2-methoxy-4-(4-methylbenzoyl)-6-nitrophenol

• ChemBase ID: 174392
• Molecular Formular: C15H13NO5
• Molecular Mass: 287.26742
• Monoisotopic Mass: 287.07937252
• SMILES: c1c(ccc(c1)C(=O)c1cc(c(c(c1)OC)O)[N+](=O)[O-])C
• Canonical SMILES: COc1cc(cc(c1O)[N+](=O)[O-])C(=O)c1ccc(cc1)C
• InChI: InChI=1S/C15H13NO5/c1-9-3-5-10(6-4-9)14(17)11-7-12(16(19)20)15(18)13(8-11)21-2/h3-8,18H,1-2H3
• InChIKey: VCNSNEJUGBEWTA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxy-4-(4-methylbenzoyl)-6-nitrophenol
• IUPAC Traditional name: 2-methoxy-4-(4-methylbenzoyl)-6-nitrophenol
• Synonyms: (4-Hydroxy-3-methoxy-5-nitrophenyl)(4-methylphenyl)methanone; 4-Hydroxy-3-methoxy-4'-methyl-5-nitrobenzophenone; Ro 40-7591; 3-O-Methyl Tolcapone

Database IDs

• CAS Number: 134612-80-9
• PubChem SID: 164230302
• PubChem CID: 126117

CALCULATED PROPERTIES

• Acid pKa: 5.5076346
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.1323378
• LogD (pH = 7.4): 1.8016509
• Log P: 3.4247677
• Molar Refractivity: 77.4435 cm^3
• Polarizability: 28.761908 Å^3
• Polar Surface Area: 92.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M330890

3-O-Methyl Tolcapone is a metabolite of the catechol-O-Methyl transferase inhibitor Tolcapone (T535250).

REFERENCES

• Jorga, K. et al.: Br. J. Clin. Pharmacol., 48, 513 (1999)
• Funaki, T. et al.: J. Pharm. Pharmacol., 46, 571 (1999)
• Sun, J. et al.: J. Chrom. B Anal. Technol. Biomed. Life Sci., 877, 2557 (1999)
• Heizmann, P. et al.: J. Chrom. B Biomed. Sci. Appl., 730, 1