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Merck
CN

D1507

L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride

≥98% (HPLC), solid,  L-DOPA precursor

Synonym(s):

Methyl L-DOPA hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C10H13NO4 · HCl
CAS Number:
Molecular Weight:
247.68
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Form:
solid
Quality level:
Technical Service
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Product Name

L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride, solid

form

solid

Quality Level

color

white to off-white

storage temp.

−20°C

SMILES string

Cl[H].COC(=O)[C@@H](N)Cc1ccc(O)c(O)c1

InChI

1S/C10H13NO4.ClH/c1-15-10(14)7(11)4-6-2-3-8(12)9(13)5-6;/h2-3,5,7,12-13H,4,11H2,1H3;1H/t7-;/m0./s1

InChI key

WFGNJLMSYIJWII-FJXQXJEOSA-N

Application

L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride has been used:
  • in treating 6-hydroxydopamine induced lesions mice serotonin neurons
  • in tyrosinase activity in B16F10 skin melanoma cells
  • to test its neuroprotective effect in mesencephalic neurons

Biochem/physiol Actions

L-3,4-Dihydroxyphenylalanine methyl ester is a precursor to L-DOPA that crosses the blood-brain barrier. Antiparkinsonian agent L-DOPA methyl ester elicits antitumor functionality in leukemia and melanoma.

Disclaimer

Light sensitive


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Xinxin Yang et al.
International journal of nanomedicine, 7, 2077-2086 (2012-05-24)
Levodopa remains the most effective drug in the treatment of Parkinson's disease. However, long-term administration of levodopa induces motor complications, such as levodopa-induced dyskinesia. The mechanisms underlying levodopa-induced dyskinesia are not fully understood. In this study, we prepared levodopa methyl
The effects of central dopamine function of chronic L-DOPA (methyl ester hydrochloride) treatment of mice
Tabar J, et al.
Pharmacology, Biochemistry, and Behavior, 33(1), 139-146 (1989)
3-O-Methyldopa inhibits astrocyte-mediated dopaminergic neuroprotective effects of l-DOPA
Asanuma M and Miyazaki I
BMC Neuroscience, 17(1), 52-52 (2016)



Global Trade Item Number

SKUGTIN
D1507-500MG04061832081885
D1507-1G04061833560068
D1507-5G04061833560075