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Merck

SML0399

D,L-Metanephrine hydrochloride

≥98% (HPLC), TAAR1 agonist, powder

Sinónimos:

(±)-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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Fórmula empírica (notación de Hill):
C10H15NO3 · HCl
Número CAS:
Peso molecular:
233.69
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
212-922-2
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated
Servicio técnico
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Nombre del producto

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

Quality Segment

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 12 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

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

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

InChI key

HRIQFVCFOPJYEQ-UHFFFAOYSA-N

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

signalword

Warning

Clase de almacenamiento

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



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