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Merck
CN

SML0399

D,L-Metanephrine hydrochloride

≥98% (HPLC), TAAR1 agonist, powder

Synonym(s):

(±)-Metanephrine hydrochloride, 4-Hydroxy-3-methoxy-a-[(methylamino)methyl]-benzenemethanol hydrochloride, DL-3-O-Methyladrenaline hydrochloride, DL-Metanephrine hydrochloride, Metadrenaline hydrochloride, dl-Metanephrine hydrochloride, m-O-Methyladrenaline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C10H15NO3 · HCl
CAS Number:
881-95-8
Molecular Weight:
233.69
NACRES:
NA.77
PubChem Substance ID:
329825395
UNSPSC Code:
12352200
EC Number:
212-922-2
MDL number:
MFCD00012487

Key Documents

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Product Name

D,L-Metanephrine hydrochloride, ≥98% (HPLC)

InChI key

HRIQFVCFOPJYEQ-UHFFFAOYSA-N

InChI

1S/C10H15NO3.ClH/c1-11-6-9(13)7-3-4-8(12)10(5-7)14-2;/h3-5,9,11-13H,6H2,1-2H3;1H

SMILES string

OC1=C(OC)C=C(C(CNC)O)C=C1.Cl

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 12 mg/mL (clear solution)

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Metanephrine is a potent TAAR1 agonist; catecholamine metabolite.
Metanephrine is an endogenous metabolite of ephinephrine, formed by catechol-O-methyl transferase activity. It is best known as a biomarker for cancers, as levels of free metanephrine are used to diagnose pheochromocytoma. Metanephrine was previously thought to be biologically inactive, but it is a more potent agonist at Trace amine associated receptor TAAR1 than either epinephrine or norepinephrine. Trace amine associated receptors (TAARs) are recently discovered GPCRs that are activated by endogenous trace amines (tyramine, tryptamine, synephrine, octopamine, β-phenylethylamine), which are chemically similar to monoaminergic neurotransmitters (epinephrine, norepinephrine, dopamine). Trace amines and TAARs are expressed in brain and are implicated in modulation of monoaminergic neurotransmission.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Storage Class

11 - Combustible Solids

wgk

WGK 3

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1B

flash_point_f

No data available

flash_point_c

No data available

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000379742
0000379742
0000379743
0000379743
0000084189

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Augusto Q Pedro et al.
Microbial cell factories, 14, 113-113 (2015-08-08)
Membrane proteins are important drug targets in many human diseases and gathering structural information regarding these proteins encourages the pharmaceutical industry to develop new molecules using structure-based drug design studies. Specifically, membrane-bound catechol-O-methyltransferase (MBCOMT) is an integral membrane protein that

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