SR 202 - ≥98% , CAS No.76541-72-5

CAS: 76541-72-5 Cat. No.: S288929 분자식: C₁₁H₁₇ClO₇P₂ 분자량: 358.65 PubChem CID: 60910

GRADE & PURITY ≥98%

Synonyms

[(4-chlorophenyl)-dimethoxyphosphorylmethyl] dimethyl phosphate | Dimethyl .alpha.-(dimethoxyphosphinyl)-p-chlorobenzyl phosphate | Dimethyl (alpha-dimethoxyphosphinyl-p-chlorobenzyl) phosphate | SR-202 | Mifobate (USAN/INN) | MIFOBATE [INN] | AKOS0050674

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Specifications

동의어

[(4-chlorophenyl)-dimethoxyphosphorylmethyl] dimethyl phosphate | Dimethyl .alpha.-(dimethoxyphosphinyl)-p-chlorobenzyl phosphate | Dimethyl (alpha-dimethoxyphosphinyl-p-chlorobenzyl) phosphate | SR-202 | Mifobate (USAN/INN) | MIFOBATE [INN] | AKOS0050674

사양 및 순도

≥98%

생화학 및 생리적 메커니즘

Selective PPARγ antagonist; raw material for anti-diabetic and anti-obesity drugs. Attenuate the transcriptional activity of PPARγ induced by troglitazone (IC50=140μM), without affecting the transcriptional activity of PPARα, PPARβ or FXR stimulated by th

보관 조건

Store at -20°C,Desiccated

배송

Ice chest + Ice pads

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순수함

≥98%

이름과 식별자

Pubchem Sid

504753726

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504753726

정식 스마일

COP(=O)(C(C1=CC=C(C=C1)Cl)OP(=O)(OC)OC)OC

IUPAC Name

[(4-chlorophenyl)-dimethoxyphosphorylmethyl] dimethyl phosphate

InChIKey

VQHUQHAPWMNBLP-UHFFFAOYSA-N

INCHI

1S/C11H17ClO7P2/c1-15-20(13,16-2)11(19-21(14,17-3)18-4)9-5-7-10(12)8-6-9/h5-8,11H,1-4H3

이성체 SMILES

COP(=O)(C(C1=CC=C(C=C1)Cl)OP(=O)(OC)OC)OC

WGK 독일

2

RTECS

TB8817000

PubChem CID

60910

분자량

358.65

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • 분류 Organic phosphoric acids and derivatives
      • Subclass Phosphate esters
        • Level5 Alkyl phosphates
          • Level6 Trialkyl phosphates

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• 분류: Organic phosphoric acids and derivatives
• Subclass: Phosphate esters
• Intermediate Tree Nodes: Alkyl phosphates
• Direct Parent: Trialkyl phosphates
• Alternative Parents: Dialkyl alkylphosphonates Chlorobenzenes Phosphonic acid esters Aryl chlorides Organopnictogen compounds Organophosphorus compounds Organooxygen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Trialkyl phosphate - Dialkyl alkylphosphonate - Chlorobenzene - Phosphonic acid diester - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Phosphonic acid ester - Organophosphonic acid derivative - Organic oxygen compound - Organochloride - Organooxygen compound - Organohalogen compound - Organophosphorus compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Aromatic homomonocyclic compound
• 설명: This compound belongs to the class of organic compounds known as trialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly three alkyl chains.
• 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)

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

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

ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

Discover Target: ALOX15

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

관련 대상(비인간)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

Rattus norvegicus (775804 Activities)

Explore this target

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

작용 메커니즘

화학 및 물리적 특성

• 용해성: Solvent:water, Max Conc. mg/mL: 35.87, Max Conc. mM: 100
• 분자량: 358.650 g/mol
• XLogP3: 1.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 358.014 Da
• Monoisotopic Mass: 358.014 Da
• Topological Polar Surface Area: 80.300 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 395.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• 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

No validated, item-specific protocols are provided with this listing. The following are general, fit-for-purpose guidelines for handling small molecules in biochemical or cell-based assays.

Stock preparation (general) • Bring container to room temperature in a desiccator before opening to avoid moisture condensation. • Prepare a 10–50 mM stock in anhydrous DMSO (or another suitable solvent determined by a preliminary solubility screen). Filter-sterilize through a 0.22 µm PTFE syringe filter if sterility is required and the compound is solvent-stable.

