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Merck

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)

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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.

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)
C Nyquist-Battie et al.
The American journal of physiology, 271(4 Pt 2), H1547-H1554 (1996-10-01)
To assess the effects of long-term pressure overload on sympathetic presynaptic components in the left ventricle, young adult male rats were subjected to surgical constriction of the suprarenal abdominal aorta. At 4 and 8 wk postsurgery, but not at 1
T Bazzett et al.
Brain research, 580(1-2), 164-170 (1992-05-15)
Dopamine (DA) in the medial preoptic area (MPOA) has been shown to facilitate male rat sexual behavior. However, injections of the catecholamine (CA) neurotoxin 6-OHDA into the MPOA did not impair copulation in tests 3 days after injection. In the
W I Sivitz et al.
The American journal of physiology, 277(4 Pt 1), E668-E677 (1999-10-12)
To further investigate neural effects on leptin and uncoupling proteins (UCPs), we studied in vivo perturbations intended to block adrenergic input to peripheral tissues. We examined plasma leptin, leptin mRNA, and adipose and muscle UCP subtype mRNA in rats treated
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