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L-Methyl-DOPA

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Identification
Molecular formula
C10H13NO4
CAS number
41372-08-1
IUPAC name
methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate
State
State

At room temperature, L-Methyl-DOPA is typically in a solid state, existing as a powder or crystalline solid. Its stability in this state makes it useful for pharmacological applications.

Melting point (Celsius)
138.00
Melting point (Kelvin)
411.15
Boiling point (Celsius)
276.80
Boiling point (Kelvin)
549.95
General information
Molecular weight
197.22g/mol
Molar mass
197.1870g/mol
Density
1.3000g/cm3
Appearence

L-Methyl-DOPA appears as a white to off-white crystalline powder. It is slightly soluble in water and has a neutral to slightly acidic taste. The compound is often used in its hydrochloride or other salt forms, which may affect its appearance.

Comment on solubility

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

Methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate, commonly known as methyl dopa, showcases notable solubility characteristics that influence its application in various fields. Understanding the solubility of this compound is essential for its effective use, particularly in medicinal chemistry.

Key Solubility Insights:

  • Polar Nature: Due to the presence of multiple hydroxyl groups (–OH) and amino groups (–NH2), methyl dopa exhibits polar characteristics.
  • Water Solubility: This compound is typically soluble in water, owing to hydrogen bonding interactions facilitated by its functional groups.
  • Organic Solvents: In addition to water, methyl dopa may also dissolve in certain organic solvents, although the solubility may vary depending on the solvent's polarity.

This solubility profile is significant as it enables the compound to readily interact with biological systems, enhancing its bioavailability. Moreover, the solubility can be influenced by factors such as pH and ionic strength, which play a critical role in pharmaceutical formulations.

In conclusion, the solubility of methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate is a vital parameter that underscores its efficacy and versatility in therapeutic applications.

Interesting facts

Exploring Methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate

Methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate, commonly known by its structural features, is an intriguing amino acid derivative with a variety of fascinating implications in the realm of biochemistry and pharmacology. Here are some engaging facts about this compound:

  • Biochemical Relevance: This compound serves as a crucial intermediate in the biosynthesis of various biologically active compounds. Its structure, characterized by the presence of a hydroxyl group, makes it an essential component in neurotransmitter pathways.
  • Potential Therapeutic Applications: Research indicates that compounds similar to methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate could play a role in the treatment of neurological disorders by modulating neurotransmitter activity.
  • Natural Sources: Compounds of this type are often derived from natural products, specifically plant extracts, which highlight their importance in traditional medicine and potential for drug discovery.
  • Stereochemistry: The '(2S)' designation indicates its chiral nature, which can result in differing biological activities. Understanding stereochemistry is vital in drug design, as different enantiomers can have significantly different effects in biological systems.

As scientists continue to explore the intricacies of this compound, they are often reminded of the quote by physicist Richard Feynman: "The wonderful thing about science is that it doesn’t ask for your faith; it asks for your trust." This encapsulates the need for rigorous experimentation and research in unraveling the mysteries of compounds like methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate.

In summary, this compound is much more than a simple amino acid derivative; it stands at the intersection of biochemistry and medicinal chemistry, promising exciting possibilities for future research and therapeutic innovations.

Synonyms
Melevodopa
L-Dopa methyl ester
Levodopa methyl ester
levomet
Melevodopa [INN]
3-Hydroxy-L-tyrosine methyl ester
Chf-1301
BRN 3056415
Melevodopa (INN)
UNII-M30686U4X4
methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate
(-)-3,4-Dihydroxy-L-phenylalanine, methyl ester
MELEVODOPA [WHO-DD]
DTXSID9048433
4-14-00-02494 (Beilstein Handbook Reference)
methyl L-dopa
dl-dopa methyl ester
melevodopum
l-.beta.-3,4-Dihydroxyphenylalanine
DTXCID5028407
N04BA04
l-beta-3,4-Dihydroxyphenylalanine
xbbdacclcfwbsi-uhfffaoysa-n
7101-51-1
(S)-Methyl 2-amino-3-(3,4-dihydroxyphenyl)propanoate
L-Tyrosine, 3-hydroxy-, methyl ester
M30686U4X4
methyl (S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate
L-3-(3,4-Dihydroxyphenyl)alanine methyl ester
ALANINE, 3-(3,4-DIHYDROXYPHENYL)-, METHYL ESTER, L-
LDME
Lopac-D-1507
Lopac0_000356
SCHEMBL34004
(S)-Methyl2-amino-3-(3,4-dihydroxyphenyl)propanoate
CHEMBL1328898
CHEBI:134880
XBBDACCLCFWBSI-ZETCQYMHSA-N
AKOS010395399
BRN3056415
CCG-204451
DB13313
SDCCGSBI-0050344.P002
BRN-3056415
NCGC00015327-01
NCGC00162132-01
NCGC00162132-02
NCGC00162132-06
D07304
EN300-302356
BRD-K18749874-003-08-9
Q10967792
(S)-2-amino-3-(3,4-dihydroxyphenyl)propionic acid methyl ester