Working solutions • Biochemical assays: Dilute stock into assay buffer to desired concentration, keeping final DMSO ≤0.1–0.5% v/v. • Cell-based assays: Typical starting ranges are 0.01–30 µM for dose–response curves, adjusting for cytotoxicity. Include vehicle controls and positive/negative controls. • Adsorption mitigation: Pre-rinse plasticware with dilute DMSO or add 0.01% nonionic surfactant if nonspecific binding is observed (verify compatibility).

Stability and documentation • Minimize freeze–thaw cycles by aliquoting stocks (single-use vials or 96-well plates). Record lot number, stock concentration, solvent, preparation date, and storage conditions (−20°C, desiccated). • Confirm stability and concentration periodically with LC–MS/UPLC or absorbance if chromophores are known.

Caution: These are general procedures; no claims about SR 202 potency, selectivity, or mode of action are made here.

Biological Roles

Item-specific biological targets, pathways, or roles for SR 202 are not provided in this listing.

How to proceed (general guidance for small-molecule tools) • Literature mining: Search by CAS 76541-72-5 or PubChem CID 60910 to identify any reported molecular targets, binding data, or phenotypic effects. Verify that the reported structure and stereochemistry match your lot. • Contextual fit: If used as a probe, establish assay-relevant controls (vehicle, positive/negative controls) and confirm pathway engagement with orthogonal readouts (e.g., gene expression, reporter assays, target occupancy) before drawing conclusions. • Off-target awareness: Many screening compounds display polypharmacology. Conduct counter-screens against common liabilities (e.g., cytotoxicity panels, aggregator detection with detergent, PAINS filters) to ensure interpretable data. • ADME considerations: Determine basic solubility and stability in the biological matrix; check for light and oxidation sensitivity. For cell assays, monitor precipitation after dilution from DMSO.

Compliance • Research use only. Not for diagnostic, clinical, or in vivo therapeutic use. Ensure IACUC/IRB approvals if biological materials are involved in your experiments.

Note: No claims are made here about biological function or efficacy. Any roles must be established by the user via primary literature and in-house validation.

Buffer Applications

This product is a small-molecule compound library member and is not itself a buffering agent. Therefore, buffer-making guidance (pH ranges, recipes) is not applicable.

Practical notes for using small molecules in buffered systems (general) • Vehicle control: When dosing from DMSO or other organic stocks into aqueous buffers, maintain consistent vehicle concentration across all conditions (e.g., 0.1% DMSO v/v). • pH sensitivity: If the compound is acid/base labile (unknown here), aim for neutral pH (6.8–7.6). Avoid prolonged exposure to extremes of pH until stability is verified by LC–MS. • Surfactants: To prevent aggregation/adsorption, a low concentration of nonionic surfactant (e.g., 0.01–0.05% Tween-20) may help, but verify no assay interference. • Protein binding: In protein-containing buffers, binding can change free concentration. Use equilibrium dialysis or ultrafiltration if free-drug levels are critical.

For buffer formulations tailored to this item, consult the CoA/Spec Sheet or determine empirically through small-scale tests.

Green Alternatives

Because the exact structure and solvent compatibility of SR 202 are not provided, “green” choices relate primarily to handling and dissolution rather than replacement of the compound itself.

Greener handling suggestions (general) • Prefer lower-toxicity, lower-HF solvents for preparation and cleanup where compatible: ethanol or isopropanol instead of methanol or chlorinated solvents; acetonitrile over DMF/NMP when feasible. • Minimize DMSO volumes in assays to ≤0.1–0.5% v/v to reduce environmental and biological impact while maintaining solubility. • Employ microscale operations and high-throughput dilution to cut solvent usage. Use sealed 96/384-well plates to reduce evaporation and emissions. • For chromatography, consider water-rich LC methods (HILIC or reversed phase with high aqueous content) if the compound’s polarity permits.

Illustrative comparison (general; not item-specific) • Ethanol vs. methanol: Similar protic polarity; ethanol is less toxic and preferred when solubility allows. • Acetonitrile vs. DMF/NMP: Lower boiling point and fewer reproductive toxicity concerns; may offer adequate solvency for many small molecules. • Supercritical CO2 for purification: Viable for specific scaffolds but requires method development.

