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

• ChemBase ID: 163111
• Molecular Formular: C22H35N5O2
• Molecular Mass: 401.5456
• Monoisotopic Mass: 401.27907539
• SMILES: N1(CCN(CC1)CCCCN1C(=O)CC2(CC1=O)CCCC2)c1ncccn1.C
• Canonical SMILES: O=C1CC2(CCCC2)CC(=O)N1CCCCN1CCN(CC1)c1ncccn1.C
• InChI: InChI=1S/C21H31N5O2.CH4/c27-18-16-21(6-1-2-7-21)17-19(28)26(18)11-4-3-10-24-12-14-25(15-13-24)20-22-8-5-9-23-20;/h5,8-9H,1-4,6-7,10-17H2;1H4
• InChIKey: IRPMPNGGEZSMJH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-{4-[4-(pyrimidin-2-yl)piperazin-1-yl](^2H₈)butyl}-8-azaspiro[4.5]decane-7,9-dione; methane
• IUPAC Traditional name: 8-{4-[4-(pyrimidin-2-yl)piperazin-1-yl](^2H₈)butyl}-8-azaspiro[4.5]decane-7,9-dione; methane
• Synonyms: 8-[4-[4-(2-Pyrimidinyl)-1-piperazinyl]butyl-d8]-8-azaspiro[4.5]decane-7,9-dione Dihydrochloride; Ansial-d8 Dihydrochloride; Ansiced-d8 Dihydrochloride; Axoren-d8 Dihydrochloride; Bespar-d8 Dihydrochloride; Buspar-d8 Dihydrochloride; Narol-d8 Dihydrochloride; Buspirone-d8 Dihydrochloride

Database IDs

• PubChem SID: 162257246
• PubChem CID: 71314309

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.32954732
• LogD (pH = 7.4): 1.351795
• Log P: 1.7767332
• Molar Refractivity: 108.8906 cm^3
• Polarizability: 41.61726 Å^3
• Polar Surface Area: 69.64 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 198-200°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B689852

Non-benzodiazepine anxiolytic; 5-hydroxytryptamine (5-HT1) receptor agonist.

REFERENCES

• Wu, Y.H., et al.: J. Med. Chem., 15, 477 (1972)
• Allen, L.E., et al.: Arzneim.-Forsch., 24, 917 (1972)
• Goa, K.L., et al.: Drugs, 32, 114 (1972)