(1S)-6-bromo-1-phenyl-3-(prop-2-en-1-yl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol hydrobromide

• ChemBase ID: 131566
• Molecular Formular: C19H21Br2NO2
• Molecular Mass: 455.18354
• Monoisotopic Mass: 452.99390292
• SMILES: C=CCN1CCc2c(cc(c(c2Br)O)O)[C@@H](C1)c1ccccc1.Br
• Canonical SMILES: C=CCN1CCc2c([C@@H](C1)c1ccccc1)cc(c(c2Br)O)O.Br
• InChI: InChI=1S/C19H20BrNO2.BrH/c1-2-9-21-10-8-14-15(11-17(22)19(23)18(14)20)16(12-21)13-6-4-3-5-7-13;/h2-7,11,16,22-23H,1,8-10,12H2;1H/t16-;/m0./s1
• InChIKey: CTAUBYSSTAODOD-NTISSMGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-6-bromo-1-phenyl-3-(prop-2-en-1-yl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol hydrobromide
• IUPAC Traditional name: (1S)-6-bromo-1-phenyl-3-(prop-2-en-1-yl)-1,2,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide
• Synonyms: S(-)-6-Bromo-APB hydrobromide

Database IDs

• MDL Number: MFCD00153775
• PubChem SID: 162225844
• PubChem CID: 45052368

CALCULATED PROPERTIES

• Acid pKa: 8.542027
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5381296
• LogD (pH = 7.4): 4.1491985
• Log P: 4.305752
• Molar Refractivity: 97.9792 cm^3
• Polarizability: 37.114826 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - B136

Biochem/physiol Actions
Weak D1 dopamine receptor agonist; less potent enantiomer.
Caution
Photosensitive