Fosdagrocorat - Moligand™, 10 mM in DMSO , CAS No.1044535-58-1

CAS: 1044535-58-1 Cat. No.: F1498613 Formule: C₂₉H₃₀F₃N₂O₅P Poids moléculaire: 574.5 PubChem CID: 24872952

GRADE & PURITY Moligand™, 10 mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Vue d’ensemble

Fosdagrocorat (PF-04171327) is a dissociated glucocorticoid receptor agonist.

Specifications

Spécifications et pureté

Moligand™, 10 mM in DMSO

Conditions de stockage de stockage

Store at -80°C

Expédié en

Dry ice packs + Cold packs

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

Grade

Moligand™

Type d'action

AGONIST

Propriétés du produit

ALogP

5

Noms et identifiants

Isomères SMILES

CC1=C(C=CC=N1)NC(=O)C2=CC3=C(C=C2)[C@@]4(CC[C@@](C[C@H]4CC3)(C(F)(F)F)OP(=O)(O)O)CC5=CC=CC=C5

PubChem CID

24872952

Poids moléculaire

574.5

Application Protocols

Only protocols explicitly validated for this catalog item can be listed.

• Tested applications, recommended dilutions, and controls: Not specified for this item; refer to CoA/Spec Sheet.

General suggestion: Develop assay-specific protocols based on your platform (e.g., GRE-reporter assays, qPCR of GR targets), performing pilot titrations and solvent tolerance checks. These are not item-validated protocols and should be treated as starting points from the literature.

Biological Roles

Biological context (literature/general):

• Modality: Fosdagrocorat is the phosphate prodrug of dagrocorat, a nonsteroidal selective glucocorticoid receptor modulator (SGRM). The phosphate moiety is designed to improve handling and conversion to the active aglycone under biological conditions.
• Target pathway: Glucocorticoid receptor (GR/NR3C1) signaling. GR is a ligand-activated transcription factor that regulates genes involved in metabolism, inflammation, and stress responses. SGRMs are used to dissect GR-mediated transactivation vs transrepression in vitro (no therapeutic claims).
• Experimental roles:
  • Tool compound for GR pathway activation/inhibition studies in cell lines expressing GR.
  • Benchmark for understanding structure–activity relationships within SGRMs and the impact of phosphate prodrugs on permeability and activation.
  • Useful in gene reporter assays (GRE-luciferase), RNA expression profiling of GR targets (e.g., GILZ, FKBP5), and phenotypic screens where GR signaling modulates readouts.
• ADME/biotransformation (general): Phosphate prodrugs can be cleaved by phosphatases, yielding the parent modulator; rate and extent are matrix- and species-dependent. For in vitro work, verify conversion in your specific system by LC–MS.

Item-specific bio-data (if any): Not specified for this item; consult primary literature and the CoA for any available characterization.

Buffer Applications

This product is not a buffering agent and does not define a pH regime. Accordingly, it is not typically used to prepare buffer systems.

Practical assay notes (general):

• Prepare dosing solutions in your assay buffer of choice (e.g., PBS, HBSS, cell culture media) using a DMSO stock. Keep final DMSO low (≤0.1–0.5% v/v) if cells are involved.
• Maintain near-neutral pH and prepare fresh dilutions to limit phosphate ester hydrolysis.

Item-specific buffer recipes or compatibility data: Not specified for this item; refer to literature and pilot experiments for method development.

Green Alternatives

Green chemistry considerations primarily relate to solvent and lifecycle, as this product is a specialized screening ligand rather than a process reagent.

• Solvent footprint (general guidance): Prefer aqueous buffers for final assay dilutions and minimize DMSO concentration (e.g., ≤0.1–0.5% v/v in wells) to reduce solvent burden.
• Alternative solvents:
  • Replace DMF/DMAC with DMSO where feasible due to lower toxicity and better biodegradability profile.
  • For preparative handling, consider ethanol as a transient co-solvent if compatible and stability is verified.
• Process minimization:
  • Use small-volume, high-concentration DMSO stocks to limit solvent use.
  • Adopt miniaturized assay formats (384/1536-well) to reduce per-experiment material and solvent consumption.
• Waste management:
  • Segregate halogenated vs non-halogenated solvent waste; most operations with this item should avoid halogenated solvents entirely.

