2-azido-2-[2-chloro(2H4)phenyl]cyclohexan-1-one

• ChemBase ID: 160987
• Molecular Formular: C12H12ClN3O
• Molecular Mass: 249.69618
• Monoisotopic Mass: 249.0668897
• SMILES: C1CCCC(C1=O)(c1ccccc1Cl)N=[N+]=[N-]
• Canonical SMILES: [N-]=[N+]=NC1(CCCCC1=O)c1ccccc1Cl
• InChI: InChI=1S/C12H12ClN3O/c13-10-6-2-1-5-9(10)12(15-16-14)8-4-3-7-11(12)17/h1-2,5-6H,3-4,7-8H2
• InChIKey: QCWNUOLEUGUXCR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-azido-2-[2-chloro(^2H₄)phenyl]cyclohexan-1-one
• IUPAC Traditional name: 2-azido-2-[2-chloro(^2H₄)phenyl]cyclohexan-1-one
• Synonyms: 2-Azido-2-(6-chlorophenyl-2,3,4,5-d4)-cyclohexanone; 2-Azido-2-(6-chlorophenyl)cyclohexanone-d4

Database IDs

• CAS Number: 1336986-09-4
• PubChem SID: 162255122
• PubChem CID: 71313567

CALCULATED PROPERTIES

• Acid pKa: 17.60764
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.727903
• LogD (pH = 7.4): 3.727903
• Log P: 3.8419485
• Molar Refractivity: 65.4142 cm^3
• Polarizability: 24.887178 Å^3
• Polar Surface Area: 46.5 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - A822832

Used in the preparation of a labeled ketamine metabolites.

REFERENCES

• Sulake, R. Bioorg. Med. Chem. Lett. 21, 5719 (2011)