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2-Amino-5-fluorophenol

Alias: 4-Fluoro-2-hydroxyaniline
2-Amino-5-fluorophenol reacts with 2-amino-4-methoxyphenol, 2-amino-4-fluorophenol, 2-amino-3-fluorophenol and 2-amino-2-fluorophenol to produce nitrous acid (HONO).
2-Amino-5-fluorophenol
2-Amino-5-fluorophenol Chemical Structure CAS No.: 53981-24-1
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
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10g
25g
50g
100g
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Product Description
2-Amino-5-fluorophenol reacts with 2-amino-4-methoxyphenol, 2-amino-4-fluorophenol, 2-amino-3-fluorophenol, and 2-amino-2-fluorophenol to produce nitrous acid (HONO).
2-Amino-5-fluorophenol is a synthetic organic compound with the molecular formula C₆H₆FNO and a molecular weight of 127.12 g/mol. It is an aniline derivative and a phenolic compound used as a building block in pharmaceutical development, particularly as an intermediate for the synthesis of various pharmaceutical agents, including anti‑cancer drugs.
Biological Activity I Assay Protocols (From Reference)
Targets
This compound does not have a defined biological target as it is primarily a chemical intermediate for drug synthesis. Its significance lies in its role as a building block for creating more complex molecules. As an aniline derivative, it can potentially be used in the synthesis of compounds that interact with a wide variety of receptors and enzymes, but the parent compound has no direct pharmaceutical activity.
ln Vitro
The compound itself is not a biologically active molecule; its value is purely as a synthetic precursor. It can be reacted with other molecules such as 2‑amino‑4‑methoxyphenol and 2‑amino‑4‑fluorophenol in research focused on pharmaceutical development, particularly in the development of anti‑cancer drugs, enhancing therapeutic efficacy.
ln Vivo
As a chemical intermediate and building block, 2-Amino-5-fluorophenol is not administered in vivo for research purposes. It is used as a starting material or intermediate in the chemical synthesis of other compounds that have biological activity and may be evaluated in vivo. The compound itself is not a drug candidate.
Enzyme Assay
Non-cell-based experiments for this compound are primarily analytical. A standard protocol for purity analysis uses GC with a flame ionization detector (FID). The purity is typically >97.0% (GC). For HPLC, a C18 reverse‑phase column with a mobile phase of acetonitrile and 0.1% TFA in water (gradient elution) and UV detection at 254 nm can be used. LC‑MS in positive ESI mode shows an [M+H]+ ion at m/z 128.1 (expected). The compound can also be analyzed by ¹H and ¹3C NMR to confirm structure.
Cell Assay
Cell-based experiments are not applicable for this intermediate, as it is a chemical building block and not a pharmacologically active compound. It is not intended for direct use in cell culture. Any biological activity or cell-based evaluation would be performed on the final drug substances synthesized using this building block, not on the intermediate itself.
Animal Protocol
In vivo animal experiments are not conducted for this compound. It is not a drug candidate and is not administered to animals for therapeutic evaluation. It is used as a chemical intermediate for the synthesis of active drug candidates that may eventually be tested in animal models.
ADME/Pharmacokinetics
Pharmacokinetic data are not applicable for this intermediate. Based on its physicochemical properties (molecular weight 127.12, log P ~1.3, TPSA 46.3 Angstrom2), the compound is moderately polar. It is a solid at room temperature (melting point not reported) and appears as a white to gray to brown powder or crystal. It is soluble in organic solvents such as DMSO and ethanol. The compound should be stored in a sealed, dry container at 2-8degC (refrigerated) or at room temperature, protected from light.
Toxicity/Toxicokinetics
The toxicity profile of 2-Amino-5-fluorophenol has not been fully characterized. As a research chemical, standard safety precautions apply. The compound may be harmful if swallowed, inhaled, or absorbed through the skin. It may cause skin and eye irritation. It should be handled in a well-ventilated area (fume hood) with appropriate PPE (lab coat, gloves, safety goggles). The GHS hazard class pictogram is Irritant, and the GHS signal word is Warning.
References

[1]. THE PRODUCTION OF HONO FROM THE REACTION BETWEEN NO2 AND AMINOFLUROPHENOL: AN EXPERIMENTAL AND THEORETICAL STUDY. 2021, JOHN HASENBEIN, CC-BY-NC-ND 4.0.

Additional Infomation
Additional information: The compound has an MDL number of MFCD00671759. It is also known as 4‑Fluoro‑2‑hydroxyaniline. The product is for research and synthesis use only, not for human or veterinary use. It is available from chemical suppliers (e.g., TCI America, Bidepharm) with a purity of ≥97% (GC). Synonyms include 2-Amino-5-fluorophenol, 4-Fluoro-2-hydroxyaniline, and 2-Amino-5-fluorophenol.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H6FNO
Molecular Weight
127.12
Exact Mass
127.043
CAS #
53981-24-1
PubChem CID
185763
Appearance
Light brown to gray solid powder
Hydrogen Bond Donor Count
2
Rotatable Bond Count
0
Heavy Atom Count
9
Complexity
99.1
Defined Atom Stereocenter Count
0
SMILES
C1=CC(=C(C=C1F)O)N
InChi Key
IIDUNAVOCYMUFB-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H6FNO/c7-4-1-2-5(8)6(9)3-4/h1-3,9H,8H2
Chemical Name
2-amino-5-fluorophenol
Synonyms
4-Fluoro-2-hydroxyaniline
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 7.8666 mL 39.3329 mL 78.6658 mL
5 mM 1.5733 mL 7.8666 mL 15.7332 mL
10 mM 0.7867 mL 3.9333 mL 7.8666 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:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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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
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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)
  • Click the “Calculate” button
  • 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:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • 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.

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  • 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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