Gbr 13119 , CAS No.76778-23-9

CAS: 76778-23-9 Cat. No.: G983798 Formula: C₂₈H₃₃FN₂O Molecular Weight: 432.600

Storage

Room temperature

Specifications

Storage

Room temperature

Names and Identifiers

Canonical Smiles

C1CN(CCN1CCCC2=CC=C(C=C2)F)CCOC(C3=CC=CC=C3)C4=CC=CC=C4

IUPAC Name

1-(2-benzhydryloxyethyl)-4-[3-(4-fluorophenyl)propyl]piperazine

InChIKey

IYWFOWPCJVOCMB-UHFFFAOYSA-N

INCHI

1S/C28H33FN2O/c29-27-15-13-24(14-16-27)8-7-17-30-18-20-31(21-19-30)22-23-32-28(25-9-3-1-4-10-25)26-11-5-2-6-12-26/h1-6,9-16,28H,7-8,17-23H2

Molecular Weight

432.600

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Diphenylmethanes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Diphenylmethanes
• Intermediate Tree Nodes: Not available
• Direct Parent: Diphenylmethanes
• Alternative Parents: Phenylpropylamines Benzylethers N-alkylpiperazines Fluorobenzenes Aralkylamines Aryl fluorides Trialkylamines Dialkyl ethers Azacyclic compounds Organopnictogen compounds Organofluorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Diphenylmethane - Phenylpropylamine - Benzylether - Fluorobenzene - Halobenzene - Aralkylamine - N-alkylpiperazine - Aryl fluoride - Aryl halide - 1,4-diazinane - Piperazine - Tertiary amine - Tertiary aliphatic amine - Azacycle - Ether - Dialkyl ether - Organoheterocyclic compound - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Amine - Organic nitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
• 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

Chemical and Physical Properties

• Molecular Weight: 432.600 g/mol
• XLogP3: 5.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 432.258 Da
• Monoisotopic Mass: 432.258 Da
• Topological Polar Surface Area: 15.700 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 472.000
• 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

No tested application protocols are provided for this item.

• For small-molecule ligands in general, typical workflows include:
  • Preparing concentrated DMSO stocks (e.g., 10–50 mM), aliquoting, and storing protected from light and moisture.
  • Diluting into assay media immediately before use; maintain constant vehicle % across controls and treatments.
  • Establishing concentration–response curves with at least 8–12 points across several logs of concentration.
  • Including orthogonal assays (e.g., binding vs. uptake/functional readouts) where relevant to the biology.

Any specific recommended dilutions, positive controls, or validated assays are not specified for this item.

Biological Roles

No item-specific biological characterization is provided in the listing. The following notes are general and should be cross-checked against primary literature using CAS 76778-23-9 or PubChem CID 131286.

• Context (general): Compounds historically designated with the “GBR” prefix have been employed as tool ligands in neurochemical research, often in studies of monoamine transport processes. The precise target selectivity and potency for Gbr 13119 should be verified from peer-reviewed sources.
• Use in vitro: Small-molecule ligands of this class are commonly prepared as DMSO stocks and evaluated in transporter/receptor binding or uptake assays using membrane preparations, recombinant cell lines, or synaptosomal systems. Concentration ranges typically span low nM to high µM depending on target affinity (literature-dependent).
• Off-target considerations: Many arylpiperazine-like ligands can display secondary interactions (e.g., with other monoamine transporters or GPCRs) at higher concentrations; rigorous concentration–response profiling and counter-screens are advisable.
• Stability and adsorption: Lipophilic cationic ligands may show nonspecific binding to plastics and serum proteins; use low-binding labware and include protein (e.g., 0.1% BSA) in buffers if consistent with the assay.

Explicit target annotations, Ki/IC50 values, and mechanistic claims are not made here and should be sourced from the primary literature for the exact CAS-identified compound.

Research Use Note: For research use only. Not for human or veterinary use.

Buffer Applications

This product is a small-molecule research reagent, not a buffering agent. No canonical buffer system is associated with it.

