ARS-853 (ARS853) - ≥95% , CAS No.1629268-00-3

CAS: 1629268-00-3 Cat. No.: A413921 Formula: C₂₂H₂₉ClN₄O₃ Peso molecolare: 432.94

GRADE & PURITY ≥95%

Synonyms

2-​Propen-​1-​one,1-​[3-​[4-​[2-​[[4-​chloro-​2-​hydroxy-​5-​(1-​methylcyclopropyl)​phenyl]​amino]​acetyl]​-​1-​piperazinyl]​-​1-​azetidinyl]​-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Panoramica

Information

ARS-853 (ARS853) ARS-853 is a selective, covalent KRAS(G12C) inhibitor that inhibits mutant KRAS-driven signaling by binding to the GDP-bound oncoprotein and preventing activation. ARS-853 also induces apoptosis .

Targets

K-Ras(G12C) (in H358 cells) 2.5 μM

In vitro

ARS-853 treatment of KRAS^G12C cells led to a dose-dependent and nearly complete inhibition of CRAF-RBD (RBD)-mediated pulldown of KRAS from lysates, with an IC50 of approximately 1 μmol/L. Treatment of H358 cells by ARS-853 resulted in a significant loss of KRAS–CRAF interactions. Consistent with an inactive state of KRAS^G12C once bound to ARS-853, downstream signaling through both MAPK (including pMEK, pERK, and pRSK) and PI3K signaling (pAKT) pathways was inhibited by ARS-853 in H358 and other KRAS^G12C cell lines. The inhibition of RAF-RBD pulldown and KRAS downstream signaling was sustained over a period of 72 hours, accompanied by G1 cell-cycle arrest, loss of Cyclin D1 and Rb expression, and an increase in the cell-cycle inhibitor p27 KIP1. In addition, hallmarks of apoptosis, including cleaved PARP and increases in sub-diploid DNA, were observed in H358 cells following treatment with ARS-853. No effects on RAF-RBD binding or downstream signaling were observed in A549 cells (KRASG12S), and the inhibitory effects of ARS-853 in H358 cells could be rescued by ectopic expression of KRAS^G12V. KRAS^G12C is the most potent covalent target of ARS-853 across more than 2,700 cellular proteins and consistently find that this compound exerts no effects on cellular signaling or growth in non-KRAS^G12C cells at concentrations up to 10-fold higher than its KRAS^G12C potency. ARS-853 reacts only with the inactive (GDP-bound), but the not the active (GTP-bound), state of KRAS. ARS853 reduced KRAS-GTP levels and ERK phosphorylation in human embryonic kidney 293 (HEK293) or H358 cells engineered to express KRAS^G12C but not in those expressing KRAS^G12C/A59G. ARS853 traps KRAS^G12C in a GDP-bound conformation by lowering its affinity for nucleotide exchange factors.

Cell Research(from reference)

Cell lines：H358 (G12C) cells 

Concentrations：0.05, 0.1, 0.5, 1, 5, 10, 50 μM 

Incubation Time：5 h 

Specifications

Sinonimi

2-​Propen-​1-​one,1-​[3-​[4-​[2-​[[4-​chloro-​2-​hydroxy-​5-​(1-​methylcyclopropyl)​phenyl]​amino]​acetyl]​-​1-​piperazinyl]​-​1-​azetidinyl]​-

Specifiche e purezza

≥95%

Meccanismi biochimici e fisiologici

ARS-853 is a selective, covalent KRAS(G12C) inhibitor that inhibits mutant KRAS-driven signaling by binding to the GDP-bound oncoprotein and preventing activation. ARS-853 also induces apoptosis.

