Ticolubant , CAS No.154413-61-3

CAS: 154413-61-3 Cat. No.: T668968 분자식: C₂₃H₁₉Cl₂NO₃S 분자량: 460.4 PubChem CID: 6441619

Synonyms

TICOLUBANT | SB-209247 | C1FRU4800P | 2-Propenoic acid, 3-(6(((2,6-dichlorophenyl)thio)methyl)-3-(2-phenylethoxy)-2-pyridinyl)-, (E)- | Ticolubant [USAN:INN] | UNII-C1FRU4800P | (E)-6-(((2,6-Dichlorophenyl)thio)methyl)-3-(phenethyloxy)-2-pyridineacrylic a

Storage

Room temperature

Specifications

동의어

TICOLUBANT | SB-209247 | C1FRU4800P | 2-Propenoic acid, 3-(6(((2,6-dichlorophenyl)thio)methyl)-3-(2-phenylethoxy)-2-pyridinyl)-, (E)- | Ticolubant [USAN:INN] | UNII-C1FRU4800P | (E)-6-(((2,6-Dichlorophenyl)thio)methyl)-3-(phenethyloxy)-2-pyridineacrylic a

보관 조건

Room temperature

작업 유형

ANTAGONIST

제품 특성

• ALogP: 6.1

이름과 식별자

• 정식 스마일: C1=CC=C(C=C1)CCOC2=C(N=C(C=C2)CSC3=C(C=CC=C3Cl)Cl)C=CC(=O)O
• IUPAC Name: (E)-3-[6-[(2,6-dichlorophenyl)sulfanylmethyl]-3-(2-phenylethoxy)pyridin-2-yl]prop-2-enoic acid
• InChIKey: ZJLFOOWTDISDIO-ZRDIBKRKSA-N
• INCHI: 1S/C23H19Cl2NO3S/c24-18-7-4-8-19(25)23(18)30-15-17-9-11-21(20(26-17)10-12-22(27)28)29-14-13-16-5-2-1-3-6-16/h1-12H,13-15H2,(H,27,28)/b12-10+
• 이성체 SMILES: C1=CC=C(C=C1)CCOC2=C(N=C(C=C2)CSC3=C(C=CC=C3Cl)Cl)/C=C/C(=O)O
• PubChem CID: 6441619
• 분자량: 460.4

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • 분류 Benzene and substituted derivatives
      • Subclass Halobenzenes
        • Level5 Chlorobenzenes
          • Level6 Dichlorobenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• 분류: Benzene and substituted derivatives
• Subclass: Halobenzenes
• Intermediate Tree Nodes: Chlorobenzenes
• Direct Parent: Dichlorobenzenes
• Alternative Parents: Thiophenol ethers Alkyl aryl ethers Alkylarylthioethers Pyridines and derivatives Aryl chlorides Heteroaromatic compounds Sulfenyl compounds Azacyclic compounds Monocarboxylic acids and derivatives Carboxylic acids Hydrocarbon derivatives Carbonyl compounds Organic oxides Organochlorides Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aryl thioether - 1,3-dichlorobenzene - Thiophenol ether - Alkyl aryl ether - Alkylarylthioether - Aryl chloride - Aryl halide - Pyridine - Heteroaromatic compound - Carboxylic acid derivative - Carboxylic acid - Ether - Monocarboxylic acid or derivatives - Thioether - Azacycle - Sulfenyl compound - Organoheterocyclic compound - Organochloride - Organohalogen compound - Organopnictogen compound - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Hydrocarbon derivative - Carbonyl group - Organic nitrogen compound - Organic oxide - Aromatic heteromonocyclic compound
• 설명: This compound belongs to the class of organic compounds known as dichlorobenzenes. These are compounds containing a benzene with exactly two chlorine atoms attached to it.
• 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

관련 대상(인간)

LTB4R Tchem Leukotriene B4 receptor 1 (2 Activities)

Discover Target: LTB4R

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

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LTB4R Tchem Leukotriene B4 receptor 1 (1083 Activities)

Discover Target: LTB4R

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Homo sapiens (32628 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

작용 메커니즘

화학 및 물리적 특성

• 분자량: 460.400 g/mol
• XLogP3: 6.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 459.046 Da
• Monoisotopic Mass: 459.046 Da
• Topological Polar Surface Area: 84.700 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 549.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

Application Protocols

Not provided in Product Data.

