6-hydroxy-8-{4-[4-(pyrimidin-2-yl)piperazin-1-yl](2H8)butyl}-8-azaspiro[4.5]decane-7,9-dione

• ChemBase ID: 170303
• Molecular Formular: C21H31N5O3
• Molecular Mass: 401.50254
• Monoisotopic Mass: 401.24268988
• SMILES: N1(CCN(CC1)CCCCN1C(=O)CC2(C(C1=O)O)CCCC2)c1ncccn1
• Canonical SMILES: O=C1CC2(CCCC2)C(C(=O)N1CCCCN1CCN(CC1)c1ncccn1)O
• InChI: InChI=1S/C21H31N5O3/c27-17-16-21(6-1-2-7-21)18(28)19(29)26(17)11-4-3-10-24-12-14-25(15-13-24)20-22-8-5-9-23-20/h5,8-9,18,28H,1-4,6-7,10-16H2
• InChIKey: KOZNAHJIJGCFJJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-hydroxy-8-{4-[4-(pyrimidin-2-yl)piperazin-1-yl](^2H₈)butyl}-8-azaspiro[4.5]decane-7,9-dione
• IUPAC Traditional name: 6-hydroxy-8-{4-[4-(pyrimidin-2-yl)piperazin-1-yl](^2H₈)butyl}-8-azaspiro[4.5]decane-7,9-dione
• Synonyms: 6-Hydroxy-8-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl-d8]-8-azaspiro[4.5]decane-7,9-dione; 6’-Hydroxybuspirone-d8; BMY 28674-d8; 6-Hydroxy Buspirone-d8

Database IDs

• CAS Number: 1189644-16-3
• PubChem SID: 164226213
• PubChem CID: 46781736

CALCULATED PROPERTIES

• Acid pKa: 12.661553
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -1.0447057
• LogD (pH = 7.4): 0.6366341
• Log P: 1.0615747
• Molar Refractivity: 110.2288 cm^3
• Polarizability: 42.258514 Å^3
• Polar Surface Area: 89.87 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White to Off-White Solid
• Melting Point: 98-102°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H830802

It is a major active labelled 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)