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

• ChemBase ID: 134406
• 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-;/m0./s1
• InChIKey: YEWHJCLOUYPAOH-UQKRIMTDSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 81702-43-4
• MDL Number: MFCD00069365
• PubChem SID: 162228682; 24899459
• PubChem CID: 12928469

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

• Apperance: tan solid
• Optical Rotation: [α]27/D -14.8°, c = 1.7 in methanol(lit.)

Safety Information

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

DETAILS

Sigma Aldrich - S102

Biochem/physiol Actions
D1 dopamine receptor agonist; less active enantiomer of (±)-SKF-38393.
Caution
Photosensitive