General research-use guidance (when no protocol is supplied)

• Stock preparation: Dissolve in anhydrous DMSO to 10–50 mM; vortex and, if needed, sonicate briefly. Filter (0.22 µm PTFE) for sterile applications.
• Storage of stocks: Aliquot to avoid freeze–thaw; see Storage & Reconstitution for details.
• Dosing: Add to assay media to achieve desired concentration, ensuring final DMSO ≤0.5–1% v/v unless your assay tolerates more.
• Controls: Include vehicle-only and, if available, a known reference comparator.
• Documentation: Record lot number, solution concentration, preparation date, and observed solubility/precipitation.

For any specific bioassays or analytical methods, create lab-specific SOPs referencing validated literature.

Biological Roles

Item-specific biological function/target information is not provided in the Product Data. No claims about mechanism or biological pathways are made here.

General guidance (research-only context)

• For small-molecule library members, biological roles—if any—must be established from peer-reviewed literature and validated internally. Use the CAS (154413-61-3) or CID (6441619) to retrieve primary references.
• Prior to biological testing, confirm identity/purity and establish solubility limits in relevant assay media. Record potential liabilities (photolability, redox activity, aggregation) with orthogonal assays (e.g., detergent sensitivity, DLS) to avoid assay interference (literature practice).
• If a specific target or pathway is identified from literature, create a target dossier covering potency metrics (IC50/Ki), selectivity panels, and potential off-targets; none are provided here.

This product is supplied strictly for research use only.

Buffer Applications

This item is not a buffering agent, and no buffer system applicability is provided in the Product Data. As a small-molecule library compound, it is not typically used to set or maintain pH.

Practical note (general)

• If dosing into buffered media, verify compound stability across the working pH range and ionic strength. Prepare concentrated DMSO stocks and dilute into buffers (e.g., PBS, HEPES) to a final DMSO content compatible with your assay (often ≤0.5–1% v/v). Monitor for precipitation.

Green Alternatives

Green chemistry considerations primarily relate to the choice of solvents and auxiliaries used with this compound, since the intrinsic substance cannot be substituted in most screening contexts.

• Prefer greener solvents for dissolution and purification where feasible:
  • Replace dichloromethane with ethyl acetate or dimethyl carbonate when solubility/partitioning permit (literature).
  • Consider CPME or 2-MeTHF instead of THF for extractions/reactions, balancing peroxide risk and stability (literature).
  • Use ethanol or isopropanol over methanol when compatible with assays or crystallizations.
• Minimize DMSO volumes in biological assays by preparing concentrated stocks and diluting to ≤0.5% v/v final.
• Adopt microscale synthesis/assay formats to reduce solvent consumption.
• Implement solvent recovery for MeCN and EtOAc in prep/flash chromatography.

Illustrative comparison (literature)

• DCM vs EtOAc: EtOAc is biodegradable, lower toxicity; may give longer evaporation times and different selectivity.
• THF vs 2-MeTHF/CPME: greener cyclic ethers often show improved stability and hydrophobicity; check azeotropes and peroxidation behavior.

Document solvent selections using a solvent selection guide (e.g., CHEM21/ACS GCI) and justify any use of non-preferred solvents.

Pharmaceutical Uses

No pharmacopeial monograph, excipient role, or formulation use is specified in the Product Data. This product is provided for research use only and not for human or veterinary use.

General considerations for formulation research (non-clinical)

• For in vitro work, prepare DMSO or ethanol stocks and dilute into assay media while monitoring for solubility and nonspecific binding.
• For pre-formulation screening (research only), assess:
  • Kinetic solubility in biorelevant media
  • pH solubility profile and salt screening if ionizable
  • Stability (oxidative, hydrolytic, photolytic) and solid-state form (XRPD/DSC/TGA)
• Adsorption to plastics and protein binding can confound exposure; include controls and recovery measurements.

No therapeutic or clinical claims are made for this product.

Physical Properties

Item-specific (from Product Data)

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

Key physicochemical data

• 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: Not specified for this item; refer to CoA/Spec Sheet.
• Boiling point: Not specified for this item; refer to CoA/Spec Sheet.
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• Refractive index: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility profile (water/organic): Not specified for this item; refer to CoA/Spec Sheet.
• LogP/logD, pKa: Not specified for this item; refer to CoA/Spec Sheet.