Condizioni di conservazione di stoccaggio

Store at -20°C

Spedito in

Ice chest + Ice pads

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Tipo di azione

INHIBITOR

Purezza

≥95%

Nomi e identificatori

• Pubchem Sid: 504772479
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504772479
• Sorrisi canonici: CC1(CC1)C2=CC(=C(C=C2Cl)O)NCC(=O)N3CCN(CC3)C4CN(C4)C(=O)C=C
• IUPAC Name: 1-[3-[4-[2-[4-chloro-2-hydroxy-5-(1-methylcyclopropyl)anilino]acetyl]piperazin-1-yl]azetidin-1-yl]prop-2-en-1-one
• InChIKey: IPFOCHMOYUMURK-UHFFFAOYSA-N
• INCHI: 1S/C22H29ClN4O3/c1-3-20(29)27-13-15(14-27)25-6-8-26(9-7-25)21(30)12-24-18-10-16(22(2)4-5-22)17(23)11-19(18)28/h3,10-11,15,24,28H,1,4-9,12-14H2,2H3
• Isomeri SMILES: CC1(CC1)C2=CC(=C(C=C2Cl)O)NCC(=O)N3CCN(CC3)C4CN(C4)C(=O)C=C
• Peso molecolare: 432.94
• Reaxy-Rn: 27200600
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=27200600&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid amides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid amides
• Alternative Parents: o-Aminophenols Phenylalkylamines Aniline and substituted anilines M-chlorophenols Secondary alkylarylamines 1-hydroxy-2-unsubstituted benzenoids N-alkylpiperazines Chlorobenzenes Aryl chlorides Tertiary carboxylic acid amides Acrylic acids and derivatives Trialkylamines Azetidines Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives Organic oxides Organochlorides Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-amino acid amide - O-aminophenol - Aminophenol - 3-halophenol - 3-chlorophenol - Aniline or substituted anilines - Phenylalkylamine - 1-hydroxy-2-unsubstituted benzenoid - Chlorobenzene - Halobenzene - Phenol - Secondary aliphatic/aromatic amine - N-alkylpiperazine - Aryl halide - Aryl chloride - Piperazine - Benzenoid - Monocyclic benzene moiety - 1,4-diazinane - Tertiary carboxylic acid amide - Acrylic acid or derivatives - Tertiary aliphatic amine - Tertiary amine - Azetidine - Carboxamide group - Secondary amine - Azacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organic nitrogen compound - Amine - Organic oxygen compound - Carbonyl group - Organopnictogen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Organooxygen compound - Organic oxide - Aromatic heteromonocyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Meccanismi d'azione

Proprietà chimiche e fisiche

• Solubilità: Solubility (25°C) In vitro DMSO: 86 mg/mL warmed with 50ºC Water: bath (198.64 mM); Ethanol: 7 mg/mL warmed with 50ºC Water: bath (16.16 mM); Water: Insoluble
• Peso molecolare: 432.900 g/mol
• XLogP3: 2.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 432.193 Da
• Monoisotopic Mass: 432.193 Da
• Topological Polar Surface Area: 76.100 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 671.000
• 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

Application Protocols

Item-specific tested applications and recommended conditions: Not specified for this item; refer to CoA/Spec Sheet or internal method notes.

General research workflows (illustrative, non-binding):

• Stock solution preparation: Dissolve ARS-853 in anhydrous DMSO to 10–50 mM. Aliquot and store at −20 °C. Thaw immediately before use, minimize freeze–thaw cycles.
• Biochemical target engagement: Incubate purified protein with serial dilutions of ARS-853 at pH ~7.4, ambient–37 °C, for set times (e.g., 0.5–2 h). Quench and analyze by intact protein MS or peptide mapping for covalent adducts.
• Cell-based assays: Dose cells with ARS-853 diluted from DMSO stocks to desired final concentrations while keeping DMSO low (≤0.1–0.5%). Assess target engagement via CETSA or targeted proteomics, and evaluate pathway readouts with appropriate controls.
• Analytical QC: Verify stock integrity by LC–MS prior to critical experiments; monitor for degradation over time.

Note: The above are general guidance examples and not validated, item-specific protocols.

Biological Roles

Scope: For research use only. The following summarizes literature-reported roles of ARS-853 as a chemical biology tool; no medical or clinical claims are made.

