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Merck
CN

M3281

α-Methyl-DL-tyrosine methyl ester hydrochloride

≥95% (HPLC)

Synonym(s):

α-MT methyl ester hydrochloride, 2-Methyl-4-hydroxy-DL-phenylalanine methyl ester hydrochloride, AMPT methyl ester hydrochloride

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About This Item

Linear Formula:
4-(HO)C6H4CH2C(CH3)(NH2)CO2CH3 · HCl
CAS Number:
7361-31-1
Molecular Weight:
245.70
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
24278548
EC Number:
230-900-0
Beilstein/REAXYS Number:
5163031
MDL number:
MFCD00012606

Key Documents

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InChI key

OOVDEPZODSXAMU-UHFFFAOYSA-N

InChI

1S/C11H15NO3.ClH/c1-11(12,10(14)15-2)7-8-3-5-9(13)6-4-8;/h3-6,13H,7,12H2,1-2H3;1H

SMILES string

Cl[H].COC(=O)C(C)(N)Cc1ccc(O)cc1

assay

≥95% (HPLC)

mp

192 °C (dec.) (lit.)

solubility

DMSO: ≥20 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

Quality Level

100

Gene Information

human ... TH(7054)

Related Categories

Application

α-Methyl-DL-tyrosine methyl ester hydrochloride has been used to evaluate norepinephrine turnover.

Biochem/physiol Actions

α-Methyl-DL-tyrosine (α-MT) prevents hyperactivity, sniffing-licking-gnawing syndrome, anorexia and ameliorates certain effects of amphetamine. It inhibits dopamine production and prevents apoptosis stimulated by mutant α-synuclein.
Tyrosine hydroxylase inhibitor.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW4500
MKCG6361
MKCH4453
MKCF1698
MKCC3199

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Central sympathetic innervations to visceral and subcutaneous white adipose tissue
Nguyen, Ngoc Ly T and Randall, Jessica and Banfield, Bruce W and Bartness, Timoth NLT, et al.
American Journal of Physiology. Regulatory, Integrative and Comparative Physiology, 306(6), R375-R386 (2014)
Antiamphetamine effects following inhibition of tyrosine hydroxylase
Weissman A
Journal of Pharmacology and Experimental Therapeutics, 151(3), 339-352 (1966)
Dopamine-dependent neurotoxicity of alpha-synuclein: a mechanism for selective neurodegeneration in Parkinson disease
Xu J, et al.
Nature Medicine, 8(6), 600-600 (2002)
Sonja C Schriever et al.
The Journal of clinical investigation, 130(11), 6093-6108 (2020-08-12)
Recent genome-wide association studies (GWAS) identified DUSP8, encoding a dual-specificity phosphatase targeting mitogen-activated protein kinases, as a type 2 diabetes (T2D) risk gene. Here, we reveal that Dusp8 is a gatekeeper in the hypothalamic control of glucose homeostasis in mice
E Sundström et al.
Brain research, 528(2), 181-188 (1990-10-01)
The long-term effect of the parkinsonism inducing neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) on pre- and postsynaptic structures of the nigrostriatal and mesolimbic dopamine (DA) system in adult C57BL/6 mice (2 x 40 mg/kg s.c.) was investigated using neurochemical and behavioral methods. It
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