Waste and EHS • Segregate halogenated vs non-halogenated waste. Neutralize and dispose per local regulations. Consult your EHS office for greener method substitutions appropriate to your lab’s capabilities.

Pharmaceutical Uses

No formulation or pharmacopeial information is provided for this item, and it is sold strictly for research use only.

General considerations (non-clinical, research context) • Reference standard: If literature supports, compounds like this may be used as non-compendial reference materials for method development and system suitability in analytical labs. Confirm identity/purity rigorously (e.g., qNMR, LC–MS) before quantitative use. • Preformulation screening: Solubility, stability (pH/light/oxidation), and polymorph screening can be conducted to assess developability in a discovery setting. Data are project-internal and not part of this listing. • Excipients and dosage forms: Not applicable; no claims or guidance for clinical formulation are provided.

Regulatory and compliance • Not for human or veterinary use. No GMP status is implied. Do not use in active pharmaceutical ingredient (API) manufacturing or clinical trials without appropriate qualification.

For any application approaching regulated use, source or generate a full analytical package (identity, purity, impurities profile, residual solvents, elemental analysis) and follow your quality system protocols.

Physical Properties

Item-specific physicochemical data were not supplied for this listing. Do not treat the following as specifications.

Item-specific (this product) • Appearance: Not specified for this item; refer to CoA/Spec Sheet. • Molecular weight (spec): Not specified for this item; refer to CoA/Spec Sheet. • Melting point (spec): Not specified for this item; refer to CoA/Spec Sheet. • Boiling point (spec): Not specified for this item; refer to CoA/Spec Sheet. • Density (spec): Not specified for this item; refer to CoA/Spec Sheet. • Solubility (spec): Not specified for this item; refer to CoA/Spec Sheet. • LogP, pKa, refractive index (spec): Not specified for this item; refer to CoA/Spec Sheet.

General guidance for small-molecule library members (literature/general) • Many drug-like small molecules are sparingly soluble in water but dissolve in polar aprotic organics such as DMSO and DMF; initial stock preparation commonly targets 10–50 mM in anhydrous DMSO, then dilute into assay buffers to ≤0.1–0.5% DMSO final. • If solid, typical handling includes desiccation and protection from light if chromophores are present (unknown here—use caution). Conduct a small solubility screen (DMSO, MeOH, EtOH, acetonitrile, phosphate buffer) before scaling. • Hygroscopicity and polymorphism can influence apparent melting point; verify with DSC or capillary MP if needed.

Always defer to the product’s CoA/SDS for definitive physical data.

Quality and Grades

Item-specific grade/purity was not provided in the listing.

What this means for users • Grade/purity: Not specified for this item; refer to CoA/Spec Sheet. For screening or reference-standard use, request LC–MS chromatograms, purity by HPLC/UPLC (UV or ELSD), and water/residual solvent content if critical. • Stabilizers/inhibitors: Not specified for this item; refer to CoA/Spec Sheet. If none are listed, assume neat compound only. If stabilizers are present, confirm compatibility with your assay and plan purification if needed. • Lot traceability: Record SKU (S288929), CAS (76541-72-5), and lot number on all data. Retain electronic copies of CoA and any spectral data. • Optical/activity considerations: For bioactive small molecules, activity can depend on polymorph, solvate state, and stereochemistry. If the compound is chiral and only racemate/enantiopure form is acceptable, verify on the CoA.

Typical expectations by grade (general) • Screening grade: Usually ≥95% by HPLC; adequate for discovery assays, may contain residual solvents. • Reference/quantitative grade: Often ≥98% purity with full ID confirmation (1H NMR, MS, purity trace). Suitable for calibration/PK method development.

If your application requires tighter control (e.g., photophysical studies, electrochemistry), specify acceptance criteria (purity method, water content, residual metals) before purchase.

Reaction and Applications

This product is offered as a research small molecule within a compound library context. There are no item-specific reaction or application notes provided.

Library/screening use (general guidance) • Use as a test article in biochemical or cell-based assays to probe pathways, phenotypes, or as a comparative control if literature suggests activity (perform independent literature search by CAS 76541-72-5/CID 60910). • Prepare concentrated DMSO stocks (e.g., 10–50 mM) for HTS or dose–response studies. Verify stability in storage and in the working assay matrix (e.g., 37°C in cell culture medium) by LC–MS where feasible. • For analytical applications, the compound may serve as a system suitability or retention marker if a structure is known; not applicable here without structural data.

