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

• ChemBase ID: 153121
• Molecular Formular: C17H18BrCl2NO2
• Molecular Mass: 419.14032
• Monoisotopic Mass: 416.98979618
• SMILES: CN1CCc2c(cc(c(c2Cl)O)O)C(C1)c1cccc(c1)Cl.Br
• Canonical SMILES: CN1CCc2c(C(C1)c1cccc(c1)Cl)cc(c(c2Cl)O)O.Br
• InChI: InChI=1S/C17H17Cl2NO2.BrH/c1-20-6-5-12-13(8-15(21)17(22)16(12)19)14(9-20)10-3-2-4-11(18)7-10;/h2-4,7-8,14,21-22H,5-6,9H2,1H3;1H
• InChIKey: QEWVKGGLZQAOKJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-1-(3-chlorophenyl)-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol hydrobromide
• IUPAC Traditional name: 6-chloro-1-(3-chlorophenyl)-3-methyl-1,2,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide
• Synonyms: 6-chloro-1-(3-chlorophenyl)-7,8-dihydroxy-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine; SKF-83565 hydrobromide

Database IDs

• MDL Number: MFCD04040025
• PubChem SID: 24278703; 162247261
• PubChem CID: 11957697

CALCULATED PROPERTIES

• Acid pKa: 8.515129
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.0875685
• LogD (pH = 7.4): 3.7237816
• Log P: 3.9030232
• Molar Refractivity: 90.8033 cm^3
• Polarizability: 34.741676 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble26 mg/mL; H2O: soluble4.5 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25

Pharmacology Properties

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

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C17H17NO2Cl2 · HBr

DETAILS

Sigma Aldrich - S3191

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