Literature guidance (general)

• When physicochemical data are unavailable, determine solubility empirically: begin with DMSO (10–50 mg/mL stock), then test miscibility in aqueous buffers via serial dilution with co-solvents (0.1–1% v/v DMSO) (literature practice).
• For unknown melting behavior, perform a small-scale thermal screen (hot-stage microscopy/DSC) to assess phase transitions and inform storage and formulation (literature).
• If hygroscopicity is uncertain, perform a micro-Karl Fischer before high-precision assays (literature best practice).

Quality and Grades

Item-specific

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

How to interpret quality when unspecified

• For screening library members and reference compounds, vendors often provide purity by HPLC/UPLC with UV and/or ELSD detection and identity by NMR/MS. If exact specifications are mission-critical (e.g., biochemical assays, regulatory studies), request the latest CoA detailing:
  • Assay purity method and detection wavelength(s)
  • Residual solvents (GC), water (KF), and inorganic residue
  • Identity (1H NMR, 13C NMR, HRMS), and enantiopurity where applicable
• UV-cutoff and LC baseline characteristics: Not specified for this item; consult CoA if HPLC use is planned.

Stabilizers/format

• Stabilizer or salt form: Not specified for this item; refer to CoA/Spec Sheet.
• If supplied as a free base/neutral form, note potential polymorphism; if supplied as a salt, verify counterion content and equivalency (literature guidance).

For any quantitative QC thresholds, defer to the current CoA/Spec Sheet for this lot.

Reaction and Applications

Item-specific reactivity data are not provided. As supplied, Ticolubant is positioned within a small-molecule/compound library category and is typically used as a research reference compound or screening hit candidate rather than as a general-purpose reagent.

If synthetic modification is intended (derivatization, probe development), first confirm the functional groups from the verified structure (via CAS/CID) and plan transformations accordingly (literature guidance):

• Handle protecting-group strategy based on acid/base sensitivity inferred from structural motifs.
• Employ small-scale test reactions (5–10 mg) to confirm chemoselectivity before committing larger material.
• Analytical monitoring: LC–MS for rapid mass confirmation; 1H/13C NMR for structural integrity pre- and post-reaction.

Applications (general, research-only)

• Tool compound evaluation in biochemical or cell-based assays after suitable stock preparation and solubility validation.
• Analytical reference standard for method development (e.g., retention-time markers), once identity/purity are confirmed.

Because no manufacturer application notes are provided, users should define fit-for-purpose criteria (purity, form, polymorph) prior to study.

Reaction Conditions

No item-specific reaction condition data are provided, and this compound is not primarily supplied as a reagent. If performing chemical transformations on Ticolubant, base your conditions on its verified functional groups (via CAS/CID literature data).

General condition-setting workflow (literature)

• Solubility: Select a solvent that fully dissolves the substrate at reaction temperature (e.g., DMF, DMSO, MeCN, toluene, dioxane as appropriate).
• Temperature: Begin with ambient temperature screens; escalate as required while monitoring for degradation by TLC/LC–MS.
• Atmosphere: Use inert gas (N2/Ar) if moisture/oxygen sensitivity is suspected.
• Catalysis: Choose Pd/Cu/Ni cross-coupling catalysts only if aryl/vinyl halides/boronates are present; otherwise consider amide couplings (EDC/HATU), reductive aminations, or SNAr when justified by structure.
• Workup: Employ liquid–liquid extraction or SPE compatible with polarity; avoid harsh conditions until stability is known.

Expected yields and times must be determined empirically; none are specified for this item.

Safety and Handling

Item-specific hazard data

• GHS classification: Not specified for this item; refer to SDS.
• Signal word, pictograms, H/P statements: Not specified for this item; refer to SDS.

General laboratory precautions (advisory; not a substitute for SDS)

• Use in a chemical fume hood, avoid inhalation and skin contact. Wear appropriate PPE: lab coat, safety glasses, and chemical-resistant gloves (nitrile) suitable for organic solids/liquids.
• Avoid generating dust/aerosols. For powders, consider antistatic measures and local extraction.
• Incompatibilities: Without a defined structure, avoid strong oxidizers/reducers and strong acids/bases until compatibility is known. Segregate from reactive metals and ignition sources.
• First aid (general): If on skin/eyes, rinse with water for ≥15 minutes; if inhaled, move to fresh air; if ingested, seek medical attention. Provide SDS to medical personnel.
• Spill response: For small spills, absorb with inert material (vermiculite), collect in chemical waste. Prevent release to drains.
• Waste: Dispose according to institutional and local regulations for organic research chemicals.

Always consult the product-specific SDS for authoritative hazard, exposure limits, and response measures.

