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M4251

Sigma-Aldrich

3-Methoxytyramine hydrochloride

≥95.5%, crystalline

Synonym(s):
3-Methoxy-4-hydroxyphenethylamine hydrochloride, 4-(2-Aminoethyl)-2-methoxyphenol hydrochloride, 3-MT
Linear Formula:
CH3OC6H3-4-(OH)CH2CH2NH2·HCl
CAS Number:
Molecular Weight:
203.67
Beilstein:
3631283
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥95.5%

form

crystalline

drug control

Home Office Schedule 1

color

white to light brown

mp

213-215 °C (lit.)

storage temp.

−20°C

SMILES string

Cl[H].COc1cc(CCN)ccc1O

InChI

1S/C9H13NO2.ClH/c1-12-9-6-7(4-5-10)2-3-8(9)11;/h2-3,6,11H,4-5,10H2,1H3;1H

InChI key

AWRIOTVUTPLWLF-UHFFFAOYSA-N

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Packaging

1 g in glass bottle
100 mg in glass insert

Biochem/physiol Actions

Major metabolite of dopamine; product of catechol O-methyltransferase.

Features and Benefits

This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Amal Alachkar et al.
Neuroscience research, 67(3), 245-249 (2010-03-23)
The ability of l-3,4-dihydroxyphenylalanine (l-DOPA), l-DOPA-methyl ester and their major metabolites, dopamine, dihydroxyphenylacetic acid (DOPAC), homovanillic (HVA), 3-O-methyldopa and 3-methoxytyramine (3-MT) to bind to alpha(2) adrenergic and D1 and D2 dopamine receptors was assessed by radioligand binding to cloned human
N van Duinen et al.
European journal of endocrinology, 169(3), 377-382 (2013-07-09)
A substantial number of patients with head and neck paragangliomas (HNPGLs) have biochemically active tumors, evidenced by increased urinary excretion of catecholamines and metabolites, including 3-methoxytyramine (3MT). It is unclear whether plasma levels of these parameters are more sensitive to
N van Duinen et al.
The Journal of clinical endocrinology and metabolism, 95(1), 209-214 (2009-11-10)
Patients with head-and-neck paragangliomas (HNPGL) are regularly screened for catecholamine excess. The clinical relevance of increased urinary secretion of 3-methoxytyramine is unclear in HNPGL. The aim of the study was to assess the prevalence and the clinical, biochemical, and radiological
Wilhelmina H A de Jong et al.
The Journal of clinical endocrinology and metabolism, 94(8), 2841-2849 (2009-07-02)
Measurements of the 3-O-methylated metabolites of catecholamines [metanephrines (MNs)] in plasma or urine are recommended for diagnosis of pheochromocytoma. It is unclear whether these tests are susceptible to dietary influences. The aim of the study was to determine the short-term
Moon Chul Jung et al.
Analytical chemistry, 78(6), 1761-1768 (2006-03-16)
The photoluminescence-following electron-transfer (PFET) technique, developed in our laboratory, is a sensitive chromatographic detection method for oxidizable analytes. Because the oxidations are homogeneous, the technique avoids the problem of electrode fouling. A liquid-phase oxidant reacts with the electrochemically active analytes

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