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1421-65-4

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1421-65-4 Usage

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

Different sources of media describe the Uses of 1421-65-4 differently. You can refer to the following data:
1. Precursor to L-DOPA that crosses the blood-brain barrier; antiparkinsonian agent.
2. L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride has been used:in treating 6-hydroxydopamine induced lesions mice serotonin neuronsin tyrosinase activity in B16F10 skin melanoma cellsto test its neuroprotective effect in mesencephalic neurons
3. 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].

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).

Check Digit Verification of cas no

The CAS Registry Mumber 1421-65-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,2 and 1 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1421-65:
(6*1)+(5*4)+(4*2)+(3*1)+(2*6)+(1*5)=54
54 % 10 = 4
So 1421-65-4 is a valid CAS Registry Number.
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

1421-65-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Sigma

  • (D1507)  L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride  solid

  • 1421-65-4

  • D1507-500MG

  • 1,325.61CNY

  • Detail
  • Sigma

  • (D1507)  L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride  solid

  • 1421-65-4

  • D1507-1G

  • 1,749.15CNY

  • Detail
  • Sigma

  • (D1507)  L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride  solid

  • 1421-65-4

  • D1507-5G

  • 5,122.26CNY

  • Detail

1421-65-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name L-DOPA Methyl Ester Hydrochloride

1.2 Other means of identification

Product number -
Other names (S)-Methyl 2-amino-3-(3,4-dihydroxyphenyl)propanoate hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1421-65-4 SDS

1421-65-4Relevant articles and documents

Boc-Protection on L-DOPA: an Easy Way to Promote Underwater Adhesion

Giuri, Demetra,Jacob, Kiran A.,Ravarino, Paolo,Tomasini, Claudia

, p. 7144 - 7150 (2020)

The ability of mussels to adhere to underwater surfaces has attracted a lot of attention from the scientific community. As proteins containing L-DOPA (3,4-dihydroxyphenyl-l-alanine) are involved in their adhesion, a common strategy to synthesize adhesives

pH stability and antioxidant power of CycloDOPA and its derivatives

Nakagawa, Shiori,Tachrim, Zetryana Puteri,Kurokawa, Natsumi,Ohashi, Fumina,Sakihama, Yasuko,Suzuki, Takeyuki,Hashidoko, Yasuyuki,Hashimoto, Makoto

, (2018)

CycloDOPA (leukodopachrome), a well known metabolite of tyrosine, is a precursor of melanine in mammalian organisms and of the pigment betalain in plants. However, the isolation of cycloDOPA from natural sources has not been widely reported. In the present work, the stabilities of cycloDOPA and cycloDOPA methyl ester at various pH levels were studied. Both compounds were stable under acidic conditions. By contrast, both compounds were unstable when the pH was shifted from neutral to basic to form indole derivatives as major products. Based on the pH stability, cycloDOPA and its derivatives were subjected to the DPPH radical scavenging assay for the first time.

A Novel N-Substituted Valine Derivative with Unique Peroxisome Proliferator-Activated Receptor γbinding Properties and Biological Activities

Peiretti, Franck,Montanari, Roberta,Capelli, Davide,Bonardo, Bernadette,Colson, Cécilia,Amri, Ez-Zoubir,Grimaldi, Marina,Balaguer, Patrick,Ito, Keiichi,Roeder, Robert G.,Pochetti, Giorgio,Brunel, Jean Michel

, p. 13124 - 13139 (2020/12/02)

A proprietary library of novel N-Aryl-substituted amino acid derivatives bearing a hydroxamate head group allowed the identification of compound 3a that possesses weak proadipogenic and peroxisome proliferator-Activated receptor γ(PPARI) activating properties. The systematic optimization of 3a, in order to improve its PPARγagonist activity, led to the synthesis of compound 7j (N-Aryl-substituted valine derivative) that possesses dual PPARI/PPARα agonistic activity. Structural and kinetic analyses reveal that 7j occupies the typical ligand binding domain of the PPARγagonists with, however, a unique high-Affinity binding mode. Furthermore, 7j is highly effective in preventing cyclin-dependent kinase 5-mediated phosphorylation of PPARγserine 273. Although less proadipogenic than rosiglitazone, 7j significantly increases adipocyte insulin-stimulated glucose uptake and efficiently promotes white-To-brown adipocyte conversion. In addition, 7j prevents oleic acid-induced lipid accumulation in hepatoma cells. The unique biochemical properties and biological activities of compound 7j suggest that it would be a promising candidate for the development of compounds to reduce insulin resistance, obesity, and nonalcoholic fatty liver disease.

Substituted pyrrole chromone compound or pharmaceutically acceptable salt thereof and preparation method and application thereof

-

Paragraph 0081; 0087-0089, (2019/01/23)

The invention discloses a substituted pyrrole chromone compound or pharmaceutically acceptable salt thereof and a preparation method and application thereof. The structure of the compound or the pharmaceutically acceptable salt thereof is shown in the for

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