Comparison snapshot (general)

• DMSO: Broad solvency, good assay compatibility, easier waste handling.
• DMF: Strong solvency but higher toxicological concerns; avoid when not essential.
• Aqueous buffer: Greenest option for final dilutions; prepare fresh to mitigate phosphate ester hydrolysis.

Note: No greener “alternative compound” is suggested, as fosdagrocorat’s structure-specific biological activity is not interchangeable. Green improvements should focus on solvent choice, miniaturization, and cold-chain efficiency.

Pharmaceutical Uses

This product is supplied strictly for research use and is not intended for human or veterinary applications.

Formulation context in research (general/literature):

• Role: Small-molecule phosphate prodrug used as a tool compound to study GR pharmacology. In formulational research, phosphate esters may be dosed as salts to improve handling and aqueous preparation; verify salt form on CoA (none specified here).
• Excipients: For in vitro studies, typical vehicles include DMSO stocks diluted into buffered media. For preclinical formulation method development (in vitro only), co-solvents or surfactants may be screened to enhance solubility, subject to local regulations.
• Pharmacopoeial status: Not a compendial excipient or API; no pharmacopeia monograph is implied.

Item-specific formulation details: Not specified for this item; consult CoA for any salt form or stabilizer notes. No medical or clinical claims are made.

Physical Properties

Item-specific physico-chemical specifications were not provided for this catalog entry.

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
• Melting point: Not specified for this item; refer to CoA/Spec Sheet.
• Boiling point: Not applicable; decomposes before boiling is typical for complex organophosphates (literature/general).
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• Refractive index: Not applicable (solid) or not specified.
• pKa: The phosphate prodrug group is expected to have acidic pKa values in the ~1–2 (first) and ~6–7 (second) range in many aryl phosphate esters (literature/general, scaffold-dependent). Exact values not specified for this item.
• LogP/logD: The phosphate increases polarity relative to dagrocorat; ionization state will drive logD and aqueous solubility at physiological pH (literature/general). Exact values not specified for this item.
• Solubility:
  • Water: Phosphate prodrugs often exhibit improved aqueous dispersibility vs. parents; actual solubility for this item is not specified—verify experimentally or consult CoA.
  • Organic solvents: DMSO is commonly used for stock solutions of screening ligands; miscibility/solubility limits not specified for this item.

Notes: For assay setup, determine solubility and pH-dependent speciation empirically under your conditions; do not rely on surrogate values from related compounds.

Quality and Grades

• Supplied grade: Moligand™ (from Product Data)

What Moligand™ implies (general description of Aladdin screening grade):

• Intended use: Preclinical discovery workflows such as target validation, pathway interrogation, and high-content/HTS assays. Not for human or veterinary use.
• Typical format: Library/screening small molecule with identity confirmed by reputable databases (e.g., CAS, PubChem CID provided). Purity and analytical details are controlled per internal library acceptance criteria; for compound-specific values, consult the CoA.
• UV/LCMS/NMR data: Not specified for this item; refer to CoA/Spec Sheet for identity/purity confirmation data.

Item-specific notes:

• Purity: Not specified for this item; refer to CoA/Spec Sheet.
• Stabilizers: None stated. If stabilizers or salt forms are present, they will be listed on the CoA/label; none are specified here.
• Intended handling: Provided for research use only.

Practical guidance:

• Verify identity in your lab if regulatory or GLP requirements apply (orthogonal methods such as LC–MS and 1H NMR).
• For screening reproducibility, document lot number, preparation solvent, concentration, and storage history. Phosphate prodrugs can undergo hydrolysis; monitor by LC–MS over time if solutions are stored.

Reaction and Applications

This product is provided as a research ligand for biochemical and cell-based studies rather than as a synthetic reagent. Consequently, it is not typically used as a stoichiometric reagent or catalyst in preparative organic chemistry.

Research applications (general/literature context):

• Target class: Glucocorticoid receptor (GR, NR3C1) selective modulator research tool; fosdagrocorat serves as a phosphate prodrug to deliver dagrocorat in biological systems.
• Use cases in discovery biology: Probe GR-mediated transcription, receptor-cofactor interactions, and downstream anti-inflammatory signaling in vitro; benchmark against classical glucocorticoids to study dissociated signaling (no clinical claims).
• Assay modalities: Commonly adapted to reporter gene assays, qPCR of GR-responsive genes, and phenotypic screens that monitor GR pathway activity. Exact validated assays for this catalog item are not specified.

