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2-Amino-4-methoxyphenol (2-Amino-4-methoxyphenol)

Alias: 2-Amino-4-methoxyphenol
Cat No.:V64458 Purity: ≥98%
2-Amino-4-methoxyphenol is a volatile component in Tieguanyin tea essence.
2-Amino-4-methoxyphenol (2-Amino-4-methoxyphenol)
2-Amino-4-methoxyphenol (2-Amino-4-methoxyphenol) Chemical Structure CAS No.: 20734-76-3
Product category: Phenols
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
2-Amino-4-methoxyphenol is a volatile component in Tieguanyin tea essence. 2-Amino-4-methoxyphenol is used in the synthesis of pyridine analogs.
2-Amino-4-methoxyphenol is an ortho-aminophenol derivative with a para-methoxy substituent. It has the molecular formula C7H9NO2 and molecular weight 139.15 g/mol. The compound appears as a light yellow to brown powder or crystalline solid with a melting point of 133.0 to 137.0°C. It is used as a research chemical, as an oxidative hair dye intermediate, and as a heterocyclic synthesis building block.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary targets of 2-amino-4-methoxyphenol are not biological targets but rather chemical reaction partners in organic synthesis. As an ortho-aminophenol derivative, it can undergo oxidation to form quinone-like structures, which is the basis for its use as a hair dye intermediate. The compound's substitution pattern (2-NH2, 4-OCH3) places it at the intersection of phenolic antioxidants, oxidative hair dye intermediates, and heterocyclic synthesis building blocks.
ln Vitro
In vitro activity for 2-amino-4-methoxyphenol refers to its chemical reactivity rather than biological activity. The compound is used as a building block in heterocyclic synthesis and as an intermediate in the production of hair dyes. Its phenolic structure may confer antioxidant properties, but specific biological activities have not been extensively characterized.
ln Vivo
In vivo activity data are not applicable for 2-amino-4-methoxyphenol, as it is a chemical reagent and synthetic intermediate rather than a pharmacologically active compound. The compound is not intended for biological or therapeutic applications. Its use is limited to organic synthesis and industrial applications.
Enzyme Assay
Non-cellular assays for 2-amino-4-methoxyphenol typically involve characterization of its chemical properties and purity. Standard analytical techniques include NMR spectroscopy, HPLC, and GC to confirm identity and purity. The compound's reactivity in oxidation reactions can be assessed by monitoring the formation of colored products. Solubility testing is performed in common organic solvents for synthetic applications.
Cell Assay
Cellular assays are not applicable for 2-amino-4-methoxyphenol, as it is a chemical reagent not intended for cell-based studies. The compound is used in organic synthesis and as an industrial intermediate, but it is not studied for biological activity in cell culture systems. Its use is limited to chemical reactions outside of living systems.
Animal Protocol
In vivo animal experiments are not conducted for 2-amino-4-methoxyphenol, as it is a chemical reagent rather than a therapeutic or pharmacological compound. The compound is not administered to animals for any research purpose. Its applications are strictly limited to synthetic chemistry and industrial uses.
ADME/Pharmacokinetics
Pharmacokinetic properties are not applicable for 2-amino-4-methoxyphenol, as it is a chemical reagent and not a pharmaceutical compound. The compound's molecular weight is 139.15 g/mol. It should be stored at room temperature (below 15°C in a cool, dry place). Solubility information and stability data are available from chemical suppliers for synthetic chemistry applications.
Toxicity/Toxicokinetics
Toxicological data for 2-amino-4-methoxyphenol are limited, as it is a chemical reagent not intended for human use. As a phenolic compound and potential hair dye intermediate, it may cause skin sensitization or irritation. Standard laboratory safety precautions should be followed when handling the compound. Appropriate personal protective equipment should be worn.
References

[1]. Effects of baking and aging on the changes of phenolic and volatile compounds in the preparation of old Tieguanyin oolong teas. Food Research International (Ottawa, Ont.), 01 Oct 2013, 53(2):732-743.

[2]. Synthesis of substituted 2-heteroarylbenzazol-5-ol derivatives as potential ligands for estrogen receptors. Tetrahedron 69(30):6076–6082.

Additional Infomation
Other information includes 2-amino-4-methoxyphenol's use as an oxidative hair dye intermediate and heterocyclic synthesis building block. It is also known as 2-hydroxy-5-methoxyaniline and 3-amino-4-hydroxyanisole. The compound is available with ≥98% purity. Its substitution pattern (2-NH2, 4-OCH3) makes it useful for the synthesis of various heterocyclic compounds and as an antioxidant in certain applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H9NO2
Molecular Weight
139.15
Exact Mass
139.063
CAS #
20734-76-3
PubChem CID
1419108
Appearance
Light brown to black solid
Density
1.2±0.1 g/cm3
Boiling Point
289.1±25.0 °C at 760 mmHg
Flash Point
128.7±23.2 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.600
LogP
0.25
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Heavy Atom Count
10
Complexity
108
Defined Atom Stereocenter Count
0
SMILES
O(C([H])([H])[H])C1C([H])=C([H])C(=C(C=1[H])N([H])[H])O[H]
InChi Key
TUADYTFWZPZZTP-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H9NO2/c1-10-5-2-3-7(9)6(8)4-5/h2-4,9H,8H2,1H3
Chemical Name
2-amino-4-methoxyphenol
Synonyms
2-Amino-4-methoxyphenol
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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: 50 mg/mL (359.32 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (17.97 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (17.97 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 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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 7.1865 mL 35.9324 mL 71.8649 mL
5 mM 1.4373 mL 7.1865 mL 14.3730 mL
10 mM 0.7186 mL 3.5932 mL 7.1865 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.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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