methyl 4-oxocyclohexane-1-carboxylate

• ChemBase ID: 173865
• Molecular Formular: C8H12O3
• Molecular Mass: 156.17908
• Monoisotopic Mass: 156.07864424
• SMILES: C1C(=O)CCC(C1)C(=O)OC
• Canonical SMILES: COC(=O)C1CCC(=O)CC1
• InChI: InChI=1S/C8H12O3/c1-11-8(10)6-2-4-7(9)5-3-6/h6H,2-5H2,1H3
• InChIKey: BLYKGTCYDJZLFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-oxocyclohexane-1-carboxylate
• IUPAC Traditional name: methyl 4-oxocyclohexane-1-carboxylate
• Synonyms: 4-oxo-Cyclohexanecarboxylic Acid Methyl Ester; 4-(Methoxycarbonyl)cyclohexanone; Methyl 4-Ketocyclohexanecarboxylate; Methyl cyclohexanone-4-carboxylate; NSC 17321; Methyl 4-Oxocyclohexanecarboxylate

Database IDs

• CAS Number: 6297-22-9
• PubChem SID: 164229775
• PubChem CID: 226643

CALCULATED PROPERTIES

• Acid pKa: 19.186405
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.85683286
• LogD (pH = 7.4): 0.85683286
• Log P: 0.85683286
• Molar Refractivity: 39.2564 cm^3
• Polarizability: 15.617719 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M315045

Methyl 4-Oxocyclohexanecarboxylate is an intermediate for preparation of imidazobenzazepine derivatives as dual H1/5-HT2A antagonists for treatment of sleep disorders.

REFERENCES

• Monti, J., et al.: CNS Drugs, 13, 87 (2000)
• Tashiro, M., et al.: Life Sci., 72, 409 (2000)
• Popa, D., et al.: J. Neurosci., 25, 11231 (2000)