N-[(3Z)-8-benzyl-8-azabicyclo[3.2.1]octan-3-ylidene]hydroxylamine

• ChemBase ID: 161681
• Molecular Formular: C14H18N2O
• Molecular Mass: 230.30552
• Monoisotopic Mass: 230.14191321
• SMILES: C12N(C(C/C(=N\O)/C1)CC2)Cc1ccccc1
• Canonical SMILES: O/N=C/1\CC2CCC(C1)N2Cc1ccccc1
• InChI: InChI=1S/C14H18N2O/c17-15-12-8-13-6-7-14(9-12)16(13)10-11-4-2-1-3-5-11/h1-5,13-14,17H,6-10H2
• InChIKey: KFSOYEAOVNOZNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3Z)-8-benzyl-8-azabicyclo[3.2.1]octan-3-ylidene]hydroxylamine
• IUPAC Traditional name: N-[(3Z)-8-benzyl-8-azabicyclo[3.2.1]octan-3-ylidene]hydroxylamine
• Synonyms: 8-Benzyl-8-azabicyclo[3.2.1]octan-3-one Oxime; 8-Benzyl-3-nortropanone Oxime; 8-(Phenylmethyl)-8-azabicyclo[3.2.1]octan-3-one Oxime; N-Benzylnortropinone Oxime

Database IDs

• CAS Number: 76272-34-9
• PubChem SID: 162255816
• PubChem CID: 13276733

CALCULATED PROPERTIES

• Acid pKa: 11.376166
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.93847847
• LogD (pH = 7.4): 0.387117
• Log P: 2.2766087
• Molar Refractivity: 67.7792 cm^3
• Polarizability: 26.552666 Å^3
• Polar Surface Area: 35.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Pale Green Solid

DETAILS

Toronto Research Chemicals - B285815

An intermediate in the preparation of chemokine receptor ligands, antibacterial agents, and tyrosine kinase signal transduction inhibitors

REFERENCES

• Wood, A., et al.: Prog. Med. Chem., 43, 239 (2005)
• Giardina, G., et al.: Bioorg. Med. Chem. Lett., 6, 2307 (2005)
• Kazmierski, W.M., et al.: J. Med. Chem., 51, 6538 (2005)