9-(benzylamino)-1,2,3,4-tetrahydroacridin-1-one

• ChemBase ID: 167536
• Molecular Formular: C20H18N2O
• Molecular Mass: 302.36972
• Monoisotopic Mass: 302.14191321
• SMILES: c1ccc2c(c1)c(c1c(n2)CCCC1=O)NCc1ccccc1
• Canonical SMILES: O=C1CCCc2c1c(NCc1ccccc1)c1c(n2)cccc1
• InChI: InChI=1S/C20H18N2O/c23-18-12-6-11-17-19(18)20(15-9-4-5-10-16(15)22-17)21-13-14-7-2-1-3-8-14/h1-5,7-10H,6,11-13H2,(H,21,22)
• InChIKey: JMKIIRWHVISOBM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-(benzylamino)-1,2,3,4-tetrahydroacridin-1-one
• IUPAC Traditional name: 9-(benzylamino)-3,4-dihydro-2H-acridin-1-one
• Synonyms: 3,4-Dihydro-9-[(phenylmethyl)amino]-1(2H)-acridinone; 3,4-Dihydro-9-[(benzyl)amino]-1(2H)-acridinone

Database IDs

• CAS Number: 104675-27-6
• PubChem SID: 162261669
• PubChem CID: 4134258

CALCULATED PROPERTIES

• Acid pKa: 16.165243
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1566796
• LogD (pH = 7.4): 4.105668
• Log P: 4.1599464
• Molar Refractivity: 92.6306 cm^3
• Polarizability: 36.270985 Å^3
• Polar Surface Area: 41.99 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D448530

Intermediate in the preparation of Acetylcholinesterase inhibitors.

REFERENCES

• Shutske, G., et al.: J. Med. Chem., 32, 1805 (1989)