Not typically applicable:

• Named reactions, cross-couplings, Grignards, or catalysis are not relevant to this compound’s use profile. For synthetic chemistry topics, see the Synthetic Utility section for general prodrug-design considerations rather than practical transformations.

Reaction Conditions

Not typically applicable. Fosdagrocorat is a screening ligand and is not used as a reagent or catalyst in standard synthetic transformations.

For method development in biology (general):

• Stock preparation: Dissolve in dry DMSO to a convenient concentration (e.g., 1–10 mM is common in screening). This is general guidance; item-specific solubility is not provided.
• Working solutions: Dilute into assay buffer/media immediately prior to use; minimize time at ambient temperature to reduce potential phosphate hydrolysis.
• Stability checks: Use LC–MS to monitor for conversion to the parent modulator in your matrix. Control pH and temperature.

No item-specific reaction conditions, yields, or catalytic uses are available for this product.

Safety and Handling

• GHS classification: Not specified for this item; refer to SDS.
• Signal word: Not specified for this item; refer to SDS.
• Hazard statements (H-): Not specified for this item; refer to SDS.
• Pictograms: Not specified for this item; refer to SDS.

General laboratory precautions (good practice; defer to SDS as authoritative):

• PPE: Wear lab coat, safety glasses, and appropriate chemically resistant gloves. Handle powders in a fume hood to avoid inhalation of dust/aerosol.
• Avoid exposure: Prevent contact with skin, eyes, and clothing. Minimize dust generation. Use dedicated tools for dispensing microgram–milligram quantities for screening work.
• Incompatibilities: Strong oxidizers and strong bases/acids may hydrolyze or degrade phosphate prodrugs; avoid prolonged exposure to high pH and elevated temperatures (general/literature guidance).
• Thermal/chemical stability: Phosphate esters can hydrolyze in aqueous media depending on pH and temperature. Prepare working solutions freshly and store cold to limit hydrolysis (general guidance).
• First aid (overview):
  • Inhalation: Move to fresh air; seek medical attention if symptoms occur.
  • Skin/eyes: Rinse with water for several minutes; remove contaminated clothing; seek medical attention if irritation persists.
  • Ingestion: Rinse mouth; do not induce vomiting; seek medical advice.
• Spill response: Avoid dust. Collect with inert absorbent, place in suitable container for disposal according to institutional and local regulations.

Always consult the product-specific SDS prior to use.

Solvent Selection

This compound is a phosphate prodrug of a nonsteroidal GR modulator. While item-specific solubility was not supplied, the following guidance reflects common practice for similar screening ligands (general/literature):

• Primary stock solvent: DMSO is preferred due to broad solubilizing power for heteroaromatic drug-like molecules and compatibility with biological assays.
• Aqueous compatibility: Phosphate functionality can enhance dispersibility in buffered aqueous media, but hydrolysis risk increases with pH and temperature. Prepare aqueous dilutions immediately before use.
• Alternative solvents (if needed):
  • DMF: High solvency; consider cytotoxicity and hygroscopicity in biological assays.
  • Methanol/ethanol: May be used for intermediate stocks but validate stability; alcohols can influence assay readouts.
  • Buffered saline with cosolvent (e.g., 0.1–1% DMSO): For final dosing solutions post-DMSO stock.
• pH considerations: Maintain near-neutral pH to limit phosphate ester hydrolysis unless intentional activation is desired in a specific experimental design.
• Adsorption/handling: As a moderately lipophilic scaffold with an anionic/protic group, adsorption to plastics can occur at low concentrations; use low-binding tubes/plates and include carrier protein (e.g., 0.1% BSA) if compatible with the assay.

Comparison (general):

• DMSO vs DMF: DMSO offers better biocompatibility; DMF can solubilize stubborn solids but is less favored in cell assays.
• Aqueous buffers: Favor freshly prepared dilutions to minimize degradation; avoid prolonged standing at room temperature.

