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M7277

Sigma-Aldrich

(±)−3-(3,4-Dihydroxyphenyl)-2-methyl-DL-alanine

Synonym(s):

2-Methyl-3-(3,4-dihydroxyphenyl)-DL-alanine, DL-α-Methyl-DOPA

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About This Item

Empirical Formula (Hill Notation):
C10H13NO4
CAS Number:
55-40-3
Molecular Weight:
211.21
EC Number:
200-232-4
MDL number:
MFCD00065917
UNSPSC Code:
12352200
PubChem Substance ID:
24278568

storage temp.

−20°C

SMILES string

CC(N)(Cc1ccc(O)c(O)c1)C(O)=O

InChI

1S/C10H13NO4/c1-10(11,9(14)15)5-6-2-3-7(12)8(13)4-6/h2-4,12-13H,5,11H2,1H3,(H,14,15)

InChI key

CJCSPKMFHVPWAR-UHFFFAOYSA-N

Gene Information

human ... DDC(1644)

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Biochem/physiol Actions

Inhibitor of L-aromatic amino acid decarboxylase. Developed as an antihypertensive with a predominantly CNS site of action. It acts via its metabolite α-methylnoradrenaline and the stimulation of central α2-adrenoceptors in the brain stem, leading to peripheral sympathoinhibition and a reduction of elevated blood pressure, heart rate, and plasma catecholamines.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
023H5821
029F5805

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P A van Zwieten et al.
Cardiovascular drugs and therapy, 8(6), 787-799 (1994-12-01)
The central regulation of blood pressure and other cardiovascular parameters may involve the baroreceptor reflex are, including both adrenergic and serotonergic pathways, as well as amino acids, as neurotransmitters. Both adrenergic and serotonergic pathways have been recognized as targets for
P A van Zwieten
Cardiovascular drugs and therapy, 10 Suppl 1, 283-289 (1996-06-01)
The modulation of peripheral sympathetic activity by the central nervous system (CNS) has been intensely investigated as a potential target of antihypertensive drugs. In particular, clonidine, guanfacine, and alpha-methyl-DOPA (acting via its metabolite alpha-methylnoradrenaline) have been developed as antihypertensives with

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