yingweiwo

o-Hydroxybenzylamine

Cat No.:V43868 Purity: ≥98%
2-(Aminomethyl)phenol (2-Hydroxybenzylamine), a selective dicarbonyl scavenger, is an antioxidant and scavenger of free radicals and isoglucosides (IsoLGs).
o-Hydroxybenzylamine
o-Hydroxybenzylamine Chemical Structure CAS No.: 932-30-9
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
2-(Aminomethyl)phenol (2-Hydroxybenzylamine), a selective dicarbonyl scavenger, is an antioxidant and scavenger of free radicals and isoglucosides (IsoLGs). 2-(Aminomethyl)phenol may be utilized in the research/study of inflammation and cardiovascular diseases like atherosclerosis, atrial fibrillation (AF) and cardiac arrhythmias.
o-Hydroxybenzylamine (CAS: 932-30-9), also known as 2-Hydroxybenzylamine (2-HOBA), is a selective dicarbonyl scavenger, antioxidant, and scavenger of free radicals and isolevuglandins (IsoLGs). The molecular formula is C7H9NO and the molecular weight is 123.15. o-Hydroxybenzylamine scavenges γ-ketoaldehydes (γKAs) 980-fold faster than the formation of γKA protein adducts and therefore protects cells from the deleterious effects of γKA adducts. It can be used in research on inflammation and cardiovascular diseases such as atherosclerosis, early recurrence of atrial fibrillation (AF), and arrhythmias.
Biological Activity I Assay Protocols (From Reference)
Targets
o-Hydroxybenzylamine targets reactive dicarbonyls, specifically γ-ketoaldehydes (γKAs) and isolevuglandins (IsoLGs). These are reactive lipid oxidation products that can form adducts with proteins, contributing to oxidative stress and inflammation. By scavenging these reactive species, o-Hydroxybenzylamine protects cells from their deleterious effects. It is a selective dicarbonyl scavenger with potent antioxidant activity. Its mechanism does not involve a specific protein target but rather the chemical neutralization of reactive carbonyls.
ln Vitro
In vitro, o-Hydroxybenzylamine acts as a potent scavenger of γ-ketoaldehydes (γKAs), protecting cells from γKA adduct formation. It is an antioxidant and scavenger of free radicals and isolevuglandins (IsoLGs). These activities make it a valuable tool for studying oxidative stress and inflammation in cell-based models. It can be used to investigate the role of reactive dicarbonyls in various disease processes.
ln Vivo
In vivo, o-Hydroxybenzylamine has been studied for its potential protective effects in models of inflammation and cardiovascular disease. Its ability to scavenge reactive dicarbonyls may reduce oxidative damage and inflammation. However, specific in vivo efficacy data are not extensively detailed in the available literature. The compound is used in research on atherosclerosis, atrial fibrillation, and arrhythmias.
Enzyme Assay
In vitro assays for o-Hydroxybenzylamine measure its ability to scavenge reactive dicarbonyls such as γ-ketoaldehydes (γKAs) and isolevuglandins (IsoLGs). The compound's scavenging activity can be assessed using competitive binding assays or by measuring the formation of protein adducts in the presence of the compound. Antioxidant activity can be measured using standard assays such as DPPH or ABTS radical scavenging.
Cell Assay
Cell-based assays for o-Hydroxybenzylamine are conducted in cell lines relevant to inflammation and cardiovascular disease. Cells are treated with the compound and exposed to oxidative stress or inflammatory stimuli. Markers of oxidative damage, inflammation, and cell viability are measured. The compound's ability to protect cells from γKA adduct formation can be assessed. These assays characterize its cytoprotective and antioxidant effects.
Animal Protocol
In vivo animal experiments with o-Hydroxybenzylamine are conducted in models of cardiovascular disease and inflammation. The compound is administered orally or intraperitoneally, and endpoints such as inflammatory markers, oxidative damage, and disease progression are assessed. Specific protocols depend on the disease model being studied. The compound is for research use only.
ADME/Pharmacokinetics
Pharmacokinetic properties of o-Hydroxybenzylamine are not extensively characterized. The compound has a molecular formula of C7H9NO and a molecular weight of 123.15. It is soluble in DMSO and water. Storage: powder at -20°C for 3 years; in solvent at -80°C for 6 months. Specific data on absorption, distribution, metabolism, and excretion are not available.
Toxicity/Toxicokinetics
Safety and toxicology data for o-Hydroxybenzylamine are limited. As an antioxidant and dicarbonyl scavenger, it is expected to have low toxicity. The compound is for research use only and is not approved for human therapeutic use. Standard laboratory safety precautions should be followed. No specific toxicity data are available.
References

[1]. 2-Hydroxybenzylamine (2-HOBA) to prevent early recurrence of atrial fibrillation after catheter ablation: protocol for a randomized controlled trial including detection of AF using a wearable device.

[2]. Scavenging of reactive dicarbonyls with 2-hydroxybenzylamine reduces atherosclerosis in hypercholesterolemic Ldlr -/- mice.

Additional Infomation
2-(aminomethyl)phenol is being investigated in the clinical trial NCT03556319 (2-HOBA: Multiple Dosing Study in Elderly). Buckwheat and Michelia champaca have been reported to contain 2-(aminomethyl)phenol, and relevant data are available.
o-Hydroxybenzylamine has CAS number 932-30-9, molecular formula C7H9NO, and molecular weight 123.15. It is a selective dicarbonyl scavenger, antioxidant, and scavenger of free radicals and IsoLGs. It scavenges γKAs 980-fold faster than adduct formation. It is used in inflammation and cardiovascular disease research. Purity: typically ≥98%. Not for human use; for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H9NO
Molecular Weight
123.1525
Exact Mass
123.068
CAS #
932-30-9
PubChem CID
70267
Appearance
Light yellow to brown solid powder
Density
1.1±0.1 g/cm3
Boiling Point
245.0±15.0 °C at 760 mmHg
Melting Point
127-131ºC
Flash Point
102.0±20.4 °C
Vapour Pressure
0.0±0.5 mmHg at 25°C
Index of Refraction
1.594
LogP
0.35
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
InChi Key
KPRZOPQOBJRYSW-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H9NO/c8-5-6-3-1-2-4-7(6)9/h1-4,9H,5,8H2
Chemical Name
2-(aminomethyl)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: 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 : ~50 mg/mL (~406.01 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (20.30 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% 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 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 (20.30 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 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.
/

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.)
+
+
+

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.

Contact Us