or recommended dilutions: Not specified for this item; refer to CoA/Spec Sheet if available.
Biological Roles
Item-specific biological characterization: Not specified for this item; refer to primary literature if available for the exact CAS 1018454-97-1 isomer.
General context (literature/general knowledge):
Thienopyridone scaffolds are synthetic, fused S,N‑heteroaromatic lactams with no established endogenous role in metabolism. They are not known to occur naturally as primary metabolites.
In chemical biology and medicinal chemistry, thienopyridones have been explored as probe or lead-like cores owing to their ability to engage in aromatic stacking and donate/accept hydrogen bonds through the lactam functionality. Specific biological activities depend strongly on substitution pattern and physicochemical properties (pKa, lipophilicity), which tune permeability and target engagement.
Off-target considerations in assays: heteroaromatic lactams may display assay interference at high micromolar concentrations (e.g., aggregation or redox cycling depending on substitution). Employ orthogonal assay formats and counterscreens, and maintain DMSO carryover ≤1–2%.
ADME-relevant tendencies (general): moderate polar surface area, modest lipophilicity, potential for metabolic oxidation at the thiophene ring or N‑oxidation at the ring nitrogen; conjugation (glucuronidation) possible if phenolic/acidic substituents are introduced in derivatives.
Important: No pharmacological claims are made for this product. Any biological testing should be conducted under appropriate research use approvals and controls.
Buffer Applications
This product is a neutral heteroaromatic small molecule rather than a buffering reagent. It is not typically used to prepare laboratory buffers or as a pH control agent.
Practical note (general):
If using in biochemical assays, dissolve first in a suitable organic cosolvent (commonly anhydrous DMSO), then dilute into the assay buffer while maintaining a low final cosolvent fraction (≤1–2% v/v) to avoid precipitation and assay artifacts.
Select assay buffers based on the biomolecular system under study (e.g., HEPES, PBS, Tris), not on this compound. Verify solubility and stability in the chosen buffer system experimentally.
Item-specific buffer-related data: Not specified for this item; refer to CoA/Spec Sheet where applicable.
Green Alternatives
Context: The compound itself is a solid heteroaromatic; “green alternatives” here primarily concern solvent and process choices for handling and derivatization rather than substituting the scaffold.
Greener solvent choices (general guidance):
Prefer ethyl acetate, 2‑MeTHF, or CPME over chlorinated solvents where feasible for extractions and crystallizations. For polar processing, ethanol or isopropanol may substitute for methanol in many recrystallizations.
Reaction media: 2‑MeTHF or CPME can replace THF for base-promoted N‑alkylations or metalations (subject to solubility). Propylene carbonate or Cyrene may serve as polar aprotic alternatives to DMF/DMAc in some coupling/acylation steps, though solubility must be verified.
Workup/waste: use aqueous ethanol for rinsing glassware in place of acetone when compatible; consolidate halogenated waste streams.
Illustrative comparison (literature/general; not product-specific):
THF vs 2‑MeTHF: similar polarity; 2‑MeTHF offers higher boiling point, lower peroxide tendency, and bio-based sourcing, at the cost of slightly different solubility profiles.
DMF/DMAc vs Cyrene/propylene carbonate: greener profiles but higher viscosity; may impact mass transfer and crystallization.
Operational tips:
Evaluate solubility early; a short solvent screen can identify greener crystallization media.
Apply telescoped operations to minimize solvent swaps.
Note: Confirm compatibility with the exact thienopyridone isomer supplied in SKU T649400 before process adoption.
Pharmaceutical Uses
Item-specific pharmacopeial status and excipient role: Not specified for this item; refer to CoA/Spec Sheet. There is no indication this compound is an approved excipient or listed in major pharmacopeias.
General context (for research settings only):
Thienopyridone scaffolds are investigated in medicinal chemistry as heteroaromatic cores for SAR exploration. In pre-formulation research, such cores may be evaluated for developability (solubility, stability) using enabling formulations (e.g., amorphous dispersions, cyclodextrin complexes) strictly within non-clinical contexts.
Formulation screening for in vitro work typically uses DMSO stock solutions further diluted into assay-compatible vehicles. For in vivo preclinical studies (outside the scope of this catalog), specialized vehicles (PEG/solutol, lipid emulsions) are sometimes explored—such uses require institutional approvals and are not endorsed here.
