K00546 - 10mM in DMSO , CAS No.443798-47-8

CAS: 443798-47-8 Cat. No.: K656602 분자식: C₁₅H₁₃F₂N₇O₂S₂ 분자량: 425.44

등급 & 순도 10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

개요

K00546 is a potent CDK1 and CDK2 inhibitor with IC 50 s of 0.6 nM and 0.5 nM for CDK1/cyclin B and CDK2/cyclin A , respectively. K00546 is also a potent CDC2-like kinase 1 (CLK1) and CLK3 inhibitor with IC 50 s of 8.9 nM and 29.2 nM, respectively .

In Vitro

K00546 binds to the SLK ATP-binding site forming three hydrogen bonds with the kinase hinge residues E109 and C111. The sulphamoyl moiety of K00546 also interacts with the main chain of L40. K00546 (compound 3n) also inhibits PKA, casein kinase-1, MAP kinase (ERK-2), calmodulin kinase, VEGF-R2, GSK-3 and PDGF-Rβ with IC 50 values of 5.2 μM, 2.8 μM, 1.0 μM, 8.9 μM, 0.032 μM, 0.14 μM and 1.6 μM, respectively. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

사양

사양 및 순도

10mM in DMSO

생화학 및 생리적 메커니즘

K00546 is a potent CDK1 and CDK2 inhibitor with IC 50 s of 0.6 nM and 0.5 nM for CDK1/cyclin B and CDK2/cyclin A , respectively. K00546 is also a potent CDC2-like kinase 1 (CLK1) and CLK3 inhibitor with IC 50 s of 8.9 nM and 29.2 nM, respectively

보관 조건

Store at -80°C

배송

Dry ice packs + Cold packs

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작업 유형

INHIBITOR

이름과 식별자

이성체 SMILES

C1=CC(=C(C(=C1)F)NC(=S)N2C(=NC(=N2)NC3=CC=C(C=C3)S(=O)(=O)N)N)F

분자량

425.44

Reaxy-Rn

10206251

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10206251&ln=

관련 대상(인간)

CDK1 Tchem Cyclin-dependent kinase 1 (0 Activities)

Discover Target: CDK1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CDK2 Tchem Cyclin-dependent kinase 2 (0 Activities)

Discover Target: CDK2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

FLT1 Tclin Vascular endothelial growth factor receptor 1 (0 Activities)

Discover Target: FLT1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CLK3 Tchem Dual specificity protein kinase CLK3 (0 Activities)

Discover Target: CLK3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CLK1 Tchem Dual specificity protein kinase CLK1 (0 Activities)

Discover Target: CLK1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Application Protocols

• Item-specific tested applications and recommended conditions

  • Not specified for this item.

• General protocols for small-molecule screening compounds (research use only)

  • Stock preparation: Weigh under dry conditions; prepare a 10–50 mM stock in anhydrous DMSO. Vortex, sonicate if needed, and sterile-filter (0.2 µm PTFE) for cell-based work if appropriate.
  • Aliquoting: Dispense into single-use aliquots (e.g., 10–50 µL) in low-bind tubes/plates. Avoid repeated freeze–thaw cycles.
  • Assay dilution: Add the DMSO stock to assay buffer or media with vigorous mixing to reach final test concentrations; maintain consistent vehicle concentration across wells.
  • Controls: Include vehicle controls and known actives (where applicable). Run 8–10 point dose–response with 3–fold dilutions for initial potency estimation.
  • Data QC: Inspect for precipitation (turbidity), inner-filter effects (optical assays), and redox interference; confirm hits with orthogonal readouts.

These steps are general guidance and should be adapted to your assay format and institutional SOPs.

Biological Roles

• Item-specific biological function

  • Not specified for this item; no target, pathway, or mode-of-action information is provided in the Product Data.

• General considerations for small-molecule library members

  • Such compounds are commonly employed to probe biological pathways in vitro, enabling target validation, pathway mapping, or phenotypic screening. Any observed biological role should be treated as provisional until confirmed by orthogonal assays and counter-screens for assay interference (e.g., redox activity, aggregation, fluorescence interference).
  • If a public record (e.g., PubChem CID: 5330812) indicates putative bioactivities, verify the exact structure, stereochemistry, and salt form of this supplied item before extrapolating literature data.

• Good practice

  • Determine cytotoxicity baselines in your cell system (e.g., ATP or resazurin viability assays) to bracket non-toxic concentration ranges.
  • Evaluate compound stability in assay media (protein binding, hydrolysis, oxidation) via time-course LC–MS to ensure the active entity is the parent compound.

• Research use only

  • As stated: For research use only. No clinical or diagnostic use is implied.

