4-[(4-chlorophenyl)methyl]-1,2-dihydrophthalazin-1-one

• ChemBase ID: 164520
• Molecular Formular: C15H11ClN2O
• Molecular Mass: 270.71364
• Monoisotopic Mass: 270.05599066
• SMILES: c1ccc2c(c1)c(n[nH]c2=O)Cc1ccc(cc1)Cl
• Canonical SMILES: Clc1ccc(cc1)Cc1n[nH]c(=O)c2c1cccc2
• InChI: InChI=1S/C15H11ClN2O/c16-11-7-5-10(6-8-11)9-14-12-3-1-2-4-13(12)15(19)18-17-14/h1-8H,9H2,(H,18,19)
• InChIKey: NLXGCQIEVZYDRS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(4-chlorophenyl)methyl]-1,2-dihydrophthalazin-1-one
• IUPAC Traditional name: 4-[(4-chlorophenyl)methyl]-2H-phthalazin-1-one
• Synonyms: 4-p-Chlorobenzyl-1(2H)-phthalazinone; 4-(4-Chlorobenzyl)-1(2H)-phthalazinone; 4-[(4-Chlorophenyl)methyl]-1(2H)-phthalazinone

Database IDs

• CAS Number: 53242-88-9
• PubChem SID: 162258655
• PubChem CID: 104452

CALCULATED PROPERTIES

• Acid pKa: 11.0625305
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.2734175
• LogD (pH = 7.4): 3.273335
• Log P: 3.2734187
• Molar Refractivity: 75.523 cm^3
• Polarizability: 28.282383 Å^3
• Polar Surface Area: 41.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C378400

Stilbene-related heterocyclic compound with anti-HIV activity. A potent vasorelaxant agent.

REFERENCES

• Bedoya, L., et al.: Bioorg. Med. Chem. Lett., 16, 4075 (2006)
• Del Olmo, E.: Bioorg. Med. Chem. Lett., 16, 2786 (2006)