UAMC-3203 - ≥98% , CAS No.2271358-64-4

CAS: 2271358-64-4 Cat. No.: U414185 Formule: C₂₅H₃₇N₅O₂S Poids moléculaire: 471.66 PubChem CID: 137701965

QUALITÉ & PURETÉ ≥98%

Synonyms

Benzenesulfonamide,4-​(cyclohexylamino)​-​3-​[(phenylmethyl)​amino]​-​N-​[2-​(1-​piperazinyl)​ethyl]​-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Information

UAMC-3203 UAMC-3203 is an improved ferroptosis inhibitor with an IC50 value of 10 nM in IMR-32 neuroblastoma cells.

Targets

Ferroptosis (IMR-32 neuroblastoma cells) 10 nM

In vitro

UAMC-3203 has an impressive t1/2 when incubated with both human and rat microsomes (t1/2 = 20.5 h and t1/2 = 16.5 h respectively) but is found to be relatively less stable when incubated with murine microsomes (t1/2 = 3.46 h).

In vivo

UAMC-3203 significantly lowers the plasma levels of lactate dehydrogenase (LDH) in mice. It is rapidly removed from the bloodstream and redistributed into various tissues, as can be expected for lipophilic basic compounds. Significant concentrations of UAMC-3203 are found in all analyzed tissues (liver, kidney, and lungs).

Spécifications

Synonymes

Benzenesulfonamide,4-​(cyclohexylamino)​-​3-​[(phenylmethyl)​amino]​-​N-​[2-​(1-​piperazinyl)​ethyl]​-

Spécifications et pureté

≥98%

Mécanismes biochimiques et physiologiques

UAMC-3203 is an improved ferroptosis inhibitor with an IC50 value of 10 nM in IMR-32 neuroblastoma cells.

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Pureté

≥98%

Propriétés du produit

ALogP

3.36

Nombre de HBD

4

Liaison rotative

10

Noms et identifiants

Pubchem Sid

504773511

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504773511

Sourires canoniques

C1CCC(CC1)NC2=C(C=C(C=C2)S(=O)(=O)NCCN3CCNCC3)NCC4=CC=CC=C4

IUPAC Name

3-(benzylamino)-4-(cyclohexylamino)-N-(2-piperazin-1-ylethyl)benzenesulfonamide

InChIKey

HSYSVXKJIVUNBR-UHFFFAOYSA-N

INCHI

1S/C25H37N5O2S/c31-33(32,28-15-18-30-16-13-26-14-17-30)23-11-12-24(29-22-9-5-2-6-10-22)25(19-23)27-20-21-7-3-1-4-8-21/h1,3-4,7-8,11-12,19,22,26-29H,2,5-6,9-10,13-18,20H2

Isomères SMILES

C1CCC(CC1)NC2=C(C=C(C=C2)S(=O)(=O)NCCN3CCNCC3)NCC4=CC=CC=C4

PubChem CID

137701965

Poids moléculaire

471.66

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Classe Benzene and substituted derivatives
      • Subclass Benzenesulfonamides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: Benzene and substituted derivatives
• Subclass: Benzenesulfonamides
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzenesulfonamides
• Alternative Parents: Phenylalkylamines Secondary alkylarylamines N-alkylpiperazines Sulfonyls Organosulfonic acids and derivatives Trialkylamines Dialkylamines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Benzenesulfonamide - Phenylalkylamine - N-alkylpiperazine - Secondary aliphatic/aromatic amine - Piperazine - 1,4-diazinane - Sulfonyl - Organosulfonic acid or derivatives - Tertiary aliphatic amine - Tertiary amine - Azacycle - Organoheterocyclic compound - Secondary amine - Secondary aliphatic amine - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organonitrogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
• 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

Propriétés chimiques et physiques

• Solubilité: Solubility (25°C) In vitro DMSO: 94 mg/mL (199.29 mM); Ethanol: 94 mg/mL (199.29 mM); Water: Insoluble
• DMSO (mg/mL) Solubilité maximale: 94
• DMSO (mM) Solubilité maximale: 199.296103125133
• Eau (mg/mL) Solubilité maximale: ＜1
• Poids moléculaire: 471.700 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 471.267 Da
• Monoisotopic Mass: 471.267 Da
• Topological Polar Surface Area: 93.900 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 652.000
• 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

  • No validated application protocols are provided for this item in the catalog entry.

