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

• ChemBase ID: 175910
• Molecular Formular: C23H28BrN3O2
• Molecular Mass: 458.39132
• Monoisotopic Mass: 457.13648915
• SMILES: c1ccc(c(c1)N1CCN(CC1)CCCCOc1ccc2c(c1)NC(=O)CC2)Br
• Canonical SMILES: O=C1CCc2c(N1)cc(cc2)OCCCCN1CCN(CC1)c1ccccc1Br
• InChI: InChI=1S/C23H28BrN3O2/c24-20-5-1-2-6-22(20)27-14-12-26(13-15-27)11-3-4-16-29-19-9-7-18-8-10-23(28)25-21(18)17-19/h1-2,5-7,9,17H,3-4,8,10-16H2,(H,25,28)
• InChIKey: BRNJRGYNAGBQRV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{4-[4-(2-bromophenyl)piperazin-1-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC Traditional name: 7-{4-[4-(2-bromophenyl)piperazin-1-yl]butoxy}-3,4-dihydro-1H-quinolin-2-one
• Synonyms: 7-[4-[4-(2-Bromophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone; OPC 14714

Database IDs

• CAS Number: 203395-84-0
• PubChem SID: 164231820
• PubChem CID: 10790052

CALCULATED PROPERTIES

• Acid pKa: 13.512109
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.861115
• LogD (pH = 7.4): 4.287117
• Log P: 4.461907
• Molar Refractivity: 122.3496 cm^3
• Polarizability: 45.963696 Å^3
• Polar Surface Area: 44.81 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O667600

A novel antipsychotic agents with dopamine autoreceptor agonist properties.

REFERENCES

• Simpson, G., et al.: Drugs, 1981, 21, 138 (1981)
• Banno, K., et al.: Chem. Pharm. Bull., 36, 4377 (1981)
• Momiyama, T., et al.: Life Sci., 47, 761 (1981)
• Caprathe, B., et al.: J. Med. Chem., 34, 2736 (1981)