Synthetic chemistry context • Without structure information, specific named-reaction utility cannot be provided. If SR 202 is a known scaffold, consult the primary literature for derivatization routes, functional group interconversions, and SAR expansions.

Documentation • Capture lot/stock metadata: concentration, solvent, storage conditions (−20°C, desiccated), freeze–thaw count, and any observed precipitation during assay setup.

Note: No specific mechanistic claims or bioactivity assertions are made for this item; users should verify fit-for-purpose experimentally.

Reaction Conditions

Not typically applicable. SR 202 is listed as a research compound for screening/library use rather than as a reagent or catalyst.

If derivatization is planned (general guidance) • Solvent and temperature: Choose based on functional groups once structure is known. For polar, heteroatom-rich scaffolds, polar aprotic solvents (DMF, DMSO, NMP) at 25–120°C are common; for cross-couplings, mixed dioxane/water or toluene/EtOH under Pd catalysis may be suitable. • Atmosphere: Use inert gas (N2/Ar) for air- or moisture-sensitive substrates; employ dry glassware and anhydrous solvents. • Monitoring: LC–MS or UPLC with PDA for rapid profiling; quench aliquots into ACN/water + 0.1% formic acid for stability. • Workup: Miniaturized extractions or solid-phase scavengers streamline parallel chemistry.

Because no structure or reactivity profile is supplied for this item, the above are general exploratory guidelines only. For verified conditions, consult literature associated with CAS 76541-72-5, then adapt to your scale and equipment.

Safety and Handling

Hazard data specific to this item were not provided. Treat as a laboratory research chemical of unknown toxicity.

GHS and hazard information • Signal word, hazard statements, pictograms, classification: Not specified for this item; refer to SDS.

General laboratory precautions (good practice) • PPE: lab coat, safety glasses, and appropriate chemically resistant gloves (e.g., nitrile). Avoid inhalation and skin contact; handle in a fume hood when weighing or dissolving powders. • Storage: Store at −20°C, desiccated (per product data). Protect from moisture and, if structure is light-sensitive (not specified), from light. Keep container tightly closed. • Incompatibilities: Unknown for this specific item; avoid strong oxidizers/reductants and bases/acids until compatibility is known. Do not mix with peroxides or reactive metals without data. • First aid (overview; consult SDS): If inhaled—fresh air; if on skin—wash with soap/water; if in eyes—rinse cautiously with water; if ingested—rinse mouth and seek medical advice. Provide SDS to medical personnel. • Spill/accident: Avoid dust generation. Use inert absorbent for solutions; collect solids with dampened wipes. Dispose according to institutional chemical waste guidelines.

Transportation/packaging • Shipped in an ice chest with ice pads as provided. Keep cold chain until storage. Inspect for condensation; re-desiccate before re-capping.

Solvent Selection

Compound-specific solvent preferences were not provided. For small-molecule library members, a pragmatic solvent strategy can save time and material.

General dissolution workflow • Start with an anhydrous, high-boiling polar aprotic solvent: DMSO is the default for bioassays. Prepare a 10–50 mM stock, then dilute into aqueous buffer to ≤0.1–0.5% DMSO final. • If DMSO is unsuitable: Evaluate DMF, NMP, or acetonitrile. For NMR, use CDCl3, DMSO‑d6, or CD3OD depending on solubility and stability. • Aqueous handling: If partial water solubility is suspected, co-solvent systems (e.g., 10–20% DMSO or ethanol in buffer) or inclusion of solubilizing excipients (cyclodextrins, surfactants) may help. Validate that the vehicle does not affect your assay readout. • Avoid ester hydrolysis or base/acid lability by neutral pH during stock preparation until stability is known.

Comparison (general guidance) • DMSO: Highest solvating power; can affect some enzyme/cell assays above 0.5–1% v/v. • MeOH/EtOH: Easier volatility, but lower solvency for highly lipophilic compounds. • ACN: Good for LC–MS/UPLC dilutions; moderate solvency; low UV cut-off.

