TM5441 - ≥98% , CAS No.1190221-43-2

CAS: 1190221-43-2 Cat. No.: T413629 Formule: C₂₁H₁₇ClN₂O₆ Poids moléculaire: 428.82 PubChem CID: 44250349

QUALITÉ & PURETÉ Moligand™, ≥98%

Synonyms

5-Chloro-2-(2-(2-((3-(furan-3-yl)phenyl)amino)-2-oxoethoxy)acetamido)benzoic acid

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Information

TM5441 TM5441 is an orally bioavailable inhibitor of plasminogen activator inhibitor-1 (PAI-1) with IC50 ranging between 9.7 μM and 60.3 μM. TM5441 induces intrinsic apoptosis in several human cancer cell lines.

Targets

PAI-1 (Cell-free assay) 9.7 μM

Spécifications

Synonymes

5-Chloro-2-(2-(2-((3-(furan-3-yl)phenyl)amino)-2-oxoethoxy)acetamido)benzoic acid

Spécifications et pureté

Moligand™, ≥98%

Mécanismes biochimiques et physiologiques

TM5441 is an orally bioavailable inhibitor of plasminogen activator inhibitor-1 (PAI-1) with IC50 ranging between 9.7 μM and 60.3 μM. TM5441 induces intrinsic apoptosis in several human cancer cell lines.

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.

Grade

Moligand™

Pureté

≥98%

Product Line

T413629-5mg

Propriétés du produit

ALogP

2.239

Nombre de HBD

2

Liaison rotative

8

Noms et identifiants

Pubchem Sid

504770335

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504770335

Sourires canoniques

C1=CC(=CC(=C1)NC(=O)COCC(=O)NC2=C(C=C(C=C2)Cl)C(=O)O)C3=COC=C3

IUPAC Name

5-chloro-2-[[2-[2-[3-(furan-3-yl)anilino]-2-oxoethoxy]acetyl]amino]benzoic acid

InChIKey

BGGMLMAPVODXAU-UHFFFAOYSA-N

INCHI

1S/C21H17ClN2O6/c22-15-4-5-18(17(9-15)21(27)28)24-20(26)12-30-11-19(25)23-16-3-1-2-13(8-16)14-6-7-29-10-14/h1-10H,11-12H2,(H,23,25)(H,24,26)(H,27,28)

Isomères SMILES

C1=CC(=CC(=C1)NC(=O)COCC(=O)NC2=C(C=C(C=C2)Cl)C(=O)O)C3=COC=C3

PubChem CID

44250349

Poids moléculaire

428.82

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Acylaminobenzoic acid and derivatives
• Alternative Parents: 3-halobenzoic acids Halobenzoic acids Anilides Benzoic acids N-arylamides Benzoyl derivatives Chlorobenzenes Aryl chlorides Vinylogous amides Heteroaromatic compounds Furans Secondary carboxylic acid amides Oxacyclic compounds Dialkyl ethers Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Organic oxides Organochlorides Organopnictogen compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Acylaminobenzoic acid or derivatives - 3-halobenzoic acid or derivatives - Halobenzoic acid or derivatives - 3-halobenzoic acid - Halobenzoic acid - Benzoic acid - Anilide - N-arylamide - Benzoyl - Chlorobenzene - Halobenzene - Aryl halide - Aryl chloride - Furan - Vinylogous amide - Heteroaromatic compound - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Carboxylic acid - Oxacycle - Dialkyl ether - Ether - Organoheterocyclic compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organooxygen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.
• 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

Cibles associées (humaines)

SERPINE1 Tchem Plasminogen activator inhibitor-1 (498 Activities)

Discover Target: SERPINE1

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

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Solubility (25°C) In vitro DMSO: 86 mg/mL (200.55 mM); Water: Insoluble; Ethanol: Insoluble
• DMSO (mg/mL) Solubilité maximale: 86
• DMSO (mM) Solubilité maximale: 200.550347465137
• Eau (mg/mL) Solubilité maximale: ＜1
• Poids moléculaire: 428.800 g/mol
• XLogP3: 3.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 428.078 Da
• Monoisotopic Mass: 428.078 Da
• Topological Polar Surface Area: 118.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 618.000
• 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 validated protocols are not provided for this SKU.