Compliance note:
This product is supplied strictly for research use only and is not intended for human or veterinary use, clinical diagnosis, or as a drug substance/excipient in commercial products.
Physical Properties
Item-specific physicochemical specifications: Not specified for this item; refer to CoA/Spec Sheet.
General/literature expectations for thienopyridone scaffolds (for context only; not product specifications):
State: typically solid heteroaromatic lactams.
Acidity/basicity: ring lactam can display weak acidity (N–H, if tautomeric) and limited basicity at ring nitrogen (pyridone form is less basic than pyridine). Reported pKa values for analogous 2‑pyridones are ~-0.7 (conjugate acid) and ~11–14 (N–H) depending on substitution; thieno‑fusion may shift these slightly.
Solubility: many thienopyridones are sparingly soluble in water and soluble in polar aprotic organic solvents (e.g., DMSO, DMF, NMP) and moderately in chlorinated solvents; actual solubility is isomer/substitution dependent.
LogP: fused heteroaromatic lactams often show moderate lipophilicity (cLogP ~1–2.5), tunable by substitution.
UV/Vis: aromatic systems typically show strong π→π* absorption in the 250–320 nm region; exact λmax depends on isomer and substituents.
Melting point, boiling point, density, refractive index: Not specified for this item; consult CoA/Spec Sheet or measure experimentally under your conditions.
Important: The values above are generalized literature trends for thienopyridone-type cores and are provided solely to aid experimental planning. Do not treat them as specifications for SKU T649400.
Quality and Grades
Item-specific grade/purity and appearance: Not specified for this item; refer to CoA/Spec Sheet.
Guidance on interpreting quality attributes (general):
Grade definitions: Research or screening-library grade typically emphasizes identity confirmation (NMR/LC–MS) and purity sufficient for biological screening or synthetic exploration (often ≥95% by HPLC for library compounds), whereas Analytical/HPLC grades apply to solvents and excipients with stringent UV/trace-metal limits.
Purity verification: For heteroaromatic lactams, reversed‑phase HPLC with diode-array detection (DAD) and LC–MS are standard. Report both area% purity and a mass balance (volatiles, residual solvents). Provide tautomers/rotamers discussion if observed.
Impurities: Possible oxidation byproducts (sulfoxide/sulfone) or over‑alkylated species if N‑substituted derivatives are prepared. Residual inorganic salts may arise from final neutralization/crystallization.
Stabilizers: None are typically required for fused heteroaromatic lactams. If stabilizers are present, they must be declared; for this item, stabilizer information is not specified.
Documentation: For regulated workflows, request CoA/Spec Sheet including structure confirmation (1H/13C NMR, HRMS), purity assay (HPLC), water content (KF), and residual solvent profile. Absent explicit catalog specs, rely on the lot-specific CoA for acceptance criteria.
Reaction and Applications
Manufacturer application category: small-molecule/compound library; supplied for research use only.
General applications for thienopyridone cores (literature/general knowledge):
Medicinal chemistry: thienopyridone is a privileged, planarity-enforcing scaffold often explored in kinase- and enzyme-focused libraries due to H‑bond accepting lactam carbonyl and heteroaromatic stacking propensity. Used to probe structure–activity relationships (SAR) via N‑alkylation, ring annulation, and substitution on the thiophene portion.
Chemical biology: serves as a heteroaromatic fragment or lead-like core in screening collections; enables development of photophysical probes when derivatized with reporter groups.
Materials/heteroaromatic chemistry: fused S,N‑heteroarenes contribute to charge transport and can be building blocks for conjugated systems in exploratory materials research.
Practical tips (general; not product specifications):
Drying: if moisture-sensitive transformations (e.g., N‑acylation, sulfoxidation control) are planned, dry the compound under vacuum at ambient temperature to avoid lactam degradation.
Derivatization handles: the lactam N (if not blocked) supports alkylation/acylation under basic conditions; the thiophene ring undergoes electrophilic halogenation and metalation (e.g., lithiation) enabling cross-coupling to elaborate diversity.
Analytics: monitor reactions by LC–MS; tautomerism can affect NMR chemical shifts—variable-temperature or 2D NMR can help resolve ambiguities.
All uses should remain within research and method-development contexts.
