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M4251

Sigma-Aldrich

3-Methoxytyramine hydrochloride

≥95.5%, crystalline

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

11 - 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

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Marc Morissette et al.
Journal of neuroscience research, 87(7), 1634-1644 (2008-12-31)
A higher prevalence and incidence of Parkinson's disease is observed in men, and beneficial motor effects of estrogens are observed in parkinsonian women. In rodents, an effect of estradiol on dopamine systems is documented, whereas much less is known in
Graeme Eisenhofer et al.
European journal of cancer (Oxford, England : 1990), 48(11), 1739-1749 (2011-11-01)
There are currently no reliable biomarkers for malignant pheochromocytomas and paragangliomas (PPGLs). This study examined whether measurements of catecholamines and their metabolites might offer utility for this purpose. Subjects included 365 patients with PPGLs, including 105 with metastases, and a
Fredrik Pettersson et al.
Journal of medicinal chemistry, 55(7), 3242-3249 (2012-03-06)
A series of para-substituted 4-phenylpiperidines/piperazines have been synthesized and their affinity to recombinant rat cerebral cortex monoamine oxidases A (MAO A) and B (MAO B) determined. Para-substituents with low dipole moment increased the affinity to MAO A, whereas groups with
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

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