General guidance for bioactive small molecules (not item-specific)

• Biochemical inhibition assay
  • Prepare a concentrated DMSO stock (e.g., 10–50 mM). Make serial dilutions in assay buffer to achieve a wide concentration range. Keep final DMSO constant across wells.
  • Include positive controls (known inhibitor where available) and negative controls (vehicle only). Measure enzyme activity with and without compound; fit dose–response curves to obtain apparent potency metrics.
• Cell-based assays
  • Confirm cell line compatibility with vehicle. Titrate compound across log-scale concentrations; include viability readouts to distinguish on-target phenotypes from nonspecific toxicity.
  • For longer incubations, assess compound stability in media and adsorption to plastics; refresh dosing as needed.
• Analytics and QC
  • Verify identity/purity of working stocks by LC-MS or UPLC when results are publication-critical. Track freeze–thaw cycles and storage time.

Please consult the lot-specific CoA and SDS, and adapt protocols to your assay platform and institutional SOPs.

Biological Roles

General literature context

• TM5441 is widely reported as a small-molecule inhibitor of plasminogen activator inhibitor-1 (PAI-1), a serpin that regulates fibrinolysis by inhibiting tissue-type and urokinase-type plasminogen activators. Modulation of PAI-1 is used in research to interrogate pericellular proteolysis, extracellular matrix remodeling, and related signaling pathways.

Research applications (no clinical claims)

• Biochemical studies: characterize PAI-1 activity, latency, and interactions with target proteases or cofactors; define kinetics and inhibitor mechanisms under defined conditions.
• Cell-based systems: probe downstream effects of PAI-1 modulation on matrix turnover, cell migration, and adhesion dynamics in stromal or endothelial models, with careful attention to off-target assessment and dose–response behavior.
• Systems biology: incorporate small-molecule perturbations into network models of protease–inhibitor cascades; validate with orthogonal readouts (proteomics, activity-based probes).

Experimental cautions

• Verify target engagement using orthogonal assays (e.g., activity assays, binding studies) to confirm on-target effects and exclude general cytotoxicity or assay interference.
• Ensure appropriate vehicle controls and include time-course designs to account for potential compound instability or adaptation effects.

Note

• The above roles reflect general literature use of TM5441-class tools. This catalog entry does not provide item-specific biological data; consult primary literature and the item CoA/SDS before experimental use.

Buffer Applications

Not typically applicable. TM5441 is a bioactive small molecule and not a buffering agent. It does not define pH or ionic strength in solution.

Practical notes for assay buffers (general guidance)

• Prepare TM5441 stocks in DMSO, then dilute into physiological buffers (e.g., PBS, HEPES) to the desired final concentration, keeping vehicle ≤0.1–0.5% v/v when possible.
• If compound precipitation is observed on dilution, consider adding carrier proteins (e.g., 0.1% BSA) or a small amount of non-ionic surfactant and verify that these additives do not affect the readout.
• Filter sterilize buffers when using in cell culture; confirm compound stability in the chosen buffer over the assay time course.

For all buffer-related choices, consult the specific protocol for your assay platform and validate with vehicle-matched controls.

Green Alternatives

Context

• As a specialized bioactive tool compound, TM5441 does not have a direct “green alternative” in the sense of interchangeable reagents. Environmental considerations mainly arise from the choice of solvent and handling practices for stock solutions and assay dilutions.

Greener practice recommendations (general)

• Prefer DMSO over chlorinated solvents for stock preparation; limit final assay vehicle to ≤0.1–0.5% v/v where feasible.
• If ethanol is acceptable to the assay system, it may offer easier waste handling vs. high-boiling polar aprotics like DMF.
• Minimize solvent volumes through preparation of higher-concentration mother stocks and accurate microdilution.
• Use amber vials and low-headspace containers to extend solution life and reduce waste from repeated remake.

Trade-offs

• DMSO is broadly compatible but has a high boiling point and can complicate waste segregation. Ethanol is greener but may limit solubility or biological tolerance.