• For bioassays, choose a buffer compatible with the biological target (e.g., HEPES, PBS, or Krebs–HEPES for uptake assays). Adjust pH and ionic strength according to assay requirements.
• If the compound contains basic/acidic centers, buffer pH can influence solubility and apparent potency; maintain consistent pH across experiments.
• Include vehicle controls to account for residual organic solvent (e.g., 0.1% DMSO).

Item-specific buffer recipes, pKa, and pH ranges are not provided.

Green Alternatives

This listing pertains to a small-molecule research ligand rather than a solvent or commodity reagent where green substitution is typical.

• Applicability: Green alternatives are generally discussed for solvents (e.g., 2-MeTHF vs THF) or common reagents. For a specialized bioactive small molecule, there is no direct “green alternative” with identical function.
• Greener handling practices (general):
  • Use minimal DMSO volumes and dilute into buffered aqueous media to reduce organic solvent use.
  • Employ microscale assays and high-throughput formats to minimize chemical footprint.
  • Choose LC–MS mobile phases compatible with aqueous buffers and volatile modifiers (e.g., ammonium formate/acetate) to reduce halogenated solvent waste.

If your workflow primarily concerns solvent usage (dissolution, chromatography), consider:

• Replace acetonitrile with ethanol/water gradients when method performance allows.
• Prefer 2-propanol or ethanol over methanol where toxicity and waste profiles are a concern.

Because functionally equivalent “green” bioactive alternatives are not defined, selection should be driven by scientific suitability rather than environmental substitution.

Pharmaceutical Uses

No pharmaceutical or excipient use is claimed for this product.

• Regulatory status: Not specified for this item; refer to CoA/Spec Sheet. This listing is supplied strictly for research use only and is not intended for use in humans or for clinical applications.
• Formulation context (research only): If used in preclinical laboratory studies, small-scale formulations may include DMSO, PEG-400, ethanol, or cyclodextrins to enhance solubility. Validate vehicle tolerability in the chosen model system.
• Quality considerations: If your workflow requires pharmacopeial-grade materials, this product does not specify such grading; source accordingly or qualify in-house.

No therapeutic, diagnostic, or clinical claims are made or implied.

Physical Properties

Item-specific physico-chemical data were not provided in the product listing. Use the CoA/SDS for authoritative specifications.

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Melting/Boiling Point: Not specified for this item; refer to CoA/Spec Sheet.
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility: Not specified for this item; refer to CoA/Spec Sheet. (General note: many small lipophilic research ligands are soluble in DMSO and sparingly soluble in water; confirm experimentally.)
• LogP, pKa, refractive index: Not specified for this item; refer to CoA/Spec Sheet.
• UV-Vis characteristics: Not specified for this item; refer to CoA/Spec Sheet.

Practical guidance (general, not item-specific):

• For small-molecule research ligands, prepare a small test solution (e.g., 1–10 mg in 1 mL) in dry DMSO, methanol, or ethanol to probe solubility, then dilute into assay buffer while monitoring for precipitation.
• If chromatographic characterization is needed, begin with reversed-phase HPLC (C18) using acetonitrile/water (0.1% formic acid) or methanol/water gradients; adjust based on retention and UV absorbance.
• For stability checks, perform a short-term thermal/photostability screen (room light vs. foil-wrapped; ambient vs. 40 °C) to guide handling.

Quality & Grades

Item-specific grade and purity are not stated in the listing.

• Grade / Purity: Not specified for this item; refer to CoA/Spec Sheet.
• Stabilizers / Additives: Not specified for this item; refer to CoA/Spec Sheet.
• What the grade means (general guidance):
  • Research-grade small molecules are typically qualified by identity (NMR/HRMS) and purity (HPLC/UPLC area %). If HPLC or UV-grade is claimed, it implies low non-volatile residue and minimal UV background—no such claim is provided here.
  • Where “≥98%” or similar is given (not provided here), that typically refers to HPLC area % at a specified wavelength and method; check the CoA for method details.
• Recommended incoming QC (best practice):
  • Verify identity by 1H NMR and HRMS (or GC/LC–MS as applicable).
  • Check purity by HPLC/UPLC with orthogonal methods (acidic and basic modifiers) if the compound bears ionizable groups.
  • Record appearance and any hygroscopicity noted on opening; document storage conditions and lot/exp date linkage.
• Implications for assays: For receptor/transporter assays, minor impurities can confound potency; prepare fresh stocks and consider internal analytical qualification before critical studies.

