8-bromo-3-methyl-5-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-ol hydrochloride

• ChemBase ID: 131571
• Molecular Formular: C17H19BrClNO
• Molecular Mass: 368.69586
• Monoisotopic Mass: 367.03385391
• SMILES: CN1CCc2cc(c(cc2C(C1)c1ccccc1)O)Br.Cl
• Canonical SMILES: CN1CCc2c(C(C1)c1ccccc1)cc(c(c2)Br)O.Cl
• InChI: InChI=1S/C17H18BrNO.ClH/c1-19-8-7-13-9-16(18)17(20)10-14(13)15(11-19)12-5-3-2-4-6-12;/h2-6,9-10,15,20H,7-8,11H2,1H3;1H
• InChIKey: ZODXCDZAINJNDM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-bromo-3-methyl-5-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-ol hydrochloride
• IUPAC Traditional name: 8-bromo-3-methyl-5-phenyl-1,2,4,5-tetrahydro-3-benzazepin-7-ol hydrochloride
• Synonyms: (±)-SCH-24543; (±)-7-Bromo-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride; (±)-SKF-83566 hydrochloride

Database IDs

• CAS Number: 99295-33-7
• MDL Number: MFCD00055230
• PubChem SID: 162225849
• PubChem CID: 22450137

CALCULATED PROPERTIES

• Acid pKa: 7.7780643
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.6208215
• LogD (pH = 7.4): 3.3108253
• Log P: 3.598753
• Molar Refractivity: 86.8356 cm^3
• Polarizability: 33.054447 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble; 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: ≥14 mg/mL; ethanol: soluble; H2O: insoluble
• Apperance: light tan solid

Safety Information

• Storage Condition: protect from light
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - S110

Biochem/physiol Actions
Selective D1 dopamine antagonist; useful in studies involving the radio-brominated derivative.