Reaction Conditions
Item-specific reaction condition recommendations: Not specified for this item; refer to CoA/Spec Sheet and internal method development.
General literature guidance for common transformations on thienopyridone cores (examples; not product specifications):
N‑Alkylation: base (NaH, K2CO3, or Cs2CO3), polar aprotic solvent (DMF, DMSO, or acetonitrile), 0–25°C for deprotonation then 25–60°C with alkyl halide, 2–16 h. Monitor by LC–MS; avoid excess base to limit O‑alkylation.
Electrophilic bromination: NBS (1.0–1.2 eq) in DMF/MeCN, 0–25°C, 1–4 h, gives regioselective substitution on thiophene ring; confirm position by 2D NMR/NOE.
Metalation/cross-coupling: for aryl bromides/chlorides on the core, use Pd(PPh3)4 or Pd2(dba)3/XPhos, base (K2CO3, K3PO4), and solvent (dioxane/H2O or 2‑MeTHF) at 80–110°C, 4–18 h; typical isolated yields 50–85% (literature ranges) depending on sterics/electronics.
Sulfur oxidation: m‑CPBA (≤1.1 eq) in DCM at 0–25°C affords sulfoxide; 2.0 eq and longer times give sulfone. Quench and neutralize carefully.
Directed lithiation: s‑BuLi or LDA at −78 to −40°C in THF to metalate activated positions, followed by electrophile quench; strictly anhydrous conditions required.
Caveats:
Tautomerism can influence reactivity; verify by NMR.
Scale-up requires calorimetry and robust quench procedures, especially for strong bases/oxidants.
Safety and Handling
Authoritative safety data for this specific item:
GHS classification: Not specified for this item; refer to SDS.
Signal word / H‑statements / pictograms: Not specified for this item; refer to SDS.
General laboratory precautions for heteroaromatic lactams (literature/general guidance):
Handle in a chemical fume hood; avoid inhalation of dusts and contact with skin/eyes. Use standard PPE: lab coat, safety glasses, and appropriate chemical-resistant gloves (e.g., nitrile). When weighing fine powders, consider dust mask/respirator per institutional policy.
Incompatibilities: avoid strong oxidizers (thiophene sulfur is oxidizable); strong bases can deprotonate the lactam N–H (if present); strong acids may lead to salt formation or hydrolysis under forcing conditions.
Thermal/photostability: fused aromatics are usually thermally robust; protect from prolonged light and moisture to prevent potential degradation or polymorph changes.
First aid (overview; defer to SDS): eye/skin contact—rinse with water for ≥15 min, remove contaminated clothing; inhalation—move to fresh air; ingestion—rinse mouth, seek medical attention. Provide SDS to responders.
Spill response: avoid raising dust, collect mechanically, and dispose in compliance with local regulations.
Always consult the product’s SDS for definitive hazard classification, exposure limits, and recommended controls. This product is supplied for research use only.
Solvent Selection
Item-specific solubility/miscibility: Not specified for this item; refer to CoA/Spec Sheet.
General solvent guidance for thienopyridone scaffolds (literature/general knowledge):
Polarity class: polar, heteroatom-rich aromatic lactam. Often dissolves well in polar aprotic solvents such as DMSO, DMF, DMAc, and NMP; solubility in MeOH/EtOH can be modest to moderate; limited aqueous solubility unless salt forms or co‑solvents are used.
Screening stocks: DMSO (anhydrous) is commonly used to prepare 10–50 mM screening solutions; further dilute into assay buffers with ≤1–2% final DMSO to maintain solubility and minimize assay interference.
Crystallization/recovery: Ethyl acetate/hexanes or EtOAc/MTBE mixtures often provide good crystallization windows for related heteroaromatics. For higher polarity, acetone/hexanes or MeOH/water (if saltable) may be effective.
Alternative vehicles: For NMR, DMSO‑d6, CD3OD, or CDCl3 (if soluble) are typical choices.
Comparison (general):
DMSO vs DMF: DMSO gives superior solvency and assay compatibility; DMF offers lower viscosity and may better wet powders but can be harder to remove completely.
Chlorinated solvents (DCM/CHCl3): may dissolve related scaffolds but use caution regarding stability and safety; verify recovery before scale-up.
Note: Verify actual solubility for SKU T649400 experimentally; the above are literature-based suggestions only.
Storage and Reconstitution
Item-specific storage and shipping (from Product Data):
Storage: Store at −20°C.
Shipped in: Ice chest + ice pads.
General handling and reconstitution guidance (not product specifications):
Upon receipt: allow the sealed container to equilibrate to room temperature before opening to prevent condensation. Reseal promptly under dry air or nitrogen if possible.
Solid stability: keep tightly capped, protected from light and moisture. Consider storing as small aliquots to minimize repeated freeze–thaw and headspace humidity.
Solution stocks: for biochemical or screening work, prepare solutions in anhydrous DMSO under dry conditions. Typical working stocks: 10–50 mM. Dispense single-use aliquots and store at −20°C to −80°C. Avoid repeated freeze–thaw; thaw at room temperature and use immediately.
Aqueous media: if required, dilute DMSO stocks slowly into buffered aqueous solutions with mixing to avoid precipitation. Verify stability over intended use period by LC–MS/HPLC.
Expiration/retention:
No item-specific shelf-life is provided. Monitor by HPLC/LC–MS periodically if solutions are stored for extended periods.
Research use only: not for human or veterinary use.
Structure and Identity
Item-specific identifiers (from Product Data):
CAS: 1018454-97-1
CID (PubChem): 91383855
SKU: T649400
InChIKey: Not specified for this item; refer to CoA/Spec Sheet.
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.
General structural description (literature/general knowledge):
“Thienopyridone” denotes a fused bicyclic heteroaromatic–lactam scaffold comprising a thiophene ring annelated to a pyridone (2-pyridone/4-pyridone) motif. The exact ring fusion mode (e.g., thieno[2,3-b]pyridin-?‑one vs thieno[3,2-b]pyridin-?‑one) defines regiochemistry and properties.
Key functional features: one endocyclic sulfur (thiophene), one ring nitrogen (pyridine/pyridone), and a ring carbonyl (lactam). The lactam tethers planarity and can engage in H‑bonding (H‑bond acceptor; weak donor via N–H if present depending on tautomer).
Typical 2D depiction: a five-membered thiophene fused to a six-membered pyridone; the lactam carbonyl lies on the pyridone ring, with aromatic character delocalized across the bicyclic system; substituents may be absent or defined by the specific isomer.
Notes:
Without item-specific SMILES/InChI, the precise isomer and tautomer distribution for this catalog entry cannot be asserted here. Consult the CoA/Spec Sheet for definitive structural specification of this SKU.
Synthetic Utility
General synthetic behavior of thienopyridone cores (literature/general knowledge):
Electrophilic substitution: the thiophene ring can undergo halogenation (e.g., NBS/NCS, Br2/Fe) at activated positions; regiocontrol depends on the specific fusion (e.g., thieno[2,3‑b] vs thieno[3,2‑b]).
Metalation/cross-coupling: directed lithiation or halogen–metal exchange enables subsequent Suzuki, Stille, Negishi, or Kumada couplings to append aryl/alkyl groups, expanding diversity for SAR.
N‑functionalization: if the lactam N is available, deprotonation (e.g., NaH, K2CO3) in DMF/DMSO allows N‑alkylation or N‑acylation, modulating H‑bonding and basicity.
Oxidation states at sulfur: controlled oxidation to sulfoxide/sulfone can tune electronics and polarity; over‑oxidation should be avoided to preserve aromaticity.
Annulation and ring closures: condensation or intramolecular cyclizations can elaborate fused polycycles based on the thienopyridone core.
Retrosynthetic value:
The scaffold serves as a convergent node: prepare the thiophene fragment and the pyridone precursor separately, then fuse via cyclization/condensation; or start from a halogenated thienopyridine and introduce the oxo functionality via directed oxidation.
Note: The above are general strategies for the class; actual feasibility and conditions depend on the exact isomer corresponding to CAS 1018454-97-1. Consult primary literature and verify structure for SKU T649400.
Target Specificity
Not applicable. This product is a small-molecule heteroaromatic compound, not an antibody, protein, or targeted biologic. No antigen/epitope, clone, isotype, or species reactivity applies.
If investigating molecular targets in research assays, determine specificity empirically (e.g., enzyme panels, binding assays) for the exact thienopyridone isomer corresponding to CAS 1018454-97-1. No target claims are made for SKU T649400.
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