Reaction & Applications

This product is positioned under life science research reagents rather than as a synthetic solvent or building block. No manufacturer applications are provided beyond research use.

• Manufacturer Applications (verbatim): Not provided beyond “For research use only.”
• Laboratory use (general): Small-molecule ligands of the historical GBR series have been used as tool compounds in transporter and receptor research. For this specific catalog item, consult the literature via its CAS (76778-23-9) or PubChem CID (131286) to identify established in vitro assay contexts and concentrations.
• Analytical applications: Can be qualified by HPLC/LC–MS for purity and stability tracking; suitable for establishing standard curves if a verified reference standard is available.
• Formulation for assays: Prepare DMSO stock (e.g., 10–50 mM), store aliquots to minimize freeze–thaw, and dilute into assay buffer immediately before use to reduce precipitation and nonspecific binding.
• Controls: Include vehicle controls (DMSO only) and, where relevant, reference ligands appropriate to the target class under study.

Note: No claims of suitability for specific named reactions (e.g., cross-coupling, Grignard) are made, as this compound is not presented as a synthetic intermediate in this listing.

Reaction Conditions

Not typically applicable. This product is not presented as a reagent for named organic reactions, catalysts, or building-block transformations.

• If you intend to use it in chemical modifications (e.g., salt formation, prodrug derivatization), select conditions only after confirming structure and functional groups from the CoA/literature. Favor mild, anhydrous conditions and monitor by LC–MS/HPLC.
• No typical temperatures, solvents, catalysts, or yields are provided or implied for this item.

Safety & Handling

Safety information specific to this item (GHS classification, pictograms, H-statements) is not provided here; always consult the product SDS for authoritative guidance.

• Signal Word / GHS / Pictograms: Not specified for this item; refer to SDS.
• Primary hazards (general for small organic compounds): May cause skin/eye irritation and respiratory irritation upon dust or aerosol exposure. Avoid ingestion and prolonged or repeated exposure.
• Peroxide formation: Not typically relevant unless the material is an ether solvent; no information indicates such risk. Consult SDS.
• Incompatibilities (general): Strong oxidizers, strong acids/bases, and reactive acylating/alkylating agents may pose compatibility issues. Verify with SDS before combining.
• PPE: Laboratory coat, safety glasses, and appropriate chemically resistant gloves (e.g., nitrile). Use in a fume hood to control vapors/particulates.
• Engineering controls: Work in a certified chemical fume hood; avoid generating dust. Employ local exhaust during weighing and solution preparation.
• First aid (overview; defer to SDS):
  • Skin: Wash with soap and water; remove contaminated clothing.
  • Eyes: Rinse cautiously with water for several minutes; remove contact lenses if present and easy to do; seek medical attention if irritation persists.
  • Inhalation: Move to fresh air; seek medical attention if symptoms occur.
  • Ingestion: Rinse mouth; do not induce vomiting; seek medical attention.
• Waste disposal: Collect organic waste in a compatible, labeled container; dispose per institutional and regulatory requirements.

Solvent Selection

Because item-specific solubility data are not provided, select solvents empirically while following common practices for small, hydrophobic bioactive ligands.

• Primary stock solvent (typical): DMSO (anhydrous) is preferred for many lipophilic ligands due to broad solvency and assay compatibility at ≤0.1–0.5% v/v final.
• Alternative solvents: Methanol or ethanol for analytical preparations; DMF as a secondary option when DMSO is unsuitable. For aqueous delivery, co-solvent systems (e.g., DMSO→buffer) or inclusion of 0.5–2% v/v solubilizers (Tween-80, PEG-400) may help—validate for your bioassay.
• pH considerations: If the molecule contains basic nitrogens (common in many GBR-series ligands), aqueous solubility may increase upon mild acidification (e.g., buffer pH 5–6). Confirm compatibility with the intended assay.
• Analytical compatibility:
  • Reversed-phase HPLC: Acetonitrile/water or methanol/water with 0.1% formic acid (positive ESI) or 10 mM ammonium acetate (MS-friendly neutral conditions).
  • Spectroscopy: If UV chromophores are present, expect absorbance in the 200–300 nm range; confirm spectrum empirically.

