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SML0091

Sigma-Aldrich

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

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About This Item

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

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)

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Piperlongumine restores the balance of autophagy and apoptosis by increasing BCL2 phosphorylation in rotenone-induced Parkinson disease models.
Liu J, et al.
Autophagy, 1-17 (2018)

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