Buffer Applications

This product is a discrete small molecule rather than a buffering reagent.

• Applicability

  • Not typically used to formulate buffers. If the compound must be delivered in aqueous media, prepare a DMSO stock and dilute into the desired assay buffer (HEPES, PBS, Tris, etc.) while keeping the final DMSO fraction within assay-acceptable limits.

• Practical notes

  • Pre-wet tips and mix thoroughly to avoid local supersaturation/precipitation.
  • If precipitation occurs upon dilution, reduce the dilution factor per step, add a small amount of co-solvent (e.g., ACN or ethanol within assay tolerances), or warm gently to room temperature before use.

Green Alternatives

Because the exact structure and solvent compatibility of K00546 are not specified, green chemistry considerations focus on handling and solvent choices during use.

• Greener solvent practices (general)

  • Prefer water or aqueous buffers when feasible (post-DMSO dilution) and minimize DMSO final concentration in assays.
  • For sample preparation or intermediate processing, consider ethanol or 2-propanol instead of chlorinated solvents when solubility allows.
  • For extractions or workups during analytical method development, ethyl acetate or 2-MeTHF can substitute for DCM; acetonitrile often replaces MeCN/THF blends due to recovery and lower peroxide risk than ethers.

• Comparison snapshot (general, not item-specific)

  • DMSO: high bp, low volatility, good safety profile but challenging to remove; broad solubility.
  • ACN vs. MeOH: ACN is aprotic and volatile (easy plate drying) but toxic; MeOH is greener but can affect some assays; choose per context.
  • 2-MeTHF vs. THF: 2-MeTHF is bio-derived, lower peroxide tendency, and water-immiscible—useful for extractions; THF offers higher polarity but forms peroxides.

• Operational greening

  • Use miniaturized assay volumes (µL scale) to reduce solvent consumption.
  • Implement sealed microplates and on-deck inerting to limit VOC emissions and degradation.
  • Plan single-use aliquots to reduce waste from repeated freeze–thaw losses.

Pharmaceutical Uses

• Item-specific regulatory/excipient status

  • Not specified for this item; refer to CoA/Spec Sheet. No pharmacopeial status is provided.

• General context (not a use claim)

  • Compounds from screening libraries are employed in drug discovery research for assay development, target validation, and SAR exploration. They are not manufactured or qualified as excipients or APIs.

• Formulation considerations for research only

  • For in vitro work, DMSO stocks diluted into assay media are typical.
  • For non-clinical in vivo explorations (if permitted within your institution and after appropriate approvals), develop a vehicle based on solubility and tolerability (e.g., PEG400/saline, Captisol, or Tween-80/Cremophor systems). Ensure all use remains within research and preclinical confines and follows institutional guidelines.

• Compliance reminder

  • For research use only. Not for human or veterinary therapeutic or diagnostic applications.

Physical Properties

• Item-specific (from Product Data)

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

• Literature/computed (general guidance; not item specifications)

  • Boiling point, melting point, density, refractive index, pKa/logP, and aqueous/organic solubility are structure-dependent and are not available here. Consult the SDS/CoA or authoritative database for CID: 5330812 for numerical values.

• Practical notes for screening compounds (general best practices)

  • Solubility screening: Start with dry DMSO to prepare a 10–50 mM master stock; sonication and mild warming (≤40 °C) may assist dissolution. Filter (0.2 µm PTFE) if particulate persists.
  • Aqueous use: Dilute the DMSO stock into assay buffer to the desired final concentration, keeping final DMSO typically ≤0.5–1% v/v for biochemical assays and ≤0.2–0.5% for cell assays (assay-dependent).
  • Hygroscopicity: Many drug-like solids can be mildly hygroscopic; minimize atmospheric exposure during weighing (use desiccated environment). If oiling occurs upon warming, cool and triturate to re-solidify.
  • Polymorphism: If multiple forms exist, DSC and PXRD can characterize solid form; this may influence dissolution rate but typically not primary screening outcomes.

Quality and Grades

• Item-specific

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

• How to interpret common grades (general guidance)

  • Screening/compound library grade: Typically provided with LC–MS purity (often ≥90–95% by one method) and identity by MS/NMR; UV-absorbing impurities can impact certain readouts—verify if your assay is spectroscopic.
  • Analytical/AR grade vs. HPLC grade: For solvents/reagents used in analytics; not directly applicable to a discrete small-molecule analyte but relevant to sample prep.

• Documentation and release testing (what to expect)

  • CoA typically lists: batch number, assay/purity method and result, identity confirmation (MS/NMR), residual solvents (sometimes), and water content if Karl Fischer is performed. If any specific impurity limits (e.g., metals, peroxides) are critical to your workflow, request the lot CoA or a detailed spec sheet.

