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Merck

SML0398

Sigma-Aldrich

Salsolinol hydrobromide

≥96% (HPLC)

Synonym(e):

(R,S)-Salsolinol hydrobromide, 1,2,3,4-Tetrahydro-1-methylisoquinoline-6,7-diol hydrobromide, 1-Methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol hydrobromide, 1-Methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline 1,2,3,4-Tetrahydro-1-methylisoquinoline-6,7-diol hydrobromide; 1-Methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol hydrobromide;

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About This Item

Empirische Formel (Hill-System):
C10H13NO2 · HBr
CAS-Nummer:
Molekulargewicht:
260.13
MDL-Nummer:
UNSPSC-Code:
51111800
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥96% (HPLC)

Form

powder

Lagerbedingungen

desiccated

Farbe

white to brown

Löslichkeit

H2O: 5 mg/mL (warmed; clear solution)

Lagertemp.

2-8°C

SMILES String

Br.CC1NCCc2cc(O)c(O)cc12

InChI

1S/C10H13NO2.BrH/c1-6-8-5-10(13)9(12)4-7(8)2-3-11-6;/h4-6,11-13H,2-3H2,1H3;1H

InChIKey

OGMGXKJQIOUTTB-UHFFFAOYSA-N

Allgemeine Beschreibung

Salsolinol (6,7-dihydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline) is present in various edibles. It is available as R and S enantiomers. R-salsolinol in predominantly found in the brain tissue of humans.

Biochem./physiol. Wirkung

Salsolinol is the condensation product of acetaldehyde and dopamine. Salsolinol is a potential neurotoxin suspected to contribute to alcohol abuse. It appears that salsolinol excites the ventral tegmental area (VTA) dopamine neurons indirectly by activating μ-opioid receptors (MORs), which inhibit GABA neurons in the VTA.
Salsolinol, a neurotoxin, can serve as a prolactin-releasing factor and an etiological factor in the tuberoinfundibular pathway and in Parkinson′s disease (PD), respectively. It can also act as a modulator of catecholaminergic neurotransmission in the nigrostriatal pathway. In central nervous system, salsolinol can change the role of dopaminergic neurons and dopamine metabolism.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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Magdalena Kurnik-Łucka et al.
Neurotoxicity research, 37(2), 286-297 (2019-11-17)
Salsolinol (6,7-dihydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline), widely available in many edibles, is considered to alter the function of dopaminergic neurons in the central nervous system and thus, multiple hypotheses on its either physiological and/or pathophysiological role have emerged. The aim of our work was
Adriana Prado et al.
Journal of applied toxicology : JAT, 35(2), 219-227 (2014-05-24)
Unforeseen toxic effects contribute to compound attrition during preclinical evaluation and clinical trials. Consequently, there is a need to correlate in vitro toxicity to in vivo and clinical outcomes quickly and effectively. We propose an expedited evaluation of physiological parameters

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