CAS 6014-30-8

3-Hydroxy-α-methyl-L-tyrosine ethyl ester

Description:

3-Hydroxy-α-methyl-L-tyrosine ethyl ester, with the CAS number 6014-30-8, is an organic compound that belongs to the class of amino acids and their derivatives. It features a hydroxyl group (-OH) and an ethyl ester functional group, which contribute to its solubility and reactivity. This compound is characterized by its chiral nature, as it contains an α-carbon that is bonded to four different substituents, making it optically active. The presence of the hydroxyl group enhances its potential for hydrogen bonding, influencing its interactions in biological systems. It is often studied for its role in biochemical pathways and may serve as a precursor or intermediate in the synthesis of various pharmaceuticals. The ethyl ester moiety can affect its lipophilicity, potentially impacting its absorption and distribution in biological contexts. Overall, 3-Hydroxy-α-methyl-L-tyrosine ethyl ester is of interest in both synthetic organic chemistry and medicinal chemistry due to its structural features and biological relevance.

Formula: C₁₂H₁₇NO₄

InChI: InChI=1S/C12H17NO4/c1-3-17-11(16)12(2,13)7-8-4-5-9(14)10(15)6-8/h4-6,14-15H,3,7,13H2,1-2H3/t12-/m0/s1

InChI key: InChIKey=SVEBYYWCXTVYCR-LBPRGKRZSA-N

SMILES: C([C@](C(OCC)=O)(C)N)C1=CC(O)=C(O)C=C1

Synonyms:

• 3-Hydroxy-α-methyl-<span class="text-smallcaps">L</span>-tyrosine ethyl ester
• <span class="text-smallcaps">L</span>-Tyrosine, 3-hydroxy-α-methyl-, ethyl ester
• Alanine, 3-(3,4-dihydroxyphenyl)-2-methyl-, ethyl ester, <span class="text-smallcaps">L</span>-
• Ethyl 3-Hydroxy-Alpha-Methyltyrosinate
• Methyl-<span class="text-smallcaps">L</span>-dopa ethyl ester
• Methyldopate
• α-Methyldopa ethyl ester
• Methyl-L-dopa ethyl ester
• 3-Hydroxy-α-methyl-L-tyrosine ethyl ester
• L-Tyrosine, 3-hydroxy-α-methyl-, ethyl ester
• Alanine, 3-(3,4-dihydroxyphenyl)-2-methyl-, ethyl ester, L-

Methyldopate

CAS: 6014-30-8

Methyldopate, an ethyl ester prodrug of methyldopa, inhibits dopamine decarboxylase to treat hypertension.

Formula: C₁₂H₁₇NO₄

Color and Shape: Solid

Molecular weight: 239.27

Ref: TM-T36206