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Arbutin

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Identification
Molecular formula
C12H16O7
CAS number
497-76-7
IUPAC name
4-(2-amino-1-hydroxy-ethyl)-2-methoxy-phenol
State
State

At room temperature, arbutin is a solid. It is stable under normal temperatures and pressures, and it is typically handled in its dry, solid form when being used or applied in various formulations.

Melting point (Celsius)
199.00
Melting point (Kelvin)
472.15
Boiling point (Celsius)
422.00
Boiling point (Kelvin)
695.15
General information
Molecular weight
272.25g/mol
Molar mass
272.2510g/mol
Density
1.5600g/cm3
Appearence

Arbutin typically appears as a white or slightly off-white crystalline powder. It is odorless and has a bitter taste. Its fine granules or powder form can make it appear somewhat similar to granulated sugar or some pharmaceutical excipients.

Comment on solubility

Solubility of 4-(2-amino-1-hydroxy-ethyl)-2-methoxy-phenol

The compound 4-(2-amino-1-hydroxy-ethyl)-2-methoxy-phenol (C12H16O7) showcases interesting solubility characteristics that can be influenced by its structural features.

  • Polarity: With multiple functional groups, particularly amino and hydroxy groups, this compound exhibits a level of polarity that enhances its interaction with polar solvents.
  • Solvent Compatibility: It is likely to be soluble in water due to the presence of those polar functional groups which can engage in hydrogen bonding.
  • Organic Solvents: The methoxy group may allow for solubility in organic solvents to some extent, although the overall solubility profile may vary.

It can be summarized that the solubility of 4-(2-amino-1-hydroxy-ethyl)-2-methoxy-phenol can be categorized by:

  1. High solubility in polar solvents (like water)
  2. Moderate solubility in some organic solvents (like alcohols)

Understanding the solubility of this compound is crucial for applications in drug formulation and chemical synthesis, as a significant factor in the biological activity and transport of the compound is often its solubility in the cellular environment.

Interesting facts

Interesting Facts about 4-(2-Amino-1-hydroxy-ethyl)-2-methoxy-phenol

4-(2-Amino-1-hydroxy-ethyl)-2-methoxy-phenol is a fascinating compound widely studied for its biological and chemical properties. Here are some compelling insights into this compound:

  • Biological Significance: This compound is known for its role as a precursor in the synthesis of various pharmaceuticals. Its structural features make it a valuable component in designing drugs with specific therapeutic actions.
  • Phenolic Nature: The presence of the phenol group in its structure bestows interesting antioxidant properties. Compounds with such structures can help protect cells from oxidative stress, making them an area of interest in health sciences.
  • Amino Group Role: The amino group in this compound not only contributes to the chemical reactivity but also enhances the solubility properties, allowing for more versatile applications in both medicinal and industrial chemistry.
  • Potential Applications: Researchers are exploring its potential applications in various fields such as cosmetics, where it may serve as a stabilizer or antioxidant, and in agricultural chemistry, where it could be utilized in developing environmentally friendly pesticides.
  • Structure and Function Relationship: The unique arrangement of functional groups gives this compound distinctive properties. Understanding this relationship helps chemists predict how modifications might lead to enhanced efficacy in drug design.

"The essence of chemistry lies in understanding and manipulating the world of molecules to reveal their potential." This quote encapsulates the intrigue surrounding compounds like 4-(2-amino-1-hydroxy-ethyl)-2-methoxy-phenol, as they exemplify the intersection of structure, function, and application.

With ongoing research, the full potential of this compound continues to unfold, showcasing the dynamic nature of chemical science.

Synonyms
NORMETANEPHRINE
4-(2-Amino-1-hydroxyethyl)-2-methoxyphenol
Normetadrenaline
97-31-4
3-Methoxynoradrenaline
dl-Normetanephrine
(+/-)-Normetanephrine
3 Methoxynoradrenaline
3-O-methylnoradrenaline
3-O-methylnorepinephrine
0J45DE6B88
3-O-METHYLARTERENOL
NORMETANEPHRINE [MI]
3-METHOXYNOREPINEPHRINE
CHEBI:89951
DTXSID70861701
DL-M-O-METHYLNOREPINEPHRINE
DL-3-O-METHYLNOREPINEPHRINE
NORMETANEPHRINE, (+/-)-
4-HYDROXY-3-METHOXYPHENETHANOLAMINE
.ALPHA.-(AMINOMETHYL)VANILLYL ALCOHOL
3-METHOXY-4-HYDROXYPHENYLETHANOLAMINE
VANILLYL ALCOHOL, .ALPHA.-(AMINOMETHYL)-
3-METHOXY-4,.BETA.-DIHYDROXYPHENYLETHYLAMINE
.ALPHA.-(AMINOMETHYL)-4-HYDROXY-3-METHOXYBENZENEMETHANOL
4-HYDROXY-3-METHOXY-.ALPHA.-(AMINOMETHYL)BENZYL ALCOHOL
UNII-0J45DE6B88
alpha-(aminomethyl)vanillyl alcohol
dl-N-Normetanephrine
O-Methylnoradrenaline
3-methoxy-Noradrenaline
N111
m-O-Methylnorepinephrine
3-O-methyl-Noradrenaline
Normetanephrine (Standard)
CHEMBL774
2-amino-1-(4-hydroxy-3-methoxyphenyl)ethanol
Lopac0_000858
SCHEMBL137755
alpha-(Aminomethyl)-4-hydroxy-3-methoxybenzenemethanol
GTPL6643
Benzenemethanol, alpha-(aminomethyl)-4-hydroxy-3-methoxy-
DTXCID20810587
3-methoxy-4-hydroxy-phenylethanolamine
AKOS000123554
CCG-204941
HY-113517R
SDCCGSBI-0050834.P002
NCGC00015746-02
NCGC00015746-03
NCGC00015746-05
NCGC00162280-01
MS-22981
HY-113517
CS-0062498
NS00074254
4-(2-Amino-1-Hydroxyethyl)-2-Methoxy-Phenol
VANILLYL ALCOHOL, ALPHA-(AMINOMETHYL)-
EN300-1699600
3-METHOXY-4,BETA-DIHYDROXYPHENYLETHYLAMINE
Q517109
4-[(1rs)-2-amino-1-hydroxyethyl]-2-methoxyphenol
alpha-(aminomethyl)-4-hydroxy-3-methoxy-Benzenemethanol
benzene, 1-(2-amino-1-hydroxy)ethyl-4-hydroxy-3-methoxy-
E0A31F1E-8030-4E7F-B27B-71710BF11CE5
(+/-)-alpha-(aminomethyl)-4-hydroxy-3-methoxy-Benzenemethanol
4-HYDROXY-3-METHOXY-ALPHA-(AMINOMETHYL)BENZYL ALCOHOL
Benzenemethanol, .alpha.-(aminomethyl)-4-hydroxy-3-methoxy-
959-440-5