Skip to main content

Levodopa methyl ester

ADVERTISEMENT
Identification
Molecular formula
C12H17NO4
CAS number
41294-56-8
IUPAC name
ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methyl-propanoate
State
State

At room temperature, levodopa methyl ester is typically in a solid state.

Melting point (Celsius)
134.00
Melting point (Kelvin)
407.15
Boiling point (Celsius)
363.00
Boiling point (Kelvin)
636.15
General information
Molecular weight
239.26g/mol
Molar mass
239.2580g/mol
Density
1.3750g/cm3
Appearence

Levodopa methyl ester typically appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of Ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methyl-propanoate

Ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methyl-propanoate exhibits intriguing solubility characteristics due to its structural features.

Factors Affecting Solubility

  • Polarity: The presence of hydroxyl groups (-OH) in its structure enhances the compound's polarity, promoting solubility in polar solvents such as water.
  • Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding, which significantly increases solubility in aqueous solutions.
  • Aliphatic and Aromatic Nature: The aliphatic chain is typically soluble in organic solvents, while the aromatic ring contributes to varying degrees of solubility depending on the solvent nature.

In general, polar solvents such as water and alcohols are expected to dissolve this compound more efficiently compared to nonpolar solvents like hexane. It is noteworthy that solubility can also be influenced by factors such as temperature and pH.

Overall, the complex structure of ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methyl-propanoate suggests a balance between its hydrophilic and hydrophobic properties, making it particularly interesting in the discussion of solubility behavior.

Interesting facts

Interesting Facts about Ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methyl-propanoate

Ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methyl-propanoate is a fascinating compound with notable applications and properties that capture the interest of chemists and researchers alike. Here are some intriguing points:

  • Amino Acid Derivative: This compound is an amino acid derivative, which means it plays a critical role in the formation of proteins and is significant in biochemistry.
  • Biological Importance: The presence of the 3,4-dihydroxyphenyl group suggests potential antioxidant properties, which can be vital in combating oxidative stress in biological systems.
  • Pharmacological Potential: Compounds containing amino acids and phenolic groups are often studied for their pharmacological properties, including anti-inflammatory and anticancer effects.
  • Chirality Factor: The (2S) designation indicates that this compound has a specific chiral center, which is crucial in the field of medicinal chemistry, as different enantiomers can have vastly different biological activities.
  • Synthetic Pathways: The synthesis of this compound showcases sophisticated organic chemistry techniques that are essential for the production of pharmaceuticals and nutraceuticals.

In summary, ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methyl-propanoate is not just a chemical entity but a compound that connects various fields of study, providing insights into biochemical pathways and potentials in therapeutic applications. Its intriguing structure and properties make it a noteworthy subject of exploration in chemical science.

Synonyms
METHYLDOPATE
6014-30-8
ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoate
Ethyl (S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoate
alpha-Methyldopa ethyl ester
2544-09-4
Methyl-L-dopa ethyl ester
2579Z4P04J
starbld0001650
L-3-(3,4-Dihydroxyphenyl)-2-methylalanine ethyl ester
METHYLDOPATE [VANDF]
METHYLDOPATE [WHO-DD]
SCHEMBL297359
alpha-methyl-L-dopa ethyl ester
CHEMBL1201233
DTXSID8048523
CHEBI:94761
HY-B1696
AKOS040755118
DA-55420
ethyl 3-hydroxy-alpha-methyl-L-tyrosinate
MS-23396
CS-0013684
3-Hydroxy-alpha-methyl-L-tyrosine ethyl ester
EN300-6747616
BRD-K82259334-003-01-9
BRD-K82259334-003-02-7
Q27166546
L-TYROSINE, 3-HYDROXY-.ALPHA.-METHYL-, ETHYL ESTER
(2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid ethyl ester