• Practical quality checks in your lab

  • Run an incoming LC–UV–MS at your chromatographic conditions to confirm purity and retention behavior.
  • If chirality is relevant, confirm enantiomeric purity by chiral HPLC or optical rotation as appropriate (only if the compound is chiral per structure on file).

Reaction and Applications

• Item-specific manufacturer applications

  • Provided manufacturer applications: None specified beyond inclusion in a small-molecule/compound library.

• Typical applications for such compounds (general; not item-specific)

  • High-throughput screening (HTS) and hit identification in biochemical or cell-based assays.
  • Mechanism-of-action hypothesis generation via phenotypic screening and chemical genetics.
  • Reference control in panel profiling or as a comparator within SAR series when a cognate series is available.

• Practical workflow recommendations

  • Prepare 10–50 mM DMSO master stocks under dry conditions; aliquot into low-bind tubes or plates (e.g., 10–50 µL) to avoid freeze–thaw cycles.
  • Track plate maps meticulously; barcoding and LIMS integration reduce annotation errors in multi-plate campaigns.
  • Include vehicle and positive/negative controls to deconvolute assay artifacts (fluorescence quenchers, redox cyclers, PAINS behavior).
  • Confirm activity with orthogonal assay formats (biochemical vs. biophysical vs. cellular) to mitigate readout-specific interference.

• Follow-up chemistry

  • If activity is observed and the chemical structure is known from database records, initiate analog selection or rapid resynthesis to confirm structure–activity relationships (SAR) and to rule out decomposition products as actives.

Reaction Conditions

As a finished small-molecule library member intended for screening rather than as a reagent, K00546 is not typically used as a reagent in transformations. Nevertheless, if synthetic modification is pursued after structure confirmation (via CID: 5330812):

• General conditions by transformation class (literature, not item-specific)

  • Cross-coupling (aryl halide substrates): Pd(0) catalysts (e.g., Pd(PPh3)4 or Pd2(dba)3/XPhos), bases (K3PO4, Cs2CO3), solvents (dioxane, toluene, CPME), 60–110 °C, 2–16 h.
  • Amide formation: HATU/DIPEA or EDCI/HOBt in DMF/DCM, 0–25 °C, 1–12 h.
  • Reductive amination: NaBH3CN or NaBH(OAc)3 in MeOH/THF/DCE, 0–25 °C, 2–16 h.
  • N-arylation: Buchwald–Hartwig (Pd/XantPhos or BrettPhos) in toluene/dioxane, NaOtBu or Cs2CO3, 80–110 °C.
  • Heteroaryl C–H functionalization: Ir/Pd catalysts with directing groups, DMA/DMF, 80–140 °C.

• Practical notes

  • Verify the compound’s stability and protecting-group needs before attempting any transformation.
  • Use inert atmosphere (N2/Ar) and anhydrous conditions as default for air/moisture-sensitive steps.

These are generic literature guidelines and are not specifications for this item.

Safety and Handling

• Item-specific hazard data

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

• General laboratory precautions (for small organic screening compounds)

  • Use in a certified chemical fume hood; avoid inhalation and skin/eye contact.
  • PPE: lab coat, safety glasses, and appropriate chemical-resistant gloves (nitrile recommended); change gloves regularly when handling DMSO stocks (DMSO enhances dermal transport).
  • Incompatibilities: Avoid strong oxidizers, strong acids/bases, and reactive reducing/oxidizing agents until specific functional groups are known.
  • First aid (overview; defer to SDS): If on skin, wash with soap and water; if in eyes, rinse for ≥15 min and seek medical attention; if inhaled, move to fresh air; if ingested, rinse mouth and seek medical advice.
  • Spill response: Absorb small spills with inert material (vermiculite), collect for disposal; ventilate area.

• Waste disposal

  • Collect organic solutions and contaminated materials as hazardous chemical waste per institutional and local regulations.

• Authoritative source

  • For definitive hazard classification, exposure limits, and transport data, consult the product-specific SDS.

Solvent Selection

• Item-specific solubility: Not specified for this item; refer to CoA/Spec Sheet.

• General strategy for small-molecule screening compounds

  • Primary stock solvent: Anhydrous DMSO is the default due to broad solvating power and assay compatibility.
  • Alternative solvents: DMF or NMP (for very polar/strongly H-bonding solutes), or MeOH/EtOH/ACN for faster evaporation needs. For nonpolar chemotypes, a co-solvent system (DMSO + ACN or DCM for intermediate prep) may help.
  • Buffer dilution: Add DMSO stock to vigorously mixing buffer to avoid local precipitation; include low levels of non-ionic surfactant (e.g., 0.01–0.05% Tween-20) if allowed by assay to improve dispersion of hydrophobic chemotypes.