Literature overview:

• ARS-853 is described as a covalent small-molecule probe designed to engage the switch-II pocket of mutant KRAS proteins bearing a cysteine at position 12 (G12C). The compound’s electrophilic moiety enables selective covalent modification of the target cysteine under physiological conditions in biochemical systems.
• As a tool compound, ARS-853 has been used to interrogate nucleotide-state dependence of target engagement, modulation of downstream signaling cascades in cell models, and time-dependent covalent occupancy.
• Studies commonly evaluate on-target engagement using intact-protein MS, activity-based protein profiling, or thermal stabilization assays, along with orthogonal selectivity panels to monitor off-target cysteines.

Best practices for biological studies:

• Define vehicle controls and concentration-response relationships; verify that observed effects correlate with covalent target occupancy rather than non-specific reactivity.
• Confirm intracellular engagement using orthogonal methods (e.g., CETSA, targeted MS) and complement with genetic controls when feasible.
• Evaluate reversibility/irreversibility and residence time in biochemical assays prior to cellular translation.

Notes:

• Exact potency, selectivity, and kinetics parameters are not specified for this item; consult primary literature or determine experimentally under your assay conditions.
• Handle and report ARS-853 in compliance with institutional chemical hygiene and covalent probe handling guidelines.

Buffer Applications

Applicability: ARS-853 is not a buffering agent. This section focuses on practical buffer considerations for preparing and using ARS-853 in biochemical/cellular assays.

Guidance (general):

• Stock preparation: Dissolve in anhydrous DMSO. For biochemical assays, dilute into buffers such as HEPES, Tris, or phosphate-buffered saline (PBS) while maintaining final DMSO at the lowest effective percentage (commonly ≤0.1–0.5% v/v).
• pH considerations: Covalent electrophiles can hydrolyze or react faster at elevated pH. Maintain assay buffers near physiological pH (7.2–7.5) unless a specific mechanistic study requires variation. Record pH carefully when comparing datasets.
• Protein binding: Include non-ionic detergents (e.g., 0.01–0.05% Tween-20) or carrier proteins as appropriate to reduce non-specific adsorption; validate that these additives do not interfere with readouts.
• Metal ions/reductants: Certain reductants (e.g., high DTT) can compete with covalent electrophiles. Use minimal necessary concentrations and run controls. EDTA can be included if metal-catalyzed degradation is a concern.
• Filtration: If sterility is required, filter final working solutions through 0.22 µm (PTFE or low-binding PVDF). Confirm no significant adsorption or loss.

Item-specific buffer specs: Not specified for this item; refer to application notes or determine empirically.

Green Alternatives

Context: As a specialized research probe, ARS-853 itself does not have a “green alternative” in the sense of interchangeable solvents or bulk reagents. However, greener practices can be applied to how it is handled, dissolved, and analyzed.

Greener handling strategies:

• Prefer water-miscible stock solvents like DMSO over chlorinated solvents. Keep final DMSO concentration as low as assay design allows.
• Use micro-scale experiments (96/384-well) to minimize compound consumption and waste.
• Employ benign quench/extraction procedures for biochemical assays (e.g., protein precipitation with acetonitrile or methanol rather than halogenated solvents), provided method compatibility is verified.
• Choose LC–MS mobile phases with aqueous buffers and volatile modifiers (e.g., formic acid, ammonium acetate) to reduce environmental impact.

Trade-offs (general):

• DMSO is relatively green compared to many aprotic solvents but can affect cell membranes at higher percentages—optimize dosing schemes.
• Alternative co-solvents (e.g., ethanol) may be greener but often provide poorer solubility for electrophile-rich heteroaromatics.

Summary table (general):

• DMSO: Good solvency; moderate EHS profile; broadly compatible with biology.
• Ethanol: Greener profile; limited solubility for many probes.
• DMF/NMP: Strong solvency; less favorable EHS—avoid in bioassays when possible.

Note: No process-scale synthesis guidance is provided here; consult green chemistry principles if developing synthetic routes to ARS-853 analogs.

Pharmaceutical Uses

This product is supplied strictly for research use only; no medical, diagnostic, or therapeutic use is intended or implied.

