(1R)-6-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol hydrobromide

• ChemBase ID: 131242
• Molecular Formular: C16H17BrClNO2
• Molecular Mass: 370.66868
• Monoisotopic Mass: 369.01311847
• SMILES: c1ccc(cc1)[C@H]1CNCCc2c1cc(c(c2Cl)O)O.Br
• Canonical SMILES: Oc1c(O)cc2c(c1Cl)CCNC[C@@H]2c1ccccc1.Br
• InChI: InChI=1S/C16H16ClNO2.BrH/c17-15-11-6-7-18-9-13(10-4-2-1-3-5-10)12(11)8-14(19)16(15)20;/h1-5,8,13,18-20H,6-7,9H2;1H/t13-;/m1./s1
• InChIKey: RMIJGBMRNYUZRG-BTQNPOSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R)-6-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol hydrobromide
• IUPAC Traditional name: (1R)-6-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol hydrobromide
• Synonyms: R-(+)-6-Chloro-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide; R(+)-SKF-81297 hydrobromide

Database IDs

• CAS Number: 253446-15-0
• MDL Number: MFCD00671792
• PubChem SID: 162225520; 24899496
• PubChem CID: 16219952

CALCULATED PROPERTIES

• Acid pKa: 8.121014
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.26194495
• LogD (pH = 7.4): 1.5638976
• Log P: 2.2646222
• Molar Refractivity: 80.7038 cm^3
• Polarizability: 31.021591 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; H2O: soluble6 mg/mL
• Apperance: white to off-white solid
• Optical Rotation: [α]22/D +15.14°, c = 0.52 in DMF(lit.)

Safety Information

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

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - S179

Biochem/physiol Actions
R(+)-SKF-81297 hydrobromide is a selective D1 dopamine receptor agonist.