• Miscibility and polarity (general)

  • DMSO is miscible with water and most organics; DMF is miscible with water/organics; ACN is water-miscible and volatile (facilitates drying of plates).

• Practical tips

  • Perform a small solubility/rainbow test across intended assay media and concentrations.
  • Filter or centrifuge clarified stocks before use in optical assays to reduce light scattering artifacts.

• When to choose alternatives

  • If the compound is unstable in DMSO (assay indicates degradation), trial stocks in ACN or MeOH, or prepare single-use aliquots to minimize dwell time in solution.

Storage and Reconstitution

• Item-specific (from Product Data)

  • Storage conditions: Store at -80°C.
  • Shipped in: Dry ice packs + Cold packs.

• Stability guidance (general)

  • Keep container tightly closed under inert headspace if possible. Minimize exposure to light and moisture.
  • Upon receipt, allow the shipment to equilibrate to room temperature in sealed secondary packaging to prevent condensation; then transfer immediately to long-term storage (-80 °C).
  • For working stocks, store DMSO solutions at ≤ -20 °C in amber vials; prepare single-use aliquots to avoid freeze–thaw cycles. Typical on-deck stability at room temperature is assay- and structure-dependent—verify by LC–MS.

• Reconstitution (general procedure)

  • If supplied as a solid: Bring vial to room temperature in a desiccator before opening. Weigh quickly, then dissolve in anhydrous DMSO to the desired concentration (e.g., 10–50 mM). Mix until fully dissolved; gentle warming (≤40 °C) and sonication can aid dissolution.
  • If supplied as a solution: Thaw on ice or at room temperature, mix gently, and use promptly. Do not refreeze partially used aliquots; discard according to waste procedures.

• Documentation

  • Record preparation date, concentration, solvent, and number of freeze–thaw cycles. Consult the CoA/Spec Sheet for any lot-specific storage or stability notes.

Structure and Identity

Brief overview: K00546 (SKU: K656602) is listed in our small-molecule/compound library category and is supplied for research screening workflows.

• Item-specific (from Product Data)

  • CAS: 443798-47-8
  • PubChem CID: 5330812
  • 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 note)

  • A detailed 2D/3D structural description cannot be provided without the structural identifiers. Please consult the CoA/Spec Sheet or PubChem record (CID: 5330812) for definitive structure.

• Practical identity guidance

  • For analytical confirmation in-house, consider orthogonal checks: HRMS (exact mass), 1H/13C NMR in DMSO‑d6 or CDCl3 (as solubility allows), and LC–MS purity profiling. Retain the batch CoA as the primary identity document.

Synthetic Utility

• Item-specific reactivity

  • Not specified; functional groups and reactive handles cannot be detailed without the structure.

• General utility notes for library compounds (contextual)

  • If the structure (from CID: 5330812) includes recognizable handles (e.g., aryl halides, nitriles, carboxamides, heteroaromatics), such motifs can be leveraged for analog synthesis: cross-couplings (Suzuki, Buchwald–Hartwig), nucleophilic substitutions, reductive transformations, or heterocycle elaboration.
  • For SAR expansion, late-stage diversification tactics (C–H activation on heteroarenes, Minisci alkylation/acylation, or photoredox-mediated coupling) can rapidly generate analogue panels once the core scaffold is confirmed.

• Analytical support

  • Establish a stability-indicating LC–MS method before undertaking derivatizations; track potential liabilities (ester hydrolysis, N–O cleavage, oxidative hotspots) revealed by stress testing (acid/base, peroxide, light, heat).

Target Specificity

• Item-specific data

  • Not specified for this item; no validated target, enzyme, receptor, or pathway specificity is provided in the Product Data.

• Guidance for users

  • If public database annotations for CID: 5330812 suggest bioactivity, independently confirm with purified target assays and secondary counterscreens to exclude assay interference. Reported targets can be chemotype- and stereochemistry-dependent; verify that the supplied lot matches the annotated structure (including salt form and stereochemistry, if any).

자주 묻는 질문

How should this product be stored?

Store at ?80 °C. Ultra-low temperature storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships frozen with dry ice and cold packs. Unpack on arrival and transfer it to the storage condition stated above; handle dry ice with insulated gloves in a ventilated area.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 443798-47-8, the molecular formula is C15H13F2N7O2S2, and the molecular weight is 425.44 g/mol.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.