D1507
L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride
solid
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All Photos(4)
Synonym(s):
Methyl L-DOPA hydrochloride
Empirical Formula (Hill Notation):
C10H13NO4 · HCl
CAS Number:
Molecular Weight:
247.68
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
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.
Caution
Light sensitive
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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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)
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)
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
3-O-Methyldopa inhibits astrocyte-mediated dopaminergic neuroprotective effects of l-DOPA
Asanuma M and Miyazaki I
BMC Neuroscience, 17(1), 52-52 (2016)
L-Dopa methyl ester as a new antitumour agent
Wick MM
Nature, 269(5628), 512-513 (1977)
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