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

• ChemBase ID: 164038
• Molecular Formular: C15H9ClO2
• Molecular Mass: 256.68376
• Monoisotopic Mass: 256.02910721
• SMILES: c1ccc2c(c1)C(=O)O/C/2=C\c1ccc(cc1)Cl
• Canonical SMILES: Clc1ccc(cc1)/C=C/1\OC(=O)c2c1cccc2
• InChI: InChI=1S/C15H9ClO2/c16-11-7-5-10(6-8-11)9-14-12-3-1-2-4-13(12)15(17)18-14/h1-9H/b14-9-
• InChIKey: OHRFHJYUEWVXBD-ZROIWOOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3Z)-3-[(4-chlorophenyl)methylidene]-1,3-dihydro-2-benzofuran-1-one
• IUPAC Traditional name: (3Z)-3-[(4-chlorophenyl)methylidene]-2-benzofuran-1-one
• Synonyms: 3-[(4-Chlorophenyl)methylene]-1(3H)-isobenzofuranone; 3-(p-Chlorobenzylidene)phthalide; 3-(4-Chlorobenzal)phthalide

Database IDs

• CAS Number: 20526-97-0
• PubChem SID: 162258173
• PubChem CID: 6538043

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.9553394
• LogD (pH = 7.4): 3.9553394
• Log P: 3.9553394
• Molar Refractivity: 71.9739 cm^3
• Polarizability: 27.205563 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C364515

Stilbene-related benzalphthalide derivative with with potential anti-HIV and leishmanicidal activity. It has anxiolytic effects and maybe useful in the development of a non-benzodiazepinic and non-nitrogenated antianxiety agents.An impurity arising in the

REFERENCES

• Zamilpa, A. et al.: Bioorg. Med. Chem. Lett., 15, 3483 (2005)
• Bedoya, L.M. et al.: Bioorg. Med. Chem. Lett., 16, 4075 (2005)
• del Olmo, E. et al.: Bioorg. Med. Chem. Lett., 11, 2123 (2005)