8-benzyl-8-azabicyclo[3.2.1]octan-3-one

• ChemBase ID: 87326
• Molecular Formular: C14H17NO
• Molecular Mass: 215.29088
• Monoisotopic Mass: 215.13101417
• SMILES: N1(C2CC(=O)CC1CC2)Cc1ccccc1
• Canonical SMILES: O=C1CC2CCC(C1)N2Cc1ccccc1
• InChI: InChI=1S/C14H17NO/c16-14-8-12-6-7-13(9-14)15(12)10-11-4-2-1-3-5-11/h1-5,12-13H,6-10H2
• InChIKey: RSUHKGOVXMXCND-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-benzyl-8-azabicyclo[3.2.1]octan-3-one
• IUPAC Traditional name: 8-benzyl-8-azabicyclo[3.2.1]octan-3-one
• Synonyms: N-Benzyltropinone; 8-Benzyl-8-azabicyclo[3.2.1]octan-3-one; 8-Aza-8-benzylbicyclo[3,2,1]octan-3-one; 8-Benzylnortropan-3-one; 8-Benzyl-1αH,5αH-nortropan-3-one; 8-Benzyl-3-nortropanone; 8-Benzyl-8-azabicyclo[3.2.1]octan-3-one; N-Benzyl Nortropinone

Database IDs

• CAS Number: 28957-72-4
• MDL Number: MFCD00151640
• PubChem SID: 162074433
• PubChem CID: 119846

CALCULATED PROPERTIES

• Acid pKa: 18.179075
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.61108047
• LogD (pH = 7.4): 1.0905402
• Log P: 2.4229376
• Molar Refractivity: 63.9575 cm^3
• Polarizability: 25.213005 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White to Pale Yellow Low-Melting Solid
• Melting Point: 28-29°C; 28-29°C
• Boiling Point: 134-137°C/0.4 mm
• Hydrophobicity(logP): 2.14

Safety Information

• Storage Warning: Corrosive

Product Information

• Purity: 95%; 95+%; 97%; 98%

DETAILS

Toronto Research Chemicals - B285810

An intermediate for the preparation of β-Cocaine, opioid receptor antagonists, and CCR-5 receptor antagonists

REFERENCES

• Clarke, R.L., et al.: J. Med. Chem., 18, 102 (1975)
• Gilbert, A.M., et al.: Bioorg. Med. Chem. Lett., 14, 515 (1975)
• Armour, D.R., et al.: Chem. Biol. Drug Des., 67, 305 (1975)