SML0398

Salsolinol hydrobromide

≥96% (HPLC)

• Synonym(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;
• Empirical Formula (Hill Notation): C₁₀H₁₃NO₂ · HBr
• CAS Number: 59709-57-8
• Molecular Weight: 260.13
• MDL number: MFCD00012741
• UNSPSC Code: 51111800
• PubChem Substance ID: 329825394
• NACRES: NA.77

Properties

• Assay: ≥96% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to brown
• solubility: H₂O: 5 mg/mL (warmed; clear solution)
• storage temp.: 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
• InChI key: OGMGXKJQIOUTTB-UHFFFAOYSA-N

Description

General description

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 Actions

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.

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
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable