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M3281

Sigma-Aldrich

α-Methyl-DL-tyrosine methyl ester hydrochloride

≥95% (HPLC)

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Synonym(s):
α-MT methyl ester hydrochloride, 2-Methyl-4-hydroxy-DL-phenylalanine methyl ester hydrochloride, AMPT methyl ester hydrochloride
Linear Formula:
4-(HO)C6H4CH2C(CH3)(NH2)CO2CH3 · HCl
CAS Number:
7361-31-1
Molecular Weight:
245.70
Beilstein:
5163031
EC Number:
230-900-0
MDL number:
MFCD00012606
UNSPSC Code:
12352108
PubChem Substance ID:
24278548
NACRES:
NA.32

Quality Level

100

Assay

≥95% (HPLC)

mp

192 °C (dec.) (lit.)

solubility

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

storage temp.

−20°C

SMILES string

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

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

InChI key

OOVDEPZODSXAMU-UHFFFAOYSA-N

Gene Information

human ... TH(7054)

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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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Antiamphetamine effects following inhibition of tyrosine hydroxylase
Weissman A
Journal of Pharmacology and Experimental Therapeutics, 151(3), 339-352 (1966)
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)
J J Liaw et al.
Brain research. Molecular brain research, 13(3), 231-238 (1992-04-01)
Temporal changes in tyrosine hydroxylase (TH) mRNA levels in medullary A1 and A2 neurons and locus coeruleus (LC) cells were studied 6, 12 and 24 h following orchidectomy in rats. Brains from intact controls and sham castrated rats also were
Y Maruyama et al.
Arzneimittel-Forschung, 41(10), 1022-1026 (1991-10-01)
The present study was undertaken to elucidate beta-adrenoceptor blocking effects of befunolol (BFE 60, CAS 39543-79-8) on changes in the myocardial metabolites induced by hypoxic respiration. When rats were subjected to hypoxic respiration, a significant increase in heart rate (about
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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