Solvent Selection

With no item-specific solubility data provided, adopt a tiered solubility-screening strategy suitable for small-molecule library compounds.

• Primary stock solvent: DMSO is typically preferred for screening stocks due to broad solvating power and aqueous compatibility up to ~0.5–1% v/v in assays (literature practice).
• Secondary solvents for analytical/sample prep: Acetonitrile, methanol, ethanol, and isopropanol (HPLC or LC–MS grade) can be evaluated. For NMR, use DMSO-d6, CD3OD, or CDCl3 depending on polarity (literature).
• Water miscibility: Establish by preparing a 10 mM DMSO stock and stepwise diluting into buffer; monitor for precipitation/turbidity.
• Nonpolar options: If highly lipophilic, test ethyl acetate, dichloromethane, toluene, or MTBE for workup/partitioning (literature).
• Additives: 0.1% TFA/formic acid (LC–MS) or 10–20 mM ammonium acetate/formate can improve chromatographic behavior for ionizable compounds; validate compatibility first.

Quick comparison (literature)

• DMSO: maximal solvency; hygroscopic; can affect biological assays above ~1%.
• MeCN: LC–MS friendly; moderate solvency; low viscosity.
• MeOH/EtOH: protic; may engage in H-bonding and affect equilibria.
• DMF/NMP: powerful solvents but higher toxicity; reserve for challenging cases.

Record final solvent and concentration in your ELN with photos of clarity/precipitation checks.

Storage and Reconstitution

Item-specific

• Storage conditions: Room temperature (as provided in Product Data).
• Shipped in: Not specified for this item; refer to CoA/Spec Sheet.
• Physical form/appearance: Not specified for this item; refer to CoA/Spec Sheet.

General guidance (align with RT storage unless otherwise stated on label/SDS)

• Solid material: Store tightly capped in original container at ambient temperature, protected from moisture, heat, and light. For hygroscopic/light-sensitive compounds, use a desiccator/amber vial.
• Solution stocks (research use): If you prepare DMSO or solvent stocks, aliquot into inert vials, purge headspace with inert gas if oxidatively sensitive, and store at −20 to −80 C to maximize stability. Note: This is user-prepared guidance; the neat product remains at room temperature per label.
• Reconstitution: For initial dissolution, start with anhydrous DMSO (e.g., 10–50 mM). If aqueous use is required, dilute into buffer with vigorous mixing to minimize precipitation. Verify concentration by UV or quantitative NMR if necessary.
• Freeze–thaw: Avoid repeated cycles; use single-use aliquots. Discard solutions showing precipitation, discoloration, or LC–MS evidence of degradation.

Always follow the product label and SDS for definitive storage and handling instructions.

Structure and Identity

Item-specific (from Product Data)

• Product name: Ticolubant (SKU: T668968)
• CAS: 154413-61-3
• PubChem CID: 6441619
• InChIKey: 458666 (as provided; appears truncated — verify on CoA/SDS)
• 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.

Literature/registry pointers (for reference only)

• For full structure (2D/3D), stereochemistry, and canonical SMILES, consult authoritative databases using CAS 154413-61-3 or CID 6441619 (literature).

Structural description (general guidance)

• Detailed functional groups, ring systems, and stereochemistry are not provided in the Product Data. Users should obtain the structure from the referenced identifiers above and record any relevant features (aromatic systems, heteroatoms, chiral centers) in their ELN prior to use.

Synthetic Utility

As sold, Ticolubant is intended as a discrete small molecule for research evaluation rather than as a synthetic reagent or building block. Specific functional groups enabling canonical transformations are not provided in the Product Data.

General guidance if derivatization is desired (literature)

• Use the verified structure (via CAS/CID) to map modifiable positions and liabilities (oxidation-prone motifs, hydrolytically labile linkages).
• Establish orthogonal handles (e.g., halogens, anilides, carboxylates) if present for cross-coupling, amidation, or alkylation.
• Protect sensitive heterocycles/phenols as needed; select conditions that preserve any stereocenters.
• For probe development, consider introducing photoaffinity or reporter tags through linkers at solvent-exposed regions inferred from SAR or docking.

Analytical control

• Track mass balance by LC–MS and impurity profiling after transformations. Confirm purity and identity by NMR/HRMS before biological testing.

Target Specificity

Not provided in Product Data.

• No target, selectivity profile, or binding data are supplied for this SKU. If target information is needed, consult primary literature using CAS 154413-61-3 or CID 6441619 and validate activity in-house. All use is for research purposes only.