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

• ChemBase ID: 134030
• Molecular Formular: C16H18ClNO2
• Molecular Mass: 291.77262
• Monoisotopic Mass: 291.1026065
• SMILES: c1ccc(cc1)[C@H]1CNCCc2c1cc(c(c2)O)O.Cl
• Canonical SMILES: Oc1cc2CCNC[C@@H](c2cc1O)c1ccccc1.Cl
• InChI: InChI=1S/C16H17NO2.ClH/c18-15-8-12-6-7-17-10-14(13(12)9-16(15)19)11-4-2-1-3-5-11;/h1-5,8-9,14,17-19H,6-7,10H2;1H/t14-;/m1./s1
• InChIKey: YEWHJCLOUYPAOH-PFEQFJNWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R)-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol hydrochloride
• IUPAC Traditional name: (1R)-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol hydrochloride
• Synonyms: (R)-(+)-SKF-38393 hydrochloride

Database IDs

• CAS Number: 81702-42-3
• MDL Number: MFCD00055189
• PubChem SID: 162228307
• PubChem CID: 6852375

CALCULATED PROPERTIES

• Acid pKa: 10.280201
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.4610166
• LogD (pH = 7.4): 0.31943345
• Log P: 1.880455
• Molar Refractivity: 75.899 cm^3
• Polarizability: 29.1427 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble1.2 mg/mL; aqueous base: unstable; ethanol: soluble3.4 mg/mL; H2O: soluble5 mg/mL
• Apperance: off-white to light tan solid
• Optical Rotation: [α]22/D +16.1°, c = 1.2 in methanol(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - S101

Biochem/physiol Actions
D1 dopamine receptor agonist; active enantiomer of (±)-SKF-38393.
Caution
Light sensitive
Reconstitution
Solutions may be stored for several days at 4 °C.