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ChemicalBook--->CAS DataBase List--->1421-65-4

1421-65-4

1421-65-4 Structure

1421-65-4 Structure
IdentificationBack Directory
[Name]

L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE
[CAS]

1421-65-4
[Synonyms]

Nsc295453
Melevodopa
Levodopa Impurity 10
LevoMet Hydrochloride
Dopamine, methyl ester
methyldopa hydrochloride
Melevodopa Hydrochloride
H-TYR(3-HYDROXY)-OME HCL
METHYL L-DOPA HYDROCHLORIDE
H-PHE(3,4-DI-HYDROXY)-OME HCL
L-DOPA Me ester hydrochloride
L-DOPA Methyl Ester Hydrochloride
Levodopa methyl ester hydrochloride
-Methyl 2-amino-3-(3,4-dihydroxyphenyl)
L-3,4-Dihydroxyphenylalanine methyl ester
Methyl 3-Hydroxy-L-tyrosine Hydrochloride
3-Hydroxy-L-tyrosine Methyl Ester Hydrochloride
L-3,4-dihydroxyphenylalanine methyl*ester hydroch
L-3,4-DIHYDROXYPHENYLALANINE METHYLESTER HYDROCHLO
L-Tyrosine, 3-hydroxy-, methyl ester, hydrochloride
4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE
3,4-DIHYDROXY PHENYLALANINE METHYL ESTER HYDROCHLORIDE
L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE
3-hydroxy- L-Tyrosine methyl ester, hydrochloride (1:1)
Methyl L-3-(3,4-dihydroxyphenyl)alaninate hydrochloride
3,4-Dihydroxyphenyl-L-alanine methyl ester hydrochloride
L-3, 4-Dihydroxyphenylalanine methyleester hydrochloride
3,4-Dihydroxy-L-phenylalanine Methyl Ester Hydrochloride
3-(3,4-Dihydroxyphenyl)alanine Methyl Ester Hydrochloride
L-Tyrosine, 3-hydroxy-, methyl ester, hydrochloride (1:1)
L-3,4-Dihydroxyphenylalanine Methyl Ester Hydrochloride,>95%
(S)-2-Amino-3-(3,4-dihydroxyphenyl)propanoic acid hydrochloride
L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride
[(2S)-3-(3,4-dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl]azanium
Levodopa methyl ester hydrochloride L-DOPA Me ester hydrochloride
(S)-Methyl 2-aMino-3-(3,4-dihydroxyphenyl)propanoate hydrochloride
methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate hydrochloride
2-Amino-3-(3,4-dihydroxyphenyl)-propanoic acid methylester hydrochloride
L-3,4-Dihydroxyphenylalanine Methyl ester hydrochloride
TIANFUCHEM--1421-65-4--High purity L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE in stock
[Molecular Formula]

C10H14ClNO4
[MDL Number]

MFCD00038958
[MOL File]

1421-65-4.mol
[Molecular Weight]

247.68
Chemical PropertiesBack Directory
[Melting point ]

174-175℃
[alpha ]

+9.0° to +11.0° (20°C, 589nm) (C=2 in methanol)
[storage temp. ]

−20°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

solid
[color ]

white
[InChI]

InChI=1/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-;/s3
[InChIKey]

WFGNJLMSYIJWII-WMASNCOMNA-N
[SMILES]

C1(=CC=C(O)C(O)=C1)C[C@H](N)C(=O)OC.Cl |&1:9,r|
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

L-DOPA (Item No. 13248,1421-65-4) is a metabolic precursor of dopamine that is capable of crossing the blood brain barrier to act as a dopamine D1 receptor agonist. It is produced from L-tyrosine by trysosine hydroxylase. In the brain, L-DOPA is converted to dopamine by the enzyme aromatic L-amino acid decarboxylase. It is conventionally used to increase dopamine concentrations in the brain as a treatment for Parkinson’s disease and stroke recovery. L-DOPA methyl ester is a neutral derivative of L-DOPA formulated for increased solubility compared to the parent compound.
[Chemical Properties]

White Solid
[Uses]

Precursor to L-DOPA that crosses the blood-brain barrier; antiparkinsonian agent.
[Uses]

Selective Dopamine D1 receptor agonist.
[Biochem/physiol Actions]

L-3,4-Dihydroxyphenylalanine methyl ester(1421-65-4) 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.
[in vitro]

l-dopa methyl ester is a neutral derivative of l-dopa formulated for increased solubility compared to the parent compound. l-dopa is a metabolic precursor of dopamine that is capable of crossing the blood brain barrier to act as a dopamine d1 receptor agonist [1].
[in vivo]

on intraperitoneal or subcutaneous administration to mice l-dopa methyl ester was found to be equivalent to l-dopa in reversing reserpine-induced akinesia and producing contraversive circling behaviour in rats. on oral administration the methyl ester was even more active. the administration of l-dopa or the methyl ester had equivalent changes of metabolite levels in striatal and mesolimbic dopamine, homovanillic acid, as well as 3,4-dihydroxyphenylacetic acid [2].
[storage]

Store at -20°C
[References]

[1] berends, h. i.,nijlant, j.m.m.,movig, k.l.l., et al. the clinical use of drugs influencing neurotransmitters in the brain to promote motor recovery after stroke; a cochrane systematic review. european journal of physical and rehabilitation medicine 45(4), 621-630 (2009).
[2] cooper dr, marrel c, testa b, van de waterbeemd h, quinn n, jenner p, marsden cd. l-dopa methyl ester--a candidate for chronic systemic delivery of l-dopa in parkinson's disease. clin neuropharmacol. 1984;7(1):89-98.
[3] kleedorfer, b. ,lees, a.j. and stern, g.m. subcutaneous and sublingual levodopa methyl ester in parkinson’s disease. j.neurol.neurosurg.psychiatry 54(4), 373 (1991).
Spectrum DetailBack Directory
[Spectrum Detail]

L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE(1421-65-4)1HNMR
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