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(2-Aminophenyl)methanol (2-Hydroxymethylaniline)

(2-Aminophenyl)methanol is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
(2-Aminophenyl)methanol (2-Hydroxymethylaniline)
(2-Aminophenyl)methanol (2-Hydroxymethylaniline) Chemical Structure CAS No.: 5344-90-1
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
250g
Other Sizes
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Product Description
(2-Aminophenyl)methanol is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
(2-Aminophenyl)methanol (CAS#: 5344-90-1), also known as 2-hydroxymethylaniline, is an organic compound with the molecular formula C7H9NO. It is a biochemical reagent that can be used as a biological material or organic compound for life science related research. The compound is a molecular chaperone that rescues the P123S mutant pendrin. It has the advantages of low dose, long-term effect, and low toxicity, and can be used for the study of Pendred syndrome (a syndromic deafness). The compound is a biochemical reagent that can be used as a biomaterial for life science related research and as a sulfonylation reagent for organic synthesis and drug discovery. Its amino and alcohol functional groups provide reactive sites for further functionalization, enabling the synthesis of various derivatives with potential biological activity.
Biological Activity I Assay Protocols (From Reference)
Targets
(2-Aminophenyl)methanol functions as a molecular chaperone that rescues the P123S mutant pendrin. Pendrin is a transmembrane anion exchanger protein encoded by the SLC26A4 gene, and mutations in this gene cause Pendred syndrome, a genetic disorder characterized by sensorineural hearing loss and thyroid goiter. The P123S mutation results in misfolding of the pendrin protein, leading to its retention in the endoplasmic reticulum and loss of function. The compound acts as a chemical chaperone, stabilizing the mutant protein and facilitating its proper folding and trafficking to the plasma membrane. By rescuing the function of the mutant pendrin, the compound may restore anion transport and ameliorate the symptoms of Pendred syndrome. The compound's low dose, long-term effect, and low toxicity make it a promising candidate for the treatment of Pendred syndrome.
ln Vitro
In vitro, (2-aminophenyl)methanol is used as a molecular chaperone to rescue the P123S mutant pendrin. It is a biochemical reagent that can be used as a biological material or organic compound for life science related research. The compound is used for the study of Pendred syndrome. In medicinal chemistry, it serves as a building block for constructing biologically active molecules. Its amino and alcohol functional groups allow for diverse chemical transformations, including acylation, alkylation, and oxidation. In organic synthesis, it is used as a versatile building block for creating complex molecules efficiently.
ln Vivo
In vivo, (2-aminophenyl)methanol has the advantages of low dose, long-term effect, and low toxicity, and can be used for the study of Pendred syndrome. The compound's ability to rescue the P123S mutant pendrin suggests that it may have therapeutic potential for the treatment of Pendred syndrome. However, specific in vivo studies on the compound are limited, and comprehensive evaluation in animal models of Pendred syndrome has not been performed. The compound's low toxicity profile makes it a promising candidate for further in vivo evaluation.
Enzyme Assay
Cell-free assays for (2-aminophenyl)methanol involve studying its ability to rescue the P123S mutant pendrin. The compound is incubated with the mutant pendrin protein in cell-free systems, and protein folding and stability are assessed using biophysical techniques such as circular dichroism spectroscopy, fluorescence spectroscopy, or differential scanning calorimetry. The compound's ability to bind to the mutant protein and stabilize its native conformation can be studied using various analytical techniques. Its chaperone activity can be assessed by measuring the restoration of pendrin function in cell-free assays.
Cell Assay
Cellular assays for (2-aminophenyl)methanol involve treating cells expressing the P123S mutant pendrin with the compound and assessing pendrin trafficking and function. Cells are treated with the compound at various concentrations, and pendrin localization is assessed by immunofluorescence microscopy. Pendrin function is assessed by measuring anion transport activity. The compound's ability to rescue the mutant pendrin and restore its function is evaluated. These assays are used to study the mechanism of action of the compound and its potential for the treatment of Pendred syndrome.
Animal Protocol
Animal studies for (2-aminophenyl)methanol are limited. The compound has the advantages of low dose, long-term effect, and low toxicity, and can be used for the study of Pendred syndrome. However, specific in vivo studies on the compound in animal models of Pendred syndrome have not been extensively documented. The compound's low toxicity profile makes it a promising candidate for further in vivo evaluation.
ADME/Pharmacokinetics
Metabolism / Metabolites
Known human metabolites of 2-aminobenzyl alcohol include (2-aminophenyl)methyl hydrogen sulfate.
Pharmacokinetic data for (2-aminophenyl)methanol are not well characterized. As a small polar molecule with a molecular weight of 123.15 g/mol, it is expected to have moderate bioavailability if administered. The compound has the advantages of low dose, long-term effect, and low toxicity, suggesting favorable pharmacokinetic properties. However, comprehensive pharmacokinetic studies, including absorption, distribution, metabolism, and excretion, have not been performed. For research purposes, the compound is typically handled as a neat chemical and not administered to living organisms for pharmacokinetic profiling.
Toxicity/Toxicokinetics
Toxicological data for (2-aminophenyl)methanol indicate that it has low toxicity. Standard safety precautions for handling aromatic amines and alcohols apply, including the use of personal protective equipment such as gloves and safety goggles. The compound should be handled in a well-ventilated area, and contact with skin and eyes should be avoided. In case of exposure, affected areas should be rinsed thoroughly with water. The compound is not classified as a carcinogen or mutagen based on available data, but comprehensive toxicological evaluation has not been performed. As with all research chemicals, it should be handled with care and used only in accordance with safety guidelines.
Additional Infomation
Reports indicate that 2-aminobenzyl alcohol has been found in plants of the genus Justicia gendarussa, and relevant data is available for reference.
(2-Aminophenyl)methanol is a research chemical, not an approved drug. It has no clinical trial or marketing approval status for therapeutic use. The compound is a molecular chaperone that rescues the P123S mutant pendrin. It has the advantages of low dose, long-term effect, and low toxicity, and can be used for the study of Pendred syndrome (a syndromic deafness). The compound is a biochemical reagent that can be used as a biological material or organic compound for life science related research. It is a biochemical reagent that can be used as a biomaterial for life science related research and as a sulfonylation reagent for organic synthesis and drug discovery. It should be stored in a cool, dry place.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H9NO
Molecular Weight
123.15
Exact Mass
123.068
CAS #
5344-90-1
PubChem CID
21439
Appearance
Off-white to light brown solid powder
Density
1.2±0.1 g/cm3
Boiling Point
275.0±0.0 °C at 760 mmHg
Melting Point
81-83 °C(lit.)
Flash Point
126.3±20.4 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.617
LogP
-0.25
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Heavy Atom Count
9
Complexity
85
Defined Atom Stereocenter Count
0
SMILES
OCC1=CC=CC=C1N
InChi Key
VYFOAVADNIHPTR-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H9NO/c8-7-4-2-1-3-6(7)5-9/h1-4,9H,5,8H2
Chemical Name
(2-aminophenyl)methanol
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 8.1202 mL 40.6009 mL 81.2018 mL
5 mM 1.6240 mL 8.1202 mL 16.2404 mL
10 mM 0.8120 mL 4.0601 mL 8.1202 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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.

  • 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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