Formulation/context (general, non-clinical):

• ARS-853 is used as a reference compound/chemical probe in discovery research. In preclinical assay development, it may serve as a system control to benchmark covalent engagement and signal modulation in biochemical and cellular platforms.
• For in vitro and ex vivo studies, ARS-853 is typically prepared as DMSO stocks and diluted into assay buffers or culture media. No pharmacopeial monographs or excipient roles are associated with ARS-853.

Manufacturing/CMC relevance:

• Not applicable. There is no item-specific information indicating GMP status, compendial compliance, or suitability for human/animal administration.

Regulatory note:

• No pharmacopoeia status is provided. Any use beyond basic research would require independent qualification and regulatory assessment, which is outside the scope of this listing.

Physical Properties

Item-specific specifications:

• 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, boiling point, density, refractive index, UV cutoff, water/peroxide/metal limits: Not specified for this item; refer to CoA/Spec Sheet.

General/literature guidance (non-spec, for planning only):

• Physical state: ARS-853 is typically supplied as a solid research compound in small-molecule libraries.
• Solubility: Commonly dissolved in anhydrous DMSO for stock solutions (e.g., 10–50 mM working stocks in discovery workflows). Aqueous solubility is generally limited without co-solvent or surfactant. For biological assays, DMSO vehicle is typically diluted into buffered media, keeping final DMSO ≤0.1–0.5% v/v as assay-appropriate.
• pKa/logP: Not provided here; consult primary literature or compute with cheminformatics tools if needed for permeability/partition modeling.
• Hygroscopicity/photolysis: No item-specific data provided; protect from moisture and light as a matter of good practice for electrophile-bearing probes.

Practical notes:

• Prepare fresh DMSO stocks immediately before use when possible; aliquot and freeze to minimize freeze–thaw cycles.
• Filter sterilize (0.22 µm PTFE) if sterile stock is needed for cell-based assays. Verify recovery and adsorption losses in pilot tests.

Quality and Grades

Item-specific grade/purity:

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

Guidance on interpretation and use:

• In discovery workflows, ARS-853 is typically used as a reference chemical probe or screening hit. For reproducible biochemical/cellular results, request or consult the Certificate of Analysis (CoA) for: purity by HPLC/UPLC, identity by NMR/HRMS, and residual solvent profile.
• If HPLC/UPLC grade is indicated on CoA, expect low non-volatile residue and controlled UV absorbance suitable for bioassays. If “research grade” without additional qualifiers, independently verify purity and identity before quantitative studies.
• Trace stabilizers are uncommon for solid bioactive probes; if any stabilizer or counter-ion is present, it should be listed on the CoA. Absence of such information here means it is not specified for this item.

Best practices:

• Perform intake QC (e.g., quick LC–MS, 1H NMR) upon receipt to benchmark purity and confirm lot-to-lot consistency.
• For long-term projects, retain a retained sample and store at −20 °C under inert atmosphere/desiccation to preserve integrity.
• If working in sensitive biophysical assays (ITC, SPR, DSF), pre-clear stocks by centrifugation/filtration and check for aggregation (e.g., light scattering tests).

Reaction and Applications

Scope: ARS-853 is primarily used as a research chemical probe in biochemical and cellular studies, not as a general synthetic reagent.

Applications (research use; literature-based):

• Employed as a tool compound in studies of RAS signaling to interrogate covalent engagement of mutant KRAS proteins in vitro and in cells.
• Utilized in target engagement assays (e.g., mass spectrometric adduct confirmation, thermal shift, or covalent occupancy measurements), selectivity profiling against cysteine-containing off-targets, and structure–activity relationship benchmarking.
• Serves as a positive control in screening cascades evaluating covalent ligand libraries directed at small GTPases.

Not typically applicable:

• ARS-853 is not commonly used as a reagent in named organic reactions (e.g., cross-couplings, Grignard, oxidations). Therefore, standard synthetic application guidance is not provided.

Practical use tips:

• Prepare fresh DMSO stocks and minimize exposure to nucleophiles to preserve electrophilic functionality.
• Verify compound integrity by LC–MS before key experiments; covalent probes can hydrolyze or polymerize if mishandled.
• For cellular work, include vehicle controls and confirm effective concentration ranges empirically; assess cytotoxicity of vehicle and compound separately.

