7-(4-iodobutoxy)-1,2,3,4-tetrahydroquinolin-2-one

• ChemBase ID: 171673
• Molecular Formular: C13H16INO2
• Molecular Mass: 345.17611
• Monoisotopic Mass: 345.02257676
• SMILES: c1c2c(ccc1OCCCCI)CCC(=O)N2
• Canonical SMILES: ICCCCOc1ccc2c(c1)NC(=O)CC2
• InChI: InChI=1S/C13H16INO2/c14-7-1-2-8-17-11-5-3-10-4-6-13(16)15-12(10)9-11/h3,5,9H,1-2,4,6-8H2,(H,15,16)
• InChIKey: FFXAPBRVNCEGQG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(4-iodobutoxy)-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC Traditional name: 7-(4-iodobutoxy)-3,4-dihydro-1H-quinolin-2-one
• Synonyms: 3,4-Dihydro-7-(4-iodobutoxy)-2(1H)-quinolinone; 7-(4-Iodobutoxy)-3,4-dihydroquinolin-2-one

Database IDs

• CAS Number: 952308-47-3
• PubChem SID: 164227583
• PubChem CID: 71749508

CALCULATED PROPERTIES

• Acid pKa: 13.512109
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.2165327
• LogD (pH = 7.4): 3.2165325
• Log P: 3.216533
• Molar Refractivity: 77.7346 cm^3
• Polarizability: 29.342001 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I694200

An impurity in the synthesis of Aripiprazole (A771000). A degradation product in Aripiprazole tablets.

REFERENCES

• Shah, V., et al.: J. Pharm. Sci., et al.: 81, 309 (1992)
• Zuo, X., et al.: Chromatographia, 64, 387 (1992)