ChemicalBook > CAS DataBase List > L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE

L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE

Product Name: L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE
CAS No.: 1421-65-4
Chemical Name: L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE
Synonyms: Nsc295453;Melevodopa;Levodopa Impurity 10;LevoMet Hydrochloride;Dopamine, methyl ester;L-DOPA Methyl Ester HCl;methyldopa hydrochloride;Melevodopa Hydrochloride;H-TYR(3-HYDROXY)-OME HCL;METHYL L-DOPA HYDROCHLORIDE
CBNumber: CB3398894
Molecular Formula: C10H14ClNO4
Formula Weight: 247.68
MOL File: 1421-65-4.mol

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L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE Property

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|

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D1507
Product name: L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride
Purity: solid
Packaging: 1g
Price: $212
Updated: 2025/07/31

Sigma-Aldrich

Product number: D1507
Product name: L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride
Purity: solid
Packaging: 5g
Price: $616
Updated: 2025/07/31

TCI Chemical

Product number: D6060
Product name: L-Dopa Methyl Ester Hydrochloride
Packaging: 5G
Price: $189
Updated: 2025/07/31

Cayman Chemical

Product number: 16149
Product name: L-DOPA methyl ester (hydrochloride)
Purity: ≥98%
Packaging: 1g
Price: $167
Updated: 2024/03/01

Cayman Chemical

Product number: 16149
Product name: L-DOPA methyl ester (hydrochloride)
Purity: ≥98%
Packaging: 5g
Price: $387
Updated: 2024/03/01

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L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE Chemical Properties,Usage,Production

Description

L-DOPA (Item No. 13248) 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

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

Uses

Selective Dopamine D1 receptor agonist.

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.

Synthesis

67-56-1

59-92-7

1421-65-4

Methanol (50 mL) was cooled to -5°C in a thermostat bath and thionyl chloride (5 mL, 68.9 mmol) was added slowly and dropwise. Subsequently, 3,4-dihydroxy-L-phenylalanine (10.0 g, 50.7 mmol) was added in batches and the reaction mixture was stirred for 5 min after the addition was completed. The reaction system was gradually warmed up to room temperature and subsequently heated to 50 °C with continuous stirring for 14 hours. Upon completion of the reaction, the reaction solution was concentrated under reduced pressure to afford methyl (S)-2-amino-3-(3,4-dihydroxyphenyl)propionate hydrochloride (14.3 g, 57.7 mmol, quantitative yield), the product was in the form of oil.1H-NMR (400 MHz, CD3OD) δ: 3.04 (dd, 1H, J = 7.4, 14.5 Hz), 3.13 (dd, 1H, J = 5.8, 14.5 Hz), 3.13 (dd, 1H, J = 5.8, 14.5 Hz). J = 5.8, 14.5 Hz), 3.84 (s, 3H), 4.22-4.25 (m, 1H), 6.58 (dd, 1H, J = 2.2, 8.0 Hz), 6.69 (d, 1H, J = 2.1 Hz), 6.77 (d, 1H, J = 8.0 Hz). esims (m/z): 212.7 ([M + H]+). 423.2 ([2M + H]+), 210.2 ([M - H]-), 241.1 ([M + Cl]-).

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

-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).

L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE manufacturers

Biopole Pharmatech Co., Ltd.

Product: L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE 1421-65-4
Price: US $0.00/g
Min. Order: 1g
Purity: 0.99
Supply Ability: 100kg
Release date: 2024-01-19

Career Henan Chemical Co

Product: L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE 1421-65-4
Price: US $7.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-21

1421-65-4, L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDERelated Search:

Methylphenidate hydrochloride METHYL (2S)-2-AMINO-3-(2,6-DICHLORO-3,4-DIMETHOXYPHENYL)PROPANOATE METHYL (2S)-2-AMINO-3-(3-CHLORO-4,5-DIMETHOXYPHENYL)PROPANOATE L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE Ethyl methyldopate hydrochloride METHYL (2S)-2-AMINO-3-(2-CHLORO-3,4-DIMETHOXYPHENYL)PROPANOATE (S)-3,4-DIMETHOXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE METHYL (2S)-2-AMINO-3-(2,6-DICHLORO-3-HYDROXY-4-METHOXYPHENYL)PROPANOATE METHYL (2S)-2-AMINO-3-(2-CHLORO-3-HYDROXY-4-METHOXYPHENYL)PROPANOATE METHYL (2S)-2-AMINO-3-(3-CHLORO-4-HYDROXY-5-METHOXYPHENYL)PROPANOATE

L-3,4-DIHYDROXYPHENYLALANINE METHYLESTER HYDROCHLO

methyldopa hydrochloride

2-Amino-3-(3,4-dihydroxyphenyl)-propanoic acid methylester hydrochloride

Dopamine, methyl ester

L-Tyrosine, 3-hydroxy-, methyl ester, hydrochloride

Nsc295453

L-DOPA Methyl Ester Hydrochloride

3,4-Dihydroxyphenyl-L-alanine methyl ester hydrochloride

L-DOPA Me ester hydrochloride

Levodopa methyl ester hydrochloride

Methyl L-3-(3,4-dihydroxyphenyl)alaninate hydrochloride

3-(3,4-Dihydroxyphenyl)alanine Methyl Ester Hydrochloride

3-Hydroxy-L-tyrosine Methyl Ester Hydrochloride

methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate hydrochloride

3,4-Dihydroxy-L-phenylalanine Methyl Ester Hydrochloride

Levodopa Impurity 10

LevoMet Hydrochloride

Melevodopa Hydrochloride

Methyl 3-Hydroxy-L-tyrosine Hydrochloride

Melevodopa

(S)-Methyl 2-aMino-3-(3,4-dihydroxyphenyl)propanoate hydrochloride

<SC>L</SC>-<WBR>3,4-<WBR>Dihydroxyphenylalanine Methyl ester hydrochloride

-Methyl 2-amino-3-(3,4-dihydroxyphenyl)

(S)-2-Amino-3-(3,4-dihydroxyphenyl)propanoic acid hydrochloride

<SC>L</SC>-3,4-Dihydroxyphenylalanine methyl ester hydrochloride

Levodopa methyl ester hydrochloride L-DOPA Me ester hydrochloride

L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE

H-PHE(3,4-DI-HYDROXY)-OME HCL

H-TYR(3-HYDROXY)-OME HCL

3,4-DIHYDROXY PHENYLALANINE METHYL ESTER HYDROCHLORIDE

L-3, 4-Dihydroxyphenylalanine methyleester hydrochloride

METHYL L-DOPA HYDROCHLORIDE

L-3,4-dihydroxyphenylalanine methyl*ester hydroch

[(2S)-3-(3,4-dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl]azanium

L-3,4-Dihydroxyphenylalanine methyl ester

3-hydroxy- L-Tyrosine methyl ester, hydrochloride (1:1)

L-3,4-Dihydroxyphenylalanine Methyl Ester Hydrochloride,>95%

L-Tyrosine, 3-hydroxy-, methyl ester, hydrochloride (1:1)

4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE

TIANFUCHEM--1421-65-4--High purity L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE in stock

L-DOPA Methyl Ester HCl

Hydroxy-L-tyrosine methyl ester, 3-

1421-65-4

C10H13NO4HCl

C9H12ClNO4

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

Dopamine receptor

Amino Acids & Derivatives

Aromatics

Chiral Reagents

Intermediates & Fine Chemicals

Pharmaceuticals