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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:
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 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

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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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
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
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
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
Graeme Eisenhofer et al.
Clinical chemistry, 57(3), 411-420 (2011-01-26)
Pheochromocytomas are rare catecholamine-producing tumors derived in more than 30% of cases from mutations in 9 tumor-susceptibility genes identified to date, including von Hippel-Lindau tumor suppressor (VHL); succinate dehydrogenase complex, subunit B, iron sulfur (Ip) (SDHB); and succinate dehydrogenase complex
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