• General small-molecule handling protocols (for discovery assays)

  • Stock solution preparation: Weigh the required amount quickly to minimize moisture uptake. Dissolve in anhydrous DMSO to 10–50 mM. Vortex/sonicate briefly until clear.
  • Aliquoting: Dispense single-use aliquots (e.g., 10–50 µL) into low-bind tubes or assay plates. Store at −20°C. Avoid repeated freeze–thaw cycles.
  • Working solutions: Dilute stock into assay buffer to reach desired test concentrations, keeping final DMSO ≤0.5–1% v/v unless assay dictates otherwise. Mix thoroughly; inspect for precipitation.
  • Plate-based screening: Equilibrate plates to room temperature before adding reagents to minimize condensation. Include vehicle controls matched for DMSO content.
  • Analytical QC: Confirm concentration by UV (if chromophore known) or quantitative NMR/LC–MS as appropriate. Reassess after storage to check for degradation.

• Safety

  • Handle under a fume hood and consult the SDS when available. Dispose of waste as organic chemical waste.

Biological Roles

• Item-specific

  • No biological function, target assignment, or pathway information is provided for UAMC-3203 in this listing.

• General guidance for small-molecule probes (general knowledge)

  • Until a target is verified, treat as an uncharacterized screening hit candidate. Use orthogonal assays (biochemical vs cellular) and counterscreens (e.g., redox activity, detergent sensitivity) to rule out assay interference.
  • Profiling options: If structure becomes available, in silico target predictions or chemotype similarity searches (e.g., SEA, SwissTargetPrediction) can generate hypotheses for confirmatory testing.
  • ADME properties: Once the structure is known, basic in vitro assessments (solubility, stability in buffer and microsomes, permeability in PAMPA/MDCK) can contextualize any observed activity.

• Important note

  • No clinical or therapeutic claims are made. This product is supplied strictly for research use only.

Buffer Applications

This item is a small-molecule library member rather than a buffering reagent; as such, classic buffer system guidance (e.g., pH ranges, compositions) does not apply directly.

• Practical handling in buffered assays (general knowledge)

  • Stock preparation: Dissolve in DMSO to a convenient concentration (e.g., 10–50 mM). Dilute into the assay buffer such that final DMSO is typically ≤0.5–1% v/v.
  • Precipitation check: After dilution into buffer (PBS, HEPES, Tris, etc.), inspect for turbidity. If precipitation occurs, increase organic cosolvent slightly (while staying within assay tolerance) or adjust pH when chemically justified (acid/base ionization once structure is known).
  • Adsorption mitigation: For hydrophobic compounds, include a small amount of nonionic surfactant (e.g., 0.01–0.05% Tween-20) if compatible, and use low-binding plates/tubes.
  • Filtration: If needed, filter through 0.2 µm PTFE or PES to remove particulates.

• Documentation

  • Record final buffer composition, pH, and cosolvent percentage for reproducibility.

• Item-specific buffer properties (pKa, buffering range)

  • Not applicable; no buffering capacity is implied for UAMC-3203.

Green Alternatives

Because the structure and specific use-case are not disclosed, greener choices should focus on solvent and handling practices rather than substituting the compound itself.

• Solvent strategy (general knowledge)

  • Prefer DMSO or ethanol for stocks over DMF or NMP when assay-compatible, due to better toxicological profiles.
  • For chromatographic workups, consider ethanol or isopropanol as greener alternatives to acetonitrile where detection sensitivity permits.
  • For recrystallization or purification (if applicable), use solvent selection guides (e.g., CHEM21, GSK) to prioritize lower-hazard, biodegradable options.

