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

• ChemBase ID: 175909
• Molecular Formular: C24H30ClN3O2
• Molecular Mass: 427.9669
• Monoisotopic Mass: 427.2026549
• SMILES: [nH]1c(=O)ccc2c1cc(cc2)OCCCN1CCN(CC1)c1cccc(c1C)C.Cl
• Canonical SMILES: Cc1cccc(c1C)N1CCN(CC1)CCCOc1ccc2c(c1)[nH]c(=O)cc2.Cl
• InChI: InChI=1S/C24H29N3O2.ClH/c1-18-5-3-6-23(19(18)2)27-14-12-26(13-15-27)11-4-16-29-21-9-7-20-8-10-24(28)25-22(20)17-21;/h3,5-10,17H,4,11-16H2,1-2H3,(H,25,28);1H
• InChIKey: RCFBXWQIQDINAG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{3-[4-(2,3-dimethylphenyl)piperazin-1-yl]propoxy}-1,2-dihydroquinolin-2-one hydrochloride
• IUPAC Traditional name: 7-{3-[4-(2,3-dimethylphenyl)piperazin-1-yl]propoxy}-1H-quinolin-2-one hydrochloride
• Synonyms: 7-[3-(4-[2,3-Dimethylphenyl]piperazinyl)propoxy]-2(1H)-quinolinone Hydrochloride; OPC 4392 Hydrochloride

Database IDs

• PubChem SID: 164231819
• PubChem CID: 71751336

CALCULATED PROPERTIES

• Acid pKa: 13.563754
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.9116492
• LogD (pH = 7.4): 3.6618884
• Log P: 4.283158
• Molar Refractivity: 121.2579 cm^3
• Polarizability: 44.78873 Å^3
• Polar Surface Area: 44.81 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 246-248°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O667500

An analogue of Aripiprazole, a selective dopamine D2-receptor antagonist with dopamine autoreceptor agonist activity.

REFERENCES

• Kikuchi T., et al.: Pharmacol. Exp. Ther. 274, 1, 329 (1995)