Quick comparison (general):

• DMSO: strongest solvency; can affect cells above ~0.5–1% v/v.
• Ethanol: good solvency; higher volatility; biological tolerance often ≤0.5–1% v/v.
• Methanol: analytical use favored; more cytotoxic—limit in biological systems.

Always filter test solutions (0.22 µm PTFE/NYLON) if particulates are suspected.

Storage & Reconstitution

• Storage Conditions (as provided): Room temperature.
• Shipped In: Not specified for this item; refer to CoA/Spec Sheet.
• Appearance: Not specified for this item; refer to CoA/Spec Sheet.

Reconstitution and handling (general guidance; not item-specific):

• If solid: Allow to equilibrate to room temperature in a desiccator before opening. Weigh quickly to minimize moisture uptake. Prepare a concentrated stock in dry DMSO (e.g., 10–50 mM) or another suitable solvent verified by a small solubility test.
• If supplied as solution: Mix gently, inspect for precipitates, and record solvent and concentration from the label/CoA.
• Aliquoting: Divide stock into single-use aliquots (amber vials or low-binding microtubes) to avoid repeated freeze–thaw or prolonged air exposure.
• Light/Moisture: Store protected from light and moisture if the structure suggests sensitivity; when in doubt, use amber glass and a desiccant.
• Stability: Not specified for this item; refer to CoA. As best practice, track stability by periodic HPLC/LC–MS checks.
• Working solutions: Prepare immediately before use; filter if particulates are present (0.22 µm). Keep organic solvent content consistent across samples.

Always refer to the lot-specific CoA and SDS for definitive handling and storage guidance.

Structure & Identity

Brief overview: Gbr 13119 is a small-molecule research reagent supplied for laboratory use.

• Product Name: Gbr 13119 (SKU: G983798)
• CAS: 76778-23-9
• PubChem CID: 131286 (literature identifier)
• InChIKey: 154054 (as provided; note: typical InChIKeys are 27 characters—refer to CoA/SDS for confirmation)
• 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-level guidance):

• The “GBR” series historically refers to arylpiperazine/diarylmethoxy ethyl piperazine scaffolds used as transporter ligands; however, the exact substitution pattern for this specific item is not provided here. Verify structure via the CoA or trusted databases keyed to the CAS (76778-23-9).
• If your application requires unambiguous identification (e.g., analytical qualification), obtain and confirm: 1H/13C NMR, HRMS, and, if needed, HPLC/UPLC purity and a reference spectrum.

2D structure description:

• Not specified for this item; consult the CoA/Spec Sheet or authoritative databases using the CAS number for a definitive 2D depiction and nomenclature.

Synthetic Utility

This product is offered as a life science research reagent rather than a synthetic building block, and no manufacturer guidance is provided for its use in chemical synthesis.

• Applicability: Complex bioactive small molecules are typically endpoints rather than intermediates. Without a defined functional handle or protecting-group strategy, broad synthetic utility is limited.
• If derivatization is intended (general advice):
  • Confirm the exact structure (CoA, literature) and identify modifiable positions (e.g., secondary amines for salt formation or acylation; aromatic rings for late-stage C–H functionalization) where present.
  • Use orthogonal protection and mild conditions to avoid degrading sensitive motifs (ether linkages, benzylic centers, etc., if applicable to the confirmed structure).

Because item-specific functional groups and reactivity are not disclosed here, no specific named-reaction guidance is provided.

Target Specificity

This section is reserved for antibodies and biologics where antigen, clone, and species reactivity are defined. Gbr 13119 is a small-molecule research reagent; item-specific target binding data are not provided in this listing.

• Target, Ki/IC50, and selectivity profiles: Not specified for this item; consult primary literature using CAS 76778-23-9 or PubChem CID 131286.
• No claims of specificity are made by the manufacturer in this listing.