8-{4-[4-(5-hydroxypyrimidin-2-yl)piperazin-1-yl]butyl}-8-azaspiro[4.5]decane-7,9-dione

• ChemBase ID: 170300
• Molecular Formular: C21H31N5O3
• Molecular Mass: 401.50254
• Monoisotopic Mass: 401.24268988
• SMILES: N1(CCN(CC1)CCCCN1C(=O)CC2(CC1=O)CCCC2)c1ncc(cn1)O
• Canonical SMILES: Oc1cnc(nc1)N1CCN(CC1)CCCCN1C(=O)CC2(CC1=O)CCCC2
• InChI: InChI=1S/C21H31N5O3/c27-17-15-22-20(23-16-17)25-11-9-24(10-12-25)7-3-4-8-26-18(28)13-21(14-19(26)29)5-1-2-6-21/h15-16,27H,1-14H2
• InChIKey: WKAUDMPUKWYRBF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-{4-[4-(5-hydroxypyrimidin-2-yl)piperazin-1-yl]butyl}-8-azaspiro[4.5]decane-7,9-dione
• IUPAC Traditional name: 8-{4-[4-(5-hydroxypyrimidin-2-yl)piperazin-1-yl]butyl}-8-azaspiro[4.5]decane-7,9-dione
• Synonyms: 8-[4-[4-(5-Hydroxy-2-pyrimidinyl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione; 5-Hydroxy Buspirone

Database IDs

• CAS Number: 105496-33-1
• PubChem SID: 164226210
• PubChem CID: 59964599

CALCULATED PROPERTIES

• Acid pKa: 9.430838
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -0.6036381
• LogD (pH = 7.4): 1.0508907
• Log P: 1.2922727
• Molar Refractivity: 110.8715 cm^3
• Polarizability: 42.246284 Å^3
• Polar Surface Area: 89.87 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 45-48°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H830795

A metabolite of Buspirone (B689850).

REFERENCES

• Rabiner, E., et al.: Nucl. Med. Biol., 27, 509 (2000)
• Zhu, M., et al.: Drug Metab. Dispos., 33, 500 (2000)
• Dockens, R., et al.: J. Clin. Pharmacol., 46, 1308 (2000)
• Wong, H., et al.: Drug Metab. Dispos., 35, 1387 (2000)