Comparison (general)

• DMSO: excellent solubility, ubiquitous in screening; higher persistence in waste streams.
• Ethanol: greener profile, rapid evaporation; possible solubility limits and cellular tolerance constraints.

Bottom line

• Optimize solvent systems for minimal environmental impact consistent with assay performance. No drop-in “green substitute” for TM5441 itself is available; focus on solvent choice and process efficiency.

Pharmaceutical Uses

This product is supplied strictly for research use only; no medical, diagnostic, or therapeutic applications are claimed or supported.

General context (non-clinical)

• Compounds like TM5441 are used in discovery research settings for target validation and mechanism studies. They may appear in preclinical literature as chemical probes, but this catalog entry provides no pharmacopeial status, excipient role, or GMP manufacturing information.

Regulatory and formulation notes

• No pharmacopoeial monograph is indicated for this item: Not specified for this item; refer to CoA/Spec Sheet.
• If used in formulation research (e.g., in vitro delivery studies), characterize solubility, stability, and compatibility with excipients under non-clinical conditions and observe all institutional policies for investigational materials.

Important

• Do not use in humans or animals for therapeutic purposes. For any regulated work, obtain all necessary approvals and verify specifications with the lot-specific CoA and SDS.

Physical Properties

Item-specific physical constants

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Melting point (MP): Not specified for this item; refer to CoA/Spec Sheet.
• Boiling point (BP): Not specified for this item; refer to CoA/Spec Sheet.
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• Refractive index: Not applicable/unknown for solids; Not specified for this item; refer to CoA/Spec Sheet.
• Solubility: Not specified for this item; refer to CoA/Spec Sheet.
• LogP, pKa: Not specified for this item; refer to CoA/Spec Sheet.

Literature/general guidance for bioactive screening compounds of this class

• Many drug-like tool molecules (including TM5441 per literature) are typically supplied as solids and prepared as concentrated DMSO stocks (e.g., 10–50 mM) for cell-free or cell-based assays. Actual solubility and stability depend on the exact structure and should be verified experimentally.
• If water solubility is limited, co-solvents such as ethanol or DMF may be used to create intermediate stocks before dilution into aqueous assay buffers containing carrier proteins (e.g., BSA) or non-ionic surfactants. Verify compatibility with the intended bioassay.

Important note

• Do not treat the above as specifications. For regulated or quantitative work, rely on lot-specific CoA and SDS for verified physicochemical values and handling parameters.

Quality and Grades

Item-specific quality information

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

How to interpret common grades (general guidance)

• Research grade: suitable for discovery biology and exploratory experiments; may not include full pharmacopeial testing.
• HPLC grade (solvents) / ≥98% purity (solids): typical for analytical and screening uses where low impurities are desired; UV/fluorescence background minimized for detection-based assays.
• Bioactive screening compounds: often provided with identity confirmation (e.g., 1H NMR, LC-MS) and purity by HPLC/UPLC. Review chromatograms for primary peak area, impurity profile, and retention time.

Considerations for TM5441 procurement/use

• Request the lot-specific CoA for this SKU (T413629) to confirm identity methods (NMR, MS), chromatographic purity, residual solvent levels, and water content if relevant.
• If your application is sensitive to trace contaminants (e.g., mechanistic enzymology, high-content imaging), consider orthogonal confirmation (qNMR, HRMS) and small-scale preformulation checks (solubility, stability vs. light/air).
• Stabilizers, metal limits, and UV-cutoff: Not specified for this item; refer to CoA/Spec Sheet.

Reaction and Applications

Scope of use

• This product is intended as a research tool compound. It is not typically employed as a reagent or solvent in synthetic organic transformations. Accordingly, classical reaction families (e.g., cross-coupling, Grignard) are not generally applicable.

Applications in research (literature/general)

• TM5441 is reported in the scientific literature as a small-molecule modulator of the plasminogen activator inhibitor-1 (PAI-1) pathway, and is used in cell-free enzymology and cellular models to probe fibrinolysis-related biology and extracellular matrix turnover. Use cases include target validation, pathway mapping, and phenotypic screening.

