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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:
1477-68-5
Molecular Weight:
203.67
Beilstein:
3631283
EC Number:
216-035-1
MDL number:
MFCD00012902
UNSPSC Code:
12352116
PubChem Substance ID:
24277898
NACRES:
NA.77

Quality Level

100

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.

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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Anouk N A Van Der Horst-Schrivers et al.
Anticancer research, 30(12), 5153-5158 (2010-12-29)
This study aimed to determine the prevalence of excess dopamine in relation to clinical symptoms and nuclear imaging in head and neck paraganglioma (PGL) patients. Thirty-six consecutive patients with head and neck PGLs, evaluated between 1993 and 2009, were included.
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
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
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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