1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol hydrobromide

• ChemBase ID: 137154
• Molecular Formular: C10H14BrNO2
• Molecular Mass: 260.12766
• Monoisotopic Mass: 259.02079069
• SMILES: CC1c2cc(c(cc2CCN1)O)O.Br
• Canonical SMILES: CC1NCCc2c1cc(O)c(c2)O.Br
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol hydrobromide
• IUPAC Traditional name: (+)-salsolinol hydrobromide
• Synonyms: 1,2,3,4-Tetrahydro-1-methyl-6,7-isoquinolinediol hydrobromide; 1-Methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline hydrobromide; 1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol hydrobromide; 1-Methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline; rac Salsolinol, Hydrobromide; 1,2,3,4-四氢-1-甲基-6,7-异喹啉二醇 氢溴酸盐; 1-甲基-6,7-二羟基-1,2,3,4-四氢异喹啉 氢溴酸盐

Database IDs

• CAS Number: 59709-57-8; 38221-21-5
• MDL Number: MFCD00012741
• PubChem SID: 24854657; 162231419
• PubChem CID: 2733730

CALCULATED PROPERTIES

• Acid pKa: 9.611088
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.6246938
• LogD (pH = 7.4): -0.115078285
• Log P: 0.9552438
• Molar Refractivity: 50.9962 cm^3
• Polarizability: 19.616442 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 183-185°C; 186 - 187°C; 186-187 °C(lit.)
• Hydrophobicity(logP): 0.85

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Store in freezer at -20°C
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 98%
• Salt Data: HBr
• Empirical Formula (Hill Notation): C10H13NO2 · HBr

DETAILS

Toronto Research Chemicals - S099995

Salsolinol is derived from the neurotransmitter dopamine and acetaldehyde. Interest in this molecule comes from studies suggesting that it might be involved in alcohol addiction, as acetaldehyde is both a well recognized substrate for the Pictet-Spengler

REFERENCES

• J. Pharmacol. Exp. Ther., 174, 401 (1970)
• Science, 167, 1749 (1970)
• Science, 167, 1005 (1970)
• Aust. J. Chem., 41, 483 (1988)