7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl](2H8)butoxy}-1,2,3,4-tetrahydroquinolin-2-one

• ChemBase ID: 160736
• Molecular Formular: C23H27Cl2N3O2
• Molecular Mass: 448.38538
• Monoisotopic Mass: 447.14803248
• SMILES: c1ccc(c(c1N1CCN(CC1)CCCCOc1ccc2c(c1)NC(=O)CC2)Cl)Cl
• Canonical SMILES: O=C1CCc2c(N1)cc(cc2)OCCCCN1CCN(CC1)c1cccc(c1Cl)Cl
• InChI: InChI=1S/C23H27Cl2N3O2/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/h3-6,8,16H,1-2,7,9-15H2,(H,26,29)
• InChIKey: CEUORZQYGODEFX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl](^2H₈)butoxy}-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC Traditional name: 7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl](^2H₈)butoxy}-3,4-dihydro-1H-quinolin-2-one
• Synonyms: 7-[4-[4-(2,3-Dichlorophenyl)-1-piperazinyl]butoxy-d8]-3,4-dihydro-2(1H)-quinolinone; 7-[4-[4-(2,3-Dichlorophenyl)-1-piperazinyl]butoxy-d8]-3,4-dihydrocarbostyril; Abilify-d8; Abilitat-d8; OPC 14597-d8; OPC 31-d8; Aripiprazole-d8 (Butyl-d8)

Database IDs

• CAS Number: 1089115-04-7
• PubChem SID: 162254871
• PubChem CID: 25144831

CALCULATED PROPERTIES

• Acid pKa: 13.512109
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.9477053
• LogD (pH = 7.4): 4.5687175
• Log P: 4.9012437
• Molar Refractivity: 124.3364 cm^3
• Polarizability: 47.036835 Å^3
• Polar Surface Area: 44.81 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 137-139°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A771003

A deuterated version 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)