• Comparison (general)

  • DMSO vs DMF/NMP: DMSO—lower chronic toxicity concerns and good biodegradability; DMF/NMP—effective solubilizers but with reproductive toxicity concerns.
  • Ethanol/isopropanol vs methanol: Reduced toxicity and greener sourcing; methanol offers stronger solvating power but higher toxicity.

• Operational greening

  • Minimize DMSO percentage in assays (≤0.5–1% v/v) to reduce solvent load.
  • Use microscale assays and miniaturized HPLC to cut solvent consumption.
  • Consolidate aliquots to reduce single-use plastics and maintain cold-chain stability, avoiding repeated dry-ice shipments.

• Note

  • Any substitution must preserve compound integrity; verify by LC–MS/HPLC after changing solvents or workflows.

Pharmaceutical Uses

• Item-specific

  • No pharmacopeial status, excipient role, or formulation designation is provided for UAMC-3203. It is supplied strictly for research use only and is not intended for human or veterinary use.

• General considerations (non-clinical, general knowledge)

  • If used in pre-formulation research, characterize solubility, stability (solid state and in common vehicles), and compatibility with typical excipients only for laboratory studies.
  • Avoid extrapolating any in vitro findings to clinical contexts. Do not refer to this material as an API or investigational agent without appropriate regulatory documentation and sourcing.

• Regulatory note

  • No medical or clinical claims are made. For any work beyond basic research, appropriate regulatory-grade material and documentation are required.

Physical Properties

• Item-specific (from Product Data)

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

• Literature/computed properties

  • Not applicable: the structural formula/SMILES is not provided, so no reliable computed or literature-derived physicochemical values (bp, mp, logP, pKa, refractive index, density) can be summarized here for this item.

• General guidance for small-molecule library members (general knowledge)

  • Solubility screening: Start with DMSO at 10–50 mM to assess stock stability; if insoluble, test DMF, MeOH, or 1:1 DMSO:water cosolvent. For aqueous buffers, prepare a DMSO concentrate and dilute to ≤1% DMSO v/v in the assay where possible.
  • Hygroscopicity/oxidation: Many drug-like molecules can be mildly hygroscopic or air-sensitive (e.g., base-labile esters, oxidation-prone anilines). Perform a quick stability check by LC–MS after 24–72 h in intended solvent.
  • Crystallinity/melting: If a melting point is needed for QC, use a small capillary MP determination, but note polymorphism may broaden the range.
  • LogP/pKa estimation: Once a structure is available, estimate pKa/logP via software (e.g., ACD/Percepta, Epik, XlogP3) to plan formulation and chromatography.

• Important note

  • Definitive specifications (mp, bp, water content, UV cutoff, metal content) are not supplied in this listing. For reportable values in regulated workflows, consult the item’s CoA/Spec Sheet.

Quality and Grades

• Item-specific (from Product Data)

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

• Interpretation and guidance (general knowledge)

  • Research grade: In the absence of an explicit grade, treat as research-use material intended for discovery and screening. Do not use for diagnostic or therapeutic purposes.
  • Purity reporting: CoA typically provides % purity by HPLC/UPLC and may include LC–MS mass confirmation. If the work is sensitivity-critical (e.g., biophysical binding), request chromatograms and residual solvent data.
  • Stabilizers: None listed. If the compound is unstable in solution, prepare fresh aliquots. If a stabilizer is mentioned in the CoA (e.g., an antioxidant or acid additive), consider its impact on assays and analytics.
  • UV profile: Not specified for this item; refer to CoA/Spec Sheet if low-UV absorbance is required for HPLC/UPLC detection.
  • Water/peroxide/metal limits: Not specified for this item; refer to CoA/Spec Sheet.

• Practical QC recommendations

  • Run an incoming quality check: identity (LC–MS), purity (HPLC/UPLC), and if necessary NMR. Record batch number and retain a reference spectrum for future comparisons.

