(1R)-7,8-dimethoxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine; (2Z)-but-2-enedioic acid

• ChemBase ID: 131432
• Molecular Formular: C23H27NO6
• Molecular Mass: 413.46358
• Monoisotopic Mass: 413.18383759
• SMILES: CN1CCc2cc(c(cc2[C@H](C1)c1ccccc1)OC)OC.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.COc1cc2c(cc1OC)CCN(C[C@@H]2c1ccccc1)C
• InChI: InChI=1S/C19H23NO2.C4H4O4/c1-20-10-9-15-11-18(21-2)19(22-3)12-16(15)17(13-20)14-7-5-4-6-8-14;5-3(6)1-2-4(7)8/h4-8,11-12,17H,9-10,13H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t17-;/m1./s1
• InChIKey: TYNKKGLBKXZIHX-XLOMBBFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R)-7,8-dimethoxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine; (2Z)-but-2-enedioic acid
• IUPAC Traditional name: (1R)-7,8-dimethoxy-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepine; maleic acid
• Synonyms: R(-)-1-Phenyl-2,3,4,5-tetrahydro-1H-7,8-dimethoxy-3-benzazepine; R(-)-SCH-12679 maleate salt

Database IDs

• CAS Number: 39624-66-3
• EC Number: 254-546-1
• MDL Number: MFCD00274073
• PubChem SID: 24277935; 162225710
• PubChem CID: 6434250

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.18336494
• LogD (pH = 7.4): 1.7329122
• Log P: 3.4266264
• Molar Refractivity: 90.1583 cm^3
• Polarizability: 34.824913 Å^3
• Polar Surface Area: 21.7 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: >40 mg/mL; DMSO: soluble14 mg/mL; ethanol: soluble4 mg/mL; H2O: soluble17.3 mg/mL
• Apperance: white solid
• Optical Rotation: [α]22/D -11.6°, c = 1.1 in H2O(lit.)

Safety Information

• German water hazard class: 3

Pharmacology Properties

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

DETAILS

Sigma Aldrich - S159

Biochem/physiol Actions
D1 dopamine receptor antagonist
Legal Information
Sold with the permission of Schering-Plough.