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

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
Molecular Weight:
247.68
MDL Number:
MFCD00038958
MOL File:
1421-65-4.mol
Last updated:2024-01-22 14:59:28

L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE Properties

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|
FDA UNII JFU1A8866V
ATC code N04BA04

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H335-H315-H302
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362
WGK Germany  3
NFPA 704
0
2 0

L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D1507 L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride solid 1421-65-4 1g $206 2024-03-01 Buy
Sigma-Aldrich D1507 L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride solid 1421-65-4 5g $599 2024-03-01 Buy
Cayman Chemical 16149 L-DOPA methyl ester (hydrochloride) ≥98% 1421-65-4 1g $167 2024-03-01 Buy
Cayman Chemical 16149 L-DOPA methyl ester (hydrochloride) ≥98% 1421-65-4 5g $387 2024-03-01 Buy
Sigma-Aldrich D1507 L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride solid 1421-65-4 500mg $157 2024-03-01 Buy
Product number Packaging Price Buy
D1507 1g $206 Buy
D1507 5g $599 Buy
16149 1g $167 Buy
16149 5g $387 Buy
D1507 500mg $157 Buy

L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE Chemical Properties,Uses,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

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

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 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).

59-92-7
1421-65-4
Synthesis of L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE from Levodopa

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

Global( 119)Suppliers
Supplier Tel Email Country ProdList Advantage
Biopole Pharmatech Co., Ltd.
+8615151475053 biopole@163.com China 37 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Standardpharm Co. Ltd.
86-714-3992388 overseasales1@yongstandards.com United States 14336 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49390 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6313 58
BOC Sciences
+16314854226 inquiry@bocsci.com United States 19743 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10523 58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE pictures 2024-02-06 L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE
1421-65-4
US $0.00 / g 1g 0.99 100kg Biopole Pharmatech Co., Ltd.
	L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE pictures 2019-07-06 L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE
1421-65-4
US $7.00 / kg 1kg 99% 100kg Career Henan Chemical Co

L-3,4-DIHYDROXYPHENYLALANINE METHYL ESTER HYDROCHLORIDE Spectrum

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 LevoMet Hydrochloride Melevodopa Hydrochloride Methyl 3-Hydroxy-L-tyrosine Hydrochloride Melevodopa (S)-Methyl 2-aMino-3-(3,4-dihydroxyphenyl)propanoate hydrochloride L-3,4-Dihydroxyphenylalanine Methyl ester hydrochloride -Methyl 2-amino-3-(3,4-dihydroxyphenyl) (S)-2-Amino-3-(3,4-dihydroxyphenyl)propanoic acid hydrochloride L-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 methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate hydrochloride 3,4-Dihydroxy-L-phenylalanine Methyl Ester Hydrochloride Levodopa Impurity 10 [(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