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
• 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
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: desiccated

Properties

• Product Name: D,L-Metanephrine hydrochloride, ≥98% (HPLC)
• Quality Segment: 100
• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: 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
• Hazard Codes: H302,H315,H317,H319
• Precautionary Statements: P261 - P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338