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M4251

Sigma-Aldrich

3-Methoxytyramine hydrochloride

≥95.5%, crystalline

Synonym(s):

3-MT, 3-Methoxy-4-hydroxyphenethylamine hydrochloride, 4-(2-Aminoethyl)-2-methoxyphenol hydrochloride

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About This Item

Linear Formula:
CH3OC6H3-4-(OH)CH2CH2NH2·HCl
CAS Number:
1477-68-5
Molecular Weight:
203.67
Beilstein/REAXYS Number:
3631283
EC Number:
216-035-1
MDL number:
MFCD00012902
UNSPSC Code:
12352116
PubChem Substance ID:
24277898
NACRES:
NA.77

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

Gene Information

human ... DRD1(1812) , DRD2(1813) , DRD3(1814) , DRD4(1815) , DRD5(1816)

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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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.
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
Dilo Pillai et al.
Annals of clinical biochemistry, 47(Pt 2), 137-142 (2010-02-11)
Up to 2007 there was no formal external quality assurance programme for plasma free metanephrines. A pilot programme was conceived by the AACB (Australian Association of Clinical Biochemists) Working Party on biogenic amines. With support from the AACB and Royal
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
Mirko Peitzsch et al.
Annals of clinical biochemistry, 50(Pt 2), 147-155 (2013-03-21)
Measurements of plasma normetanephrine (NMN) and metanephrine (MN) provide a sensitive test for diagnosis of phaeochromocytomas and paragangliomas (PPGLs), but do not allow detection of dopamine-producing tumours. Here we introduce a novel mass spectrometric based method coupled to ultraperformance liquid
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