Reaction and Applications

• Item-specific note

  • UAMC-3203 is offered as a small-molecule library member for research use. No synthetic-chemistry application claims or specific bioactivity are provided in this listing.

• Typical research applications for library compounds (general knowledge)

  • Assay development and pilot screening: Evaluate as a member of a structurally diverse set in biochemical or cell-based assays to detect preliminary activity signals.
  • SAR exploration: If analogs are available (e.g., other UAMC-series entries), comparative testing can inform preliminary SAR hypotheses.
  • Reference control development: After orthogonal confirmation, may serve as a provisional positive/negative control in exploratory studies.

• Practical considerations

  • Identity/purity check by LC–MS prior to screening to avoid false signals from impurities.
  • Prepare DMSO stocks (e.g., 10 mM) and minimize freeze–thaw cycles; aliquot at first thaw.
  • Record plate maps and final DMSO percentage; verify that the compound does not interfere with detection modality (absorbance/fluorescence quenchers) by running counter-screens.

• Not a reagent

  • No claims are made here about using UAMC-3203 as a synthetic reagent or catalyst. For synthetic transformations, see the Synthetic Utility section for general remarks.

Reaction Conditions

This product is not presented as a reagent; therefore, defined reaction conditions are not applicable.

• General bench handling (general knowledge)

  • Dissolution for assays: Prepare concentrated DMSO stocks (e.g., 10 mM) at room temperature with brief sonication if needed.
  • Stability checks: Monitor by LC–MS/HPLC after 24–72 h in the chosen solvent to confirm solution stability prior to extended studies.
  • Chromatography: If further purification is required, begin with reversed-phase UPLC/HPLC scouting (water–acetonitrile or water–methanol gradients with 0.1% formic acid or ammonium formate, as appropriate). Specific conditions depend on structure and ionizable groups.

• Note

  • Without structural information, no temperature, catalyst, or yield guidance can be responsibly provided for chemical reactions involving this molecule.

Safety and Handling

• Item-specific (from Product Data)

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

• General laboratory precautions (general knowledge; defer to SDS for authority)

  • PPE: Use lab coat, safety glasses, and appropriate chemical-resistant gloves (nitrile recommended). Work in a fume hood when handling powders or volatile solvents.
  • Avoid inhalation of dust or aerosols; prevent skin/eye contact. Wash thoroughly after handling.
  • Incompatibilities are unknown without structure; as a conservative practice, segregate from strong oxidizers, strong acids/bases, and reducing agents until compatibility is known.
  • First aid (overview): Inhalation—move to fresh air; Skin—wash with soap/water; Eyes—rinse with water for several minutes; Ingestion—rinse mouth. Seek medical attention where appropriate. Always follow the SDS instructions when available.

• Waste disposal (general)

  • Collect solutions and solids as organic chemical waste. If heavy halogens or metals are later identified in the structure, dispose per local regulations for hazardous waste.

• Analytical verification

  • On receipt, consider verifying identity and purity by LC–MS or HPLC prior to biological testing, especially for screening workflows.

Solvent Selection

• Item-specific constraints

  • Structure-dependent solubility and ionization are not disclosed; solvent choices must be empirically determined for this item.

• General guidance for small-molecule stocks (general knowledge)

  • Primary solvent: DMSO is the default for discovery libraries due to broad solvating power and assay compatibility at ≤1% v/v.
  • Secondary solvents: DMF, NMP, ethanol, methanol, or isopropanol can aid dissolution; combine with aqueous buffers post-dissolution.
  • Aqueous work: For ionizable molecules, adjust pH (e.g., mild base for acidic compounds or mild acid for basic amines) to enhance solubility after preparing a concentrated organic stock.
  • Volatile-organic options for formulation: Acetonitrile or acetone for chromatographic preparations; remove by gentle evaporation if needed.

