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Merck

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:
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Product Name

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

SMILES string

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

InChI key

WFGNJLMSYIJWII-FJXQXJEOSA-N

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

form

solid

color

white to off-white

storage temp.

−20°C

Quality Level

Related Categories

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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L-Dopa methyl ester as a new antitumour agent
Wick MM
Nature, 269(5628), 512-513 (1977)
Muriel Geurts et al.
Neuroscience letters, 333(2), 146-150 (2002-11-07)
The role of dopaminergic transmission on striatal mRNA levels of regulators of G protein signalling proteins RGS 2-12 was evaluated by quantitative in situ hybridisation. A single injection of L-dopa (50 mg/kg i.p.) significantly increased the RGS2 mRNA level (by
Kevin W McCairn et al.
Journal of neurophysiology, 101(4), 1941-1960 (2009-01-24)
Competing theories seek to account for the therapeutic effects of high-frequency deep brain stimulation (DBS) of the internal globus pallidus (GPi) for medically intractable Parkinson's disease. To investigate this question, we studied the spontaneous activity of 102 pallidal neurons during
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
Intranasal administration of the dopaminergic agonists L-DOPA, amphetamine, and cocaine increases dopamine activity in the neostriatum: a microdialysis study in the rat
De Souza Silva MA, et al.
Journal of Neurochemistry, 68(1), 233-239 (1997)

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