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4,4'-Iminodiphenol

Cat No.:V40319 Purity: ≥98%
4-Propionamidophenol (compound 4a) is an inactive estrogen receptor ligand based on a diphenylamine backbone.
4,4'-Iminodiphenol
4,4'-Iminodiphenol Chemical Structure CAS No.: 1752-24-5
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
4-Propionamidophenol (compound 4a) is an inactive estrogen receptor ligand based on a diphenylamine backbone.
4,4'-Iminodiphenol (also known as 4,4'-dihydroxydiphenylamine) is an organic compound featuring two phenol groups connected by an imine (–NH–) linkage. It has a molecular formula of C12H11NO2 and a molecular weight of 201.22 g/mol. This bifunctional molecule is used in polymer chemistry and materials science as a building block for synthesizing advanced polymers and resins. In biological research, it is identified as an inactive estrogen receptor ligand based on a diphenylamine backbone.
Biological Activity I Assay Protocols (From Reference)
Targets
4,4'-Iminodiphenol has been identified as an inactive estrogen receptor ligand. It does not activate the estrogen receptor, making it useful as a negative control in studies investigating estrogen receptor signaling. Its primary utility is in materials science as a building block for polymers, where it contributes to the structural properties of the final material rather than interacting with biological targets.
ln Vitro
4,4'-Iminodiphenol is characterized as an inactive estrogen receptor ligand, meaning it shows no significant agonistic or antagonistic activity at the estrogen receptor in standard in vitro assays. Its biological inactivity in this context makes it a valuable negative control for experiments investigating estrogen receptor signaling. In materials science, its properties as a difunctional phenol allow it to act as a monomer in polymerization reactions.
ln Vivo
In vivo activity data for 4,4'-Iminodiphenol are not extensively reported, as its primary applications are in materials science and as an in vitro research tool. As an inactive estrogen receptor ligand, it is not expected to elicit significant in vivo hormonal effects. Its use in biological research is largely confined to in vitro assays where it serves as a control compound to validate the specificity of estrogen receptor-mediated responses.
Enzyme Assay
In vitro enzyme/receptor binding (non-cell) assays for 4,4'-Iminodiphenol typically involve radioligand binding studies to evaluate its interaction with the estrogen receptor. The receptor is incubated with increasing concentrations of the compound and a fixed concentration of a radiolabeled estrogen (e.g., ³H-estradiol) in binding buffer. Bound and free radioligand are separated, and radioactivity is measured. The compound's lack of significant binding or activity is confirmed, establishing it as an inactive ligand.
Cell Assay
For in vitro cell-based assays, cells expressing the estrogen receptor are cultured and treated with 4,4'-Iminodiphenol at various concentrations. Its inactivity is confirmed by measuring the expression of estrogen-responsive genes via qRT-PCR or by assessing cell proliferation. The compound shows no significant effect, validating its use as a negative control in studies of estrogen receptor signaling. Cell viability can be assessed using standard assays like MTT.
Animal Protocol
In vivo animal studies with 4,4'-Iminodiphenol are not typically performed, as it is not a therapeutic candidate. Its use is confined to in vitro research as a negative control for estrogen receptor studies and as a building block in polymer chemistry. The compound is not intended for in vivo pharmacological evaluation, and no specific animal study protocols are available in the literature.
ADME/Pharmacokinetics
4,4'-Iminodiphenol (CAS: 1752-24-5) has a molecular weight of 201.22 g/mol and a molecular formula of C12H11NO2. It is also known as 4-(4-hydroxyanilino)phenol or leucoindophenol. As a solid compound, it is typically stored under standard laboratory conditions. Its physicochemical properties are consistent with its use as a monomer in polymer synthesis and as a research chemical.
Toxicity/Toxicokinetics
4,4'-Iminodiphenol is considered to have a low toxicity profile, consistent with its use as a chemical intermediate and research compound. It is not intended for human therapeutic use. As an inactive estrogen receptor ligand, it does not pose hormonal risks. Standard laboratory safety precautions should be followed when handling the compound. No significant toxicity has been reported in the available literature.
References

[1]. Promising core structure for nuclear receptor ligands: Design and synthesis of novel estrogen receptor ligands based on diphenylamine skeleton. Bioorganic & Medicinal Chemistry Letters.2008;18(18), 5050–5053.

Additional Infomation
4,4'-Iminodiphenol is an organic compound with the CAS number 1752-24-5, also known as 4,4'-dihydroxydiphenylamine. It is a key intermediate in the synthesis of polymers and resins. In biological research, it serves as an inactive estrogen receptor ligand and a useful negative control for studies of estrogen signaling. It is not an approved drug and is intended for research and industrial use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H11NO2
Molecular Weight
201.22124
Exact Mass
201.079
CAS #
1752-24-5
Related CAS #
4,4'-Iminodiphenol; 1752-24-5
PubChem CID
74461
Appearance
Gray to gray purple solid
Density
1.32g/cm3
Boiling Point
363ºC at 760mmHg
Flash Point
158.8ºC
Vapour Pressure
8.88E-06mmHg at 25°C
Index of Refraction
1.707
LogP
2.914
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Heavy Atom Count
15
Complexity
162
Defined Atom Stereocenter Count
0
SMILES
N(C1C=CC(O)=CC=1)C1C=CC(O)=CC=1
InChi Key
YRUPBAWWCPVHFT-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H11NO2/c14-11-5-1-9(2-6-11)13-10-3-7-12(15)8-4-10/h1-8,13-15H
Chemical Name
4-(4-hydroxyanilino)phenol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: (1). This product requires protection from light (avoid light exposure) during transportation and storage.  (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~100 mg/mL (~497.0 mM; with ultrasonication)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (12.42 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), Clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (25.0 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.9697 mL 24.8484 mL 49.6968 mL
5 mM 0.9939 mL 4.9697 mL 9.9394 mL
10 mM 0.4970 mL 2.4848 mL 4.9697 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration: mg/mL;

Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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