Storage and Reconstitution

• Storage conditions (from Product Data): Store at -80°C.

• Shipping (from Product Data): Shipped on dry ice packs + cold packs to maintain frozen/cold chain.

• Reconstitution: Not specified for this item; refer to CoA/Spec Sheet. In general for screening ligands, prepare small-volume DMSO stocks under dry conditions and aliquot to avoid repeated freeze-thaw.

• Working solution stability: Not specified for this item; verify empirically. Phosphate esters can hydrolyze in aqueous media—prepare fresh dilutions and keep cold until use (general guidance).

• Freeze-thaw guidance: Minimize cycles by aliquoting; record thaw count and solution age for reproducibility.

• Light/moisture sensitivity: Not specified for this item; as good practice, protect from light and moisture during storage and handling.

Research use only: Follow institutional procedures for cold-chain management, inventory control, and disposal.

Structure and Identity

Fosdagrocorat is a small-molecule research ligand supplied in Aladdin’s Moligand screening format. It is widely referenced as the phosphate prodrug of the nonsteroidal glucocorticoid receptor (GR) modulator dagrocorat.

• Item-specific identifiers (from Product Data)

  • Product name: Fosdagrocorat
  • CAS: 1044535-58-1
  • PubChem CID: 24872952
  • SKU: F1498613
  • InChIKey: Not specified for this item; refer to CoA/Spec Sheet.
  • SMILES: Not specified for this item; refer to CoA/Spec Sheet.

• Composition and formula

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

• Structural features (general/literature description)

  • Prodrug motif: aryl/alkyl phosphate ester designed to enhance aqueous handling and in situ conversion to dagrocorat (literature).
  • Core pharmacophore: nonsteroidal GR modulator scaffold bearing polar phosphate functionality and multiple heteroatoms (literature).
  • Functional groups expected (literature/general): phosphate monoester/diester moiety, aromatic system(s), amide and/or heteroaryl linkages typical of SGRMs.

• 2D structural description (literature/general)

  • A heteroaromatic small molecule with a phosphate group appended to a phenolic/alcohol handle on the dagrocorat core, conferring increased polarity relative to the parent modulator. Exact atom connectivity should be taken from a verified structure record (consult PubChem CID 24872952 or the CoA/SDS).

Synthetic Utility

As supplied, fosdagrocorat is a finished small-molecule research ligand rather than a building block. It is not typically used as a starting material or reagent in multistep synthesis.

Conceptual synthetic considerations (general/literature):

• Prodrug strategy: Installation of a phosphate group onto a phenolic or alcoholic handle of the parent modulator (dagrocorat) to create a more polar, potentially enzyme-labile pro-moiety.
• Common transformations to access analogs (general):
  • Phosphorylation via POCl3-, phosphoramidite-, or chlorophosphate-based coupling, followed by counterion exchange to obtain desired salt forms.
  • Late-stage diversification on the nonsteroidal GR modulator core (e.g., amide coupling, heteroaryl Suzuki couplings) prior to phosphorylation.
• Deprotection/activation: Enzymatic or chemical hydrolysis of phosphate esters yields the parent phenol/alcohol; in vitro this can be monitored to correlate with biological readouts.

If your aim is medicinal chemistry around this scaffold, obtain the parent dagrocorat or appropriate building blocks rather than using the prodrug as a synthon. No item-specific reactive specs (e.g., water content, residual metals) are provided for process chemistry use.

Target Specificity

Only item-specific target data from the Product Data may be listed here.

• Target, affinity, selectivity, species reactivity: Not specified for this item; refer to CoA/Spec Sheet and primary literature on fosdagrocorat/dagrocorat for GR-related data.

General note: In literature, fosdagrocorat is described as a prodrug of a selective glucocorticoid receptor modulator; however, no quantitative potency/selectivity values are provided with this catalog entry.

Foire aux questions

What is Moligand??

Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.

How should this product be stored?

Store at ?80 °C. Ultra-low temperature storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships frozen with dry ice and cold packs. Unpack on arrival and transfer it to the storage condition stated above; handle dry ice with insulated gloves in a ventilated area.

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

The CAS Number is 1044535-58-1, the molecular formula is C29H30F3N2O5P, and the molecular weight is 574.5 g/mol.

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.