Key Documents

L-Dopa ethyl ester

Name: L-Dopa ethyl ester
Brand: SIGMA

≥98% (HPLC), Dopaminergic acent, powder

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

UNSPSC Code:

12352108

PubChem Substance ID:

329825151

NACRES:

NA.77

MDL number:

MFCD00871210

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

L-Dopa ethyl ester, ≥98% (HPLC)

Quality Segment

100

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 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.

L-Dopa ethyl ester is prodrug of levodopa that has greater gastric solubility; antiparkinsonian agent

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.

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.

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This Item	L0400000	1361009	D1507
Sigma-Aldrich SML0091 L-Dopa ethyl ester	L0400000 Levodopa	USP 1361009 Levodopa	Sigma-Aldrich D1507 L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride
description ≥98% (HPLC)	description European Pharmacopoeia (EP) Reference Standard	description United States Pharmacopeia (USP) Reference Standard	description solid
assay ≥98% (HPLC)	assay -	assay -	assay -
form powder	form -	form -	form solid
Quality Level 100	Quality Level -	Quality Level -	Quality Level 200
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. −20°C
solubility H₂O: ≥12 mg/mL at warmed to 60 °C	solubility -	solubility -	solubility -
color white to tan	color -	color -	color white to off-white

pictograms

GHS07

signalword

Warning

hcodes

H302,H319

pcodes

P264 - P270 - P280 - P301 + P312 - P305 + P351 + P338 - P337 + P313

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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