Always perform a small solubility/stability screen and document solvent composition in your methods section. For this item specifically, solvent compatibility is Not specified; refer to CoA/Spec Sheet if available.

Storage and Reconstitution

Storage • Conditions: Store at −20°C, desiccated (per product data). Keep tightly capped. If the compound is hygroscopic or air/light sensitive (not specified), consider handling under dry nitrogen/argon and protecting from light. • Shipping: Shipped in an ice chest with ice pads; maintain cold chain upon receipt and transfer promptly to −20°C storage. • Stability: Item-specific shelf life and stability are Not specified for this item; refer to CoA/Spec Sheet. Monitor for discoloration, caking, or changes in solubility as signs of degradation.

Reconstitution • Solvents: Not specified for this item; refer to CoA/Spec Sheet. In practice, begin with anhydrous DMSO to prepare a concentrated stock (e.g., 10–50 mM), then dilute into the working medium. • Technique: Allow vial to reach room temperature in a desiccator before opening to avoid moisture uptake. Weigh quickly, recap immediately, and purge headspace with dry inert gas if repeated access is expected. • Aliquoting: Prepare single-use aliquots in amber vials or plates to minimize freeze–thaw cycles and light exposure. Label with lot, concentration, solvent, and date.

Freeze–thaw management • Avoid repeated cycles; store aliquots at −20°C. Thaw on ice or at room temperature; do not refreeze partially used aliquots when possible.

Note • Research use only. For definitive stability, solubility, and compatibility guidance, consult the product’s CoA and SDS or perform a small-scale pilot test.

Structure and Identity

• Product name: SR 202 (catalog research small molecule) • CAS: 76541-72-5 • InChIKey: 385668 (as provided; note that full InChIKey strings are typically 27 characters—refer to CoA/SDS for the definitive identifier used for this lot) • 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 description • Functional groups, ring systems, stereochemistry: Not specified for this item; refer to CoA/Spec Sheet and primary literature for structural details associated with CAS 76541-72-5.

Notes for identity verification • Cross-reference by CAS (76541-72-5) and supplier SKU (S288929). If available, verify structure via NMR/LC–MS against literature for the same CAS. • For screening libraries, confirm purity/identity with LC–MS (single dominant peak) and proton NMR before critical assays. • If the item is used as a reference standard, retain a copy of the CoA along with lot-specific spectra for audit traceability.

Synthetic Utility

No structural information is provided for SR 202 in this listing; therefore, specific synthetic transformations or named-reaction participation cannot be detailed.

General notes (when structure becomes available) • Functional group leverage: Identify handles (e.g., halogens, nitriles, amides, heteroaryl nitrogens) for cross-coupling, reductions, or nucleophilic substitutions to access analogs for SAR. • Protecting-group strategy: If multiple nucleophiles/electrophiles exist, map orthogonal protection for stepwise modifications. • Late-stage diversification: Consider C–H functionalization, photoredox-mediated couplings, or SuFEx if appropriate motifs are present. • Purification/characterization: For discovery-scale synthesis, use mass-directed prep HPLC and parallel purification. Characterize with 1H/13C NMR, HRMS, and purity by UPLC.

Retrosynthetic planning • If the scaffold is known from literature via CAS 76541-72-5, mine reported routes for scalable disconnections, key intermediates, and chiral induction strategies.

Given the absence of structural data here, treat SR 202 as a finished research article rather than a synthetic building block unless you have confirmed structural details from primary sources.

Target Specificity

Target, binding site/epitope, and selectivity data are not provided for this product.

• Item-specific target profile: Not specified for this item; refer to CoA/Spec Sheet and primary literature for any reported targets associated with CAS 76541-72-5/CID 60910. • Cross-reactivity/off-targets: Not specified. • Species selectivity: Not specified.

Note: As a small-molecule research compound, any target specificity must be established experimentally in your system. Consider orthogonal assays and counter-screens to confirm on-target effects and rule out assay interference (e.g., redox cycling, fluorescence quenching, aggregation).

자주 묻는 질문

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, desiccated. Keep the container tightly closed with desiccant — the material is moisture-sensitive.

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 76541-72-5, the molecular formula is C11H17ClO7P2, and the molecular weight is 358.65 g/mol. InChIKey VQHUQHAPWMNBLP-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.