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
$206
Updated
2024/03/01
Sigma-Aldrich
Product number
D1507
Product name
L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride
Purity
solid
Packaging
5g
Price
$599
Updated
2024/03/01
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
Sigma-Aldrich
Product number
D1507
Product name
L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride
Purity
solid
Packaging
500mg
Price
$157
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.

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:


  • 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
  • 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