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

• ChemBase ID: 129489
• Molecular Formular: C18H21BrClNO2
• Molecular Mass: 398.72184
• Monoisotopic Mass: 397.0444186
• SMILES: Br.Clc1c2c(cc(O)c1O)C(c1cccc(c1)C)CN(CC2)C
• Canonical SMILES: CN1CCc2c(C(C1)c1cccc(c1)C)cc(c(c2Cl)O)O.Br
• InChI: InChI=1S/C18H20ClNO2.BrH/c1-11-4-3-5-12(8-11)15-10-20(2)7-6-13-14(15)9-16(21)18(22)17(13)19;/h3-5,8-9,15,21-22H,6-7,10H2,1-2H3;1H
• InChIKey: FHYWNBUFNGHNCP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-3-methyl-1-(3-methylphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol hydrobromide
• IUPAC Traditional name: 6-chloro-3-methyl-1-(3-methylphenyl)-1,2,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide
• Synonyms: SKF-83,959; 6-Chloro-7,8-dihydroxy-3-methyl-1-(3-methylphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide; SKF-83959 hydrobromide

Database IDs

• CAS Number: 80751-85-5
• MDL Number: MFCD03792727
• PubChem SID: 24278699; 162223782
• PubChem CID: 24278699; 11957685
• CHEMBL: 520992
• Chemspider ID: 10131933
• Wikipedia Title: SKF-83,959

CALCULATED PROPERTIES

• Acid pKa: 7.7880073
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4919642
• LogD (pH = 7.4): 3.1562696
• Log P: 3.4567764
• Molar Refractivity: 91.0397 cm^3
• Polarizability: 34.62634 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; H2O: insoluble
• Apperance: white solid

Safety Information

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

Pharmacology Properties

• Gene Information: human ... DRD1(1812)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C18H20NClO2 · HBr

DETAILS

Sigma Aldrich - S2816

Biochem/physiol Actions
D1 dopamine receptor agonist. Displays antagonist activity in vitro and agonist activity in vivo.