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SML0398

Sigma-Aldrich

Salsolinol hydrobromide

≥96% (HPLC)

Synonyme(s) :

(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

Formule empirique (notation de Hill):
C10H13NO2 · HBr
Numéro CAS:
59709-57-8
Poids moléculaire :
260.13
Numéro MDL:
MFCD00012741
Code UNSPSC :
51111800
ID de substance PubChem :
329825394
Nomenclature NACRES :
NA.77

Pureté

≥96% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to brown

Solubilité

H2O: 5 mg/mL (warmed; clear solution)

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

OGMGXKJQIOUTTB-UHFFFAOYSA-N

Description générale

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.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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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