SML0091

L-Dopa ethyl ester

≥98% (HPLC)

• Synonym(s): 3,4-Dihydroxy-L-phenylalanine ethyl ester, 3-Hydroxy-L-tyrosine ethyl ester, Etilevodopa, L-Dopa ethyl ester, L-Dopa-Et, Levodopa ethyl ester, O-Ethyl-DOPA, TV-1203
• Empirical Formula (Hill Notation): C₁₁H₁₅NO₄
• CAS Number: 37178-37-3
• Molecular Weight: 225.24
• MDL number: MFCD00871210
• UNSPSC Code: 12352108
• PubChem Substance ID: 329825151
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D +15 to +19°, c = 1 in methanol ([α]/D)
• color: white to tan
• solubility: H₂O: ≥12 mg/mL at warmed to 60 °C
• storage temp.: 2-8°C
• SMILES string: CCOC(=O)[C@@H](N)Cc1ccc(O)c(O)c1
• InChI: 1S/C11H15NO4/c1-2-16-11(15)8(12)5-7-3-4-9(13)10(14)6-7/h3-4,6,8,13-14H,2,5,12H2,1H3/t8-/m0/s1
• InChI key: NULMGOSOSZBEQL-QMMMGPOBSA-N
• Gene Information: human ... DRD3(1814)

Description

Application

L-Dopa ethyl ester has been used to study the protective effects of piperlongumine (PLG) on rotenone-induced Parkinson disease (PD).

Biochem/physiol Actions

L-Dopa ethyl ester (L-Dopa) is a dopamine replacement drug. It is used as a potent therapeutic for Parkinson disease (PD). L-Dopa has some long-term side effects, such as the deterioration of motor function.

L-Dopa ethyl ester is a prodrug of levodopa that has greater gastric solubility. The drug is rapidly hydrolyzed to levodopa by nonspecific esterases in the gastrointestinal tract. L-Dopa ethyl ester (etilevodopa)-carbidopa treatment was well tolerated but did not demonstrate better efficacy compared with standard levodopa-carbidopa treatment. L-Dopa ethyl ester should have a significant brain penetration following an administration by injection.

Features and Benefits

This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H319
• Precautionary Statements: P264 - P270 - P280 - P301 + P312 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable