2-(naphthalen-1-yl)-2,3-dihydro-1H-indene-1,3-dione

• ChemBase ID: 179782
• Molecular Formular: C19H12O2
• Molecular Mass: 272.29738
• Monoisotopic Mass: 272.08372962
• SMILES: C1(C(=O)c2c(C1=O)cccc2)c1c2c(ccc1)cccc2
• Canonical SMILES: O=C1c2ccccc2C(=O)C1c1cccc2c1cccc2
• InChI: InChI=1S/C19H12O2/c20-18-15-9-3-4-10-16(15)19(21)17(18)14-11-5-7-12-6-1-2-8-13(12)14/h1-11,17H
• InChIKey: CVLPPWGDNNZTRW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(naphthalen-1-yl)-2,3-dihydro-1H-indene-1,3-dione
• IUPAC Traditional name: 2-(naphthalen-1-yl)-2,3-dihydro-1H-indene-1,3-dione
• Synonyms: 2-(1-Naphthyl)-1,3-indanedione; Naphthylin

Database IDs

• CAS Number: 1786-03-4
• PubChem SID: 164235692
• PubChem CID: 120570

CALCULATED PROPERTIES

• Acid pKa: 6.1068406
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.7744918
• LogD (pH = 7.4): 2.5610142
• Log P: 3.870382
• Molar Refractivity: 81.6837 cm^3
• Polarizability: 32.39032 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Antioxydant; Depletes clotting-factor-IX; Depletes clotting-factor-VII; Depletes clotting-factor-X; Depletes prothrombin; Interferes with synthesis of vitamin-K-dependent Clotting-factors

Product Information

• Description: Keto/enol 1:3
• Application(s): Anticoagulant

REFERENCES

• Eckstein, M. et al., CA, 1959, 53, 6175, (synth)
• Shapiro, S.L. et al., J.O.C., 1960, 25, 1860; 1961, 26, 3580, (synth, props)
• Perjessy, A. et al., Tetrahedron, 1971, 27, 6159, (ir)
• Fanelli, O., Arzneim.-Forsch., 1975, 25, 873, (pharmacol)
• Csoregh, I. et al., Acta Cryst. B, 1979, 35, 852, (cryst struct)
• Murthy, A.R. et al., J. Med. Chem., 1985, 28, 1591, (synth, props)