• Comparison snapshot (general)

  • DMSO vs DMF: DMSO is generally less toxic and more assay-friendly; DMF can improve solubility but is less desirable for biological assays.
  • Alcohols (EtOH/MeOH): Easier to remove and often acceptable up to 1–2% in biochemical assays but have narrower solubility scope than DMSO.

• Practical tips

  • Warm gently (25–40°C) and vortex/sonicate to aid dissolution; filter 0.2 µm if particulate persists.
  • Document final cosolvent percentage in biological or analytical protocols for reproducibility.

Storage and Reconstitution

• Item-specific (from Product Data)

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

• Reconstitution guidance (general knowledge)

  • Solid form (assumed): Allow vial to equilibrate to room temperature in a desiccator before opening to prevent moisture condensation. Minimize time open to air.
  • Solubilization: Prepare a concentrated stock in dry DMSO (e.g., 10–50 mM). If aqueous use is required, dilute into buffer immediately before use to minimize precipitation or degradation.
  • Aliquoting: Divide into single-use aliquots upon first dissolution to avoid repeated freeze–thaw cycles.

• Stability practices

  • Short-term handling: Keep solutions on ice or at 2–8°C during experimental setup when feasible.
  • Long-term storage of solutions: Freeze DMSO stocks at −20°C or −80°C in tightly sealed vials. Record preparation date and concentration.
  • Light/air sensitivity: Unknown; protect from light and air as a precaution (amber vials, inert headspace) until stability is confirmed by LC–MS/HPLC.

• Specifications not provided

  • Appearance, exact solubility, water content, and other stability-indicating parameters: Not specified for this item; refer to CoA/Spec Sheet.

• Research use note

  • For research use only; not for human or veterinary use.

Structure and Identity

Brief overview: UAMC-3203 is listed as a small-molecule library member. Structural identifiers are largely not disclosed for this catalog entry.

• Item-specific (from Product Data)

  • Product name: UAMC-3203 (SKU: U414185)
  • CAS: 2271358-64-4
  • PubChem CID: 137701965
  • InChIKey: 130234 (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 note)

  • Structural description (rings, heteroatoms, functional groups, stereochemistry): Not available for this listing. Without a disclosed structure, explicit functional-group or scaffold annotations cannot be provided.

• Practical implications

  • Without a published structure, choices of solvent system, analytical method, and stability assessments should be guided by small-scale solubility tests and the compound’s CoA/SDS.
  • If you have the structure from the CoA, we recommend annotating heteroatom content and ionizable centers to predict solubility and storage behavior.

Synthetic Utility

• Item-specific

  • UAMC-3203 is supplied as a discrete small molecule for screening and research; no claims are made regarding its use as a synthetic reagent, catalyst, or building block in this listing.

• General remarks (when structure becomes available)

  • If the structure contains common synthetic handles (e.g., aryl halide, boronate, nitrile, carboxylate, amine), it may be amenable to diversification via cross-coupling, amide formation, or reductive transformations for SAR expansion. However, such possibilities are entirely structure-dependent and cannot be asserted here.
  • For IP-sensitive programs, consult the CoA/SDS or request structural disclosure under CDA to plan derivatization.

• Practical tip

  • If you intend to derivatize the compound, first verify purity and absolute structure (NMR, HRMS). Establish a baseline LC–MS method to monitor modifications.

Target Specificity

• Item-specific

  • No target, binding partner, or selectivity data are provided for UAMC-3203 in this listing.

• General guidance (research context)

  • If biological testing is planned, pair primary assays with orthogonal formats and include panel counterscreens to assess selectivity versus common off-targets.
  • Should a putative target be identified, determine on-target potency and selectivity through concentration–response curves and profiling against close homologs or representative panels.

• Documentation

  • Record assay conditions, DMSO percentage, and plate layout to support reproducibility and data integrity.

Foire aux questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

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

The CAS Number is 2271358-64-4, the molecular formula is C25H37N5O2S, and the molecular weight is 471.66 g/mol. InChIKey HSYSVXKJIVUNBR-UHFFFAOYSA-N.

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.