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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:
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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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Fabrizio Stocchi et al.
Movement disorders : official journal of the Movement Disorder Society, 25(12), 1881-1887 (2010-07-30)
Melevodopa hydrochloride plus carbidopa in effervescent tablets (M/C) is a readily soluble antiparkinsonian tablet formulation. A total of 221 patients with Parkinson's disease and motor fluctuations entered a randomized, double-blind, double-dummy, controlled parallel group study, which compared the effectiveness of
Sodium tanshinone IIA silate increases melanin synthesis by activating the MAPK and PKA pathways and protects melanocytes from H2 O2-induced oxidative stress
Zhong H, et al.
Royal Society of Chemistry Advances, 9(33), 18747-18757 (2019)
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)
Yuhan Wang et al.
Frontiers in pharmacology, 8, 935-935 (2018-01-10)
Dopamine (DA) is required for motor function in vertebrate animals including humans. The striatum, a key motor control center, receives a dense DA innervation and express high levels of DA D1 receptors (D1Rs) and D2 receptors (D2Rs). Other brain areas
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)

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