Note: Manufacturer Applications field contained no additional item-specific notes; the above expands on general literature practice for compounds in this class.

Reaction Conditions

Not a reagent-focused product: ARS-853 is used as a research probe rather than as a substrate/reagent for general synthetic transformations. Consequently, no item-specific reaction condition ranges (temperatures, catalysts, yields) are applicable.

Assay/engagement conditions (literature-level, general):

• Biochemical assays: Conduct target engagement at near-physiological pH (7.2–7.5) and ambient to 37 °C. Time-dependent covalent labeling may require incubation from minutes to hours depending on protein concentration, nucleophile availability, and compound concentration.
• Cellular assays: Dose-response studies typically span low nanomolar to micromolar concentrations, with exposure times tailored to observe covalent engagement and downstream effects. Exact ranges are assay- and cell-line–specific and must be empirically determined.
• Controls: Include vehicle controls, time-zero controls, and, where possible, inactive analogs to distinguish on-target covalent interactions from non-specific reactivity.

Important:

• The above are general literature practices and are not item-specific specifications. No quantitative potency or kinetic parameters are provided for this item.

Safety and Handling

Authoritative source: Always consult the Safety Data Sheet (SDS) for definitive and current safety information.

Item-specific hazard data (from Product Data):

• Signal Word: Not specified for this item; refer to SDS.
• H-Statements: Not specified for this item; refer to SDS.
• GHS Classification: Not specified for this item; refer to SDS.
• Pictograms: Not specified for this item; refer to SDS.

General laboratory safety guidance (for small-molecule research compounds):

• PPE: Lab coat, safety glasses, and appropriate chemically resistant gloves (e.g., nitrile). Use in a chemical fume hood to avoid inhalation of dust or solvent vapors.
• Handling: Avoid breathing dust/aerosols. Prevent skin/eye contact. Compounds with electrophilic motifs (common in covalent probes) can cause skin sensitization—minimize exposure.
• Storage incompatibilities: Store away from strong oxidizers, strong bases/acids that could promote decomposition, and nucleophilic reagents that may react with electrophilic warheads.
• Spill/first aid (overview): In case of skin contact, wash with soap and water. For eye exposure, rinse cautiously with water for several minutes and seek medical advice. For inhalation, move to fresh air. For ingestion, seek medical attention—do not induce vomiting unless directed by medical personnel.
• Waste: Collect as organic hazardous waste per institutional and local regulations.

Shipping and storage conditions (item-specific):

• Shipped: Ice chest + ice pads (provided data)
• Storage: Store at −20 °C (provided data)

Solvent Selection

Applicability: ARS-853 is a solid small molecule used primarily as a chemical probe; solvent selection pertains to stock preparation and assay dilution rather than process-scale dissolution.

Common choices (general literature practice):

• DMSO (anhydrous): Primary solvent for concentrated stocks (e.g., 10–50 mM). High polarity, aprotic; excellent solubilizer for heteroaromatic electrophiles. Miscible with water for stepwise dilution into buffers/media. Minimize final DMSO in biological assays (typically ≤0.1–0.5% v/v).
• DMF/NMP: Alternative aprotic polar solvents when DMSO is unsuitable. Higher boiling points; consider cytotoxicity if carried into biological assays.
• Acetonitrile/THF/EtOH: Limited utility; may aid co-solvent systems for analytical sample prep. Check stability of electrophilic motifs.

Practical tips:

• Warm gently (room temperature) and vortex/sonicate to aid dissolution; avoid heat that may promote decomposition.
• For aqueous work, pre-dissolve in DMSO, then dilute into buffered saline or culture media with rapid mixing to prevent precipitation.
• For analytical injections, match solvent strength to initial LC conditions to avoid on-column precipitation; 50:50 water:acetonitrile with 0.1% acid is often suitable for standards if compound is stable.

