7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2-dihydroquinolin-2-one hydrochloride

• ChemBase ID: 165604
• Molecular Formular: C23H26Cl3N3O2
• Molecular Mass: 482.83044
• Monoisotopic Mass: 481.10906013
• SMILES: c1ccc(c(c1N1CCN(CC1)CCCCOc1ccc2c(c1)[nH]c(=O)cc2)Cl)Cl.Cl
• Canonical SMILES: Clc1cccc(c1Cl)N1CCN(CC1)CCCCOc1ccc2c(c1)[nH]c(=O)cc2.Cl
• InChI: InChI=1S/C23H25Cl2N3O2.ClH/c24-19-4-3-5-21(23(19)25)28-13-11-27(12-14-28)10-1-2-15-30-18-8-6-17-7-9-22(29)26-20(17)16-18;/h3-9,16H,1-2,10-15H2,(H,26,29);1H
• InChIKey: CUQHINIXYQSLAI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2-dihydroquinolin-2-one hydrochloride
• IUPAC Traditional name: 7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1H-quinolin-2-one hydrochloride
• Synonyms: 7-[4-[4-(2,3-Dichlorophenyl)-1-piperazinyl]butoxy]-2(1H)-quinolinone Hydrochloride; Dehydro Aripiprazole Hydrochloride

Database IDs

• CAS Number: 1008531-60-9
• PubChem SID: 162259737
• PubChem CID: 24948424

CALCULATED PROPERTIES

• Acid pKa: 13.563767
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.0276482
• LogD (pH = 7.4): 4.6489177
• Log P: 4.981767
• Molar Refractivity: 125.4297 cm^3
• Polarizability: 46.864075 Å^3
• Polar Surface Area: 44.81 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 116-120°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D229150

A metabolite of Aripiprazole, a selective dopamine D2-receptor antagonist with dopamine autoreceptor agonist activity.

REFERENCES

• Canive, J.M., et al.: Psychopharmacol. Bull., 34, 101 (1998)
• Oshiro, Y., et al.: J. Med. Chem., 41, 658 (1998)