(3Z)-3-[(4-methoxyphenyl)methylidene]-1,3-dihydro-2-benzofuran-1-one

• ChemBase ID: 160719
• Molecular Formular: C16H12O3
• Molecular Mass: 252.26468
• Monoisotopic Mass: 252.07864424
• SMILES: c1ccc2c(c1)C(=O)O/C/2=C\c1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)/C=C/1\OC(=O)c2c1cccc2
• InChI: InChI=1S/C16H12O3/c1-18-12-8-6-11(7-9-12)10-15-13-4-2-3-5-14(13)16(17)19-15/h2-10H,1H3/b15-10-
• InChIKey: XBPLURLJIACOAL-GDNBJRDFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3Z)-3-[(4-methoxyphenyl)methylidene]-1,3-dihydro-2-benzofuran-1-one
• IUPAC Traditional name: (3Z)-3-[(4-methoxyphenyl)methylidene]-2-benzofuran-1-one
• Synonyms: 3-(4-Methoxybenzylidene)phthalide; 3-(4-Methoxybenzal)phthalide; 3-[(4-Methoxyphenyl)methylene]-1(3H)-isobenzofuranone; p-Anisylidenephthalide

Database IDs

• CAS Number: 4767-61-7
• PubChem SID: 162254854
• PubChem CID: 678308

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.1936235
• LogD (pH = 7.4): 3.1936235
• Log P: 3.1936235
• Molar Refractivity: 73.6323 cm^3
• Polarizability: 27.864313 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A674015

Potential antianxiety agent

REFERENCES

• Zamilpa, A., et al.; Bioorg. Med. Chem. Lett., 17, 4016 (2007)