Quick comparison (general):

• DMSO: highest solubilization power; biologically compatible at low %.
• DMF: good solvent; more caution in cell assays.
• NMP: strong solvent; potential assay interference—validate.

Note: No item-specific solubility numbers are provided here; consult the CoA or determine empirically.

Storage and Reconstitution

Item-specific conditions (from Product Data):

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

Reconstitution guidance (general best practices for small-molecule probes):

• Solvent: Reconstitute in anhydrous DMSO to prepare concentrated stocks. If aqueous stocks are required, first dissolve in DMSO then dilute into buffer with rapid mixing to avoid precipitation.
• Aliquoting: Prepare single-use or limited-use aliquots (e.g., 10–50 µL) to prevent repeated freeze–thaw. Use low-binding plasticware or silanized glass to reduce adsorption.
• Freeze–thaw: Avoid multiple cycles; thaw quickly at room temperature, use immediately, and return unused aliquots to −20 °C promptly.
• Light/moisture protection: Store in amber vials within a desiccated container. Purge headspace with inert gas if long-term storage is anticipated.
• Stability: No item-specific shelf-life or solution stability data are provided here; verify by LC–MS or HPLC prior to critical experiments and establish in-house retest periods.

Documentation:

• Record lot number, reconstitution solvent, concentration, date, and storage conditions for traceability. For GLP-like studies, archive a retained solid sample at −20 °C.

Structure and Identity

Brief overview: ARS-853 (ARS853) is a research small molecule widely used as a chemical probe in RAS biology studies.

Item-specific identifiers (from Product Data):

• Product Name: ARS-853 (ARS853)
• SKU: A413921
• CAS: 1629268-00-3
• PubChem CID: 86279165
• InChIKey: 146888 (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.

Structural features (general literature description, not item-specific specifications):

• ARS-853 is reported in the literature as a covalent small molecule designed to engage a specific cysteine residue in KRAS(G12C). Typical scaffolds in this series include an electrophilic warhead (often an acrylamide or related Michael acceptor) appended to a heteroaromatic core with substituents that target the switch-II pocket. Exact substituent pattern and stereochemistry should be confirmed from primary literature or the CoA.

2D structure in words (literature-level, qualitative):

• A heteroaromatic core bearing substituents that direct binding into the KRAS switch-II pocket and an electrophile positioned for conjugate addition to Cys12. Multiple aromatic and heteroatom functionalities contribute to recognition; no biopolymer or macrocyclic features are involved.

Notes:

• Where precise structural strings (SMILES/InChI) or formula are required for documentation, please consult the item’s CoA/Spec Sheet or the primary reference for ARS-853.

Synthetic Utility

Applicability: ARS-853 is a finished small-molecule probe and is not commonly employed as a reagent or building block in synthetic organic chemistry.

General notes (contextual):

• The design principles embodied by ARS-853 (heteroaromatic recognition elements plus an electrophilic warhead) inform synthetic campaigns for covalent inhibitors. However, ARS-853 itself is typically the target of synthesis rather than a synthon.
• For medicinal chemistry, analog development often explores warhead tuning (e.g., acrylamide variants), linker orientation, and heteroaryl substitutions to balance potency, selectivity, and ADMET-like properties in vitro.

If derivatization is desired (conceptual guidance only):

• Late-stage diversification might involve cross-coupling on halogenated aromatic positions or amide coupling on appendages (if present in the chosen scaffold). Stability of the electrophile must be considered; protecting strategies or step ordering may be necessary.

Conclusion:

• No routine named-reaction applications or reagent roles are associated with ARS-853. For synthetic procedures to access ARS-853 or analogs, consult primary literature; item-specific synthetic routes are not provided here.

Target Specificity

Item-specific target data: Not specified for this item; refer to CoA/Spec Sheet or manufacturer technical notes.

General note:

• While ARS-853 is discussed in the literature as a covalent probe used in RAS biology studies, this listing does not include validated, lot-specific target binding data, cross-reactivity, or species selectivity. Users should confirm target engagement under their assay conditions using orthogonal methods (e.g., MS-based adduct detection, CETSA, biochemical activity assays).