Practical considerations

• Prepare carefully titrated DMSO stocks and perform preliminary vehicle tolerance and dose–response experiments.
• For biochemical assays, confirm activity using orthogonal readouts where possible to exclude assay interference or aggregation; include counter-screens (e.g., unrelated enzyme assays) to assess selectivity artifacts.
• For cell-based studies, confirm compound stability in media (light, temperature, serum) and evaluate potential adsorption to plastics; low-binding plates and surfactants can mitigate losses.

Documentation

• Always record lot number, stock concentration, solvent, and freeze–thaw history. For publication-grade data, include the CoA purity, analytical traces, and the exact dilution protocol to ensure reproducibility.

Reaction Conditions

Not applicable in the traditional synthetic sense. TM5441 is not intended as a reagent in chemical transformations.

Assay condition guidance (general, literature-informed)

• Stock preparation: Dissolve in DMSO to 10–50 mM, vortex and, if necessary, sonicate briefly; filter 0.22 µm for sterile applications.
• Biochemical assays: Typical working concentrations span nanomolar to low micromolar, determined empirically via dose–response. Maintain constant vehicle across conditions and include counter-screens.
• Cell-based assays: Start with a broad dose range (e.g., 0.03–30 µM) and refine based on potency and cytotoxicity controls. Limit final DMSO to ≤0.1–0.5% v/v where possible.
• Stability: Assess short-term stability at room temperature and 37°C in the relevant medium; use amberware to mitigate photodegradation if suspected.

Notes

• The above ranges are general literature guidance for small-molecule tool compounds and are not specifications for this item. Determine final conditions empirically and document lot number, stock concentration, and dilution scheme.

Safety and Handling

Authoritative safety information for this specific item has not been provided. Always consult the product SDS before use.

Item-specific data from Product Data

• GHS Classification: Not specified for this item; refer to SDS.
• Signal word: Not specified for this item; refer to SDS.
• H-statements: Not specified for this item; refer to SDS.
• Pictograms: Not specified for this item; refer to SDS.
• Storage: Store at −20°C.
• Shipping: Ice chest + ice pads (cold chain).

General laboratory safety guidance (not item-specific)

• Handle in a chemical fume hood; avoid inhalation, ingestion, and skin/eye contact. Wear appropriate PPE: lab coat, nitrile gloves, and safety glasses.
• Avoid generating dust/aerosols. Use sealed containers for weighing and transfer.
• Incompatibilities are structure-dependent; in absence of verified data, avoid strong oxidizers/reductants, strong acids/bases, and reactive metals. Segregate from foodstuffs and water-reactive chemicals.
• First aid (overview; defer to SDS): rinse eyes/skin with water for ≥15 minutes upon contact; remove contaminated clothing; seek medical attention if irritation persists. If inhaled, move to fresh air. If swallowed, rinse mouth and seek medical attention.

Waste disposal

• Dispose according to local regulations for organic laboratory chemicals. For assay solutions containing DMSO or other organic solvents, collect as hazardous waste; do not discharge to drains.

Solvent Selection

Context

• TM5441 is used as a bioactive tool compound. For biological assays, solvent choice is driven by solubility, target compatibility, and vehicle tolerance of the biological system.

General guidance (literature/common practice; not item-specific)

• Primary stock solvent: DMSO is the default for many small-molecule inhibitors due to broad solvating power and biochemical compatibility at low final percentages (typically ≤0.1–0.5% v/v in assays).
• Alternative co-solvents: DMF or ethanol can assist dissolution; filter sterilize and verify assay tolerance. For aqueous delivery, pre-dissolve in DMSO then dilute into buffer.
• Aqueous buffers: Use physiological buffers (e.g., PBS, HEPES) containing 0.01–0.1% non-ionic surfactant or carrier protein when needed to mitigate precipitation or adsorption.

Polarity/miscibility profile (general)

• DMSO: polar aprotic, completely miscible with water and many organics; high boiling point; commonly used at low final % in bioassays.
• Ethanol: protic, volatile, fully water-miscible; more limited compatibility with some cell systems vs. DMSO.

Practical tips

• Prepare concentrated mother stocks (e.g., 10–50 mM) to minimize vehicle in assays. Confirm solubility visually and by analytical check (HPLC/UPLC).
• Include matched vehicle controls and verify compound stability in the chosen solvent at storage and assay temperatures.
• Finalize solvent choice after consulting the lot-specific CoA and conducting a quick stability/solubility screen.

Storage and Reconstitution

Item-specific storage and shipping

• Storage condition: Store at −20°C (from Product Data).
• Shipping condition: Ice chest + ice pads (from Product Data).

General guidance for small-molecule bioactives (not item-specific)

• Protect from moisture and light. Store as a dry solid in a tightly sealed, inert container with desiccant. Allow vials to equilibrate to room temperature before opening to minimize condensation.
• Reconstitution: Prepare concentrated stocks in anhydrous DMSO (commonly 10–50 mM). If sterile solutions are required, pass through a 0.22 µm PTFE syringe filter. Record final concentration and solvent.
• Aliquoting: Divide stock into single-use aliquots to avoid repeated freeze–thaw. Store aliquots at −20°C to −80°C in amber vials.
• Stability checks: Periodically confirm integrity by HPLC/UPLC and mass spectrometry, especially after >6 months or multiple freeze–thaw events.
• Working solutions: Prepare fresh on the day of use when feasible. Avoid prolonged exposure at room temperature or 37°C unless stability has been verified.

Notes

• Appearance, solubility limits, and precise stability are not specified for this item; consult the lot-specific CoA. Always defer to the SDS for handling precautions and incompatibilities.

Structure and Identity

Brief overview: TM5441 is widely cited in the literature as a small-molecule tool compound used in biochemical research, commonly associated with modulation of serine protease inhibitor pathways (notably PAI-1) (literature). Item-specific identifiers below reflect only what is provided for this catalog entry.

Item-specific (from Product Data)

• Product name: TM5441
• SKU: T413629
• CAS: 1190221-43-2
• PubChem CID: 44250349
• InChIKey: Not specified for this item; refer to CoA/Spec Sheet. (Product data shows “24058,” which is not a complete InChIKey.)
• 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)

• TM5441 is reported in the literature as an aromatic, heteroatom-containing small molecule. The detailed functional groups, ring topology, and stereochemical elements should be confirmed against the primary reference or the CoA for this specific lot.

2D structure description (general guidance)

• In absence of an authenticated structure drawing in the product data, consult PubChem CID 44250349 or the item CoA to verify ring systems, heteroatoms, and any substituent pattern. Do not use secondary sources for regulated work without confirming with the supplied CoA/SDS for this item.

Synthetic Utility

Not typically applicable. TM5441 is purchased as a finished bioactive small molecule and is not commonly employed as a synthetic reagent, catalyst, or building block in routine organic synthesis.

General considerations (if derivatization is contemplated)

• Researchers sometimes derivatize tool compounds to create analytical tracers (e.g., biotinylated or fluorescent analogs) or immobilized ligands for target pull-down. Such work requires confirmed structural information, which is not provided in this listing—consult the primary literature and CoA for exact functional groups and reactive handles.
• If structure is confirmed, standard synthetic tactics (amide coupling, selective halogen displacement, click chemistry) may be applicable depending on available functional groups.

Recommendation

• For synthetic campaigns or SAR studies, acquire authenticated structural data and purity metrics (NMR, HRMS, HPLC) for this specific lot. Without verified structure and reactivity, synthetic utility cannot be responsibly specified.

Target Specificity

Item-specific target data

• Target, selectivity profile, and binding parameters: Not specified for this item; refer to CoA/Spec Sheet and primary literature.

General literature context

• TM5441 is reported as a small-molecule modulator of PAI-1 activity. Selectivity over related serpins and potential off-targets should be established experimentally for each lot and assay system.

Best practices

• Use orthogonal assays (activity-based and binding-based) to confirm on-target effects.
• Include panel screening where feasible to detect off-target interactions.
• Report exact assay conditions, vehicle, and concentration ranges to enable reproducibility.

Disclaimer

• No item-specific potency (IC50/Ki), kinetics, or selectivity data are provided in this catalog entry. Do not assume literature values apply to this particular lot without verification.

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 1190221-43-2, the molecular formula is C21H17ClN2O6, and the molecular weight is 428.82 g/mol. InChIKey BGGMLMAPVODXAU-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.