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

• ChemBase ID: 133436
• Molecular Formular: C21H32ClN5O2
• Molecular Mass: 421.96408
• Monoisotopic Mass: 421.22445297
• SMILES: c1cnc(nc1)N1CCN(CC1)CCCCN1C(=O)CC2(CCCC2)CC1=O.Cl
• Canonical SMILES: O=C1CC2(CCCC2)CC(=O)N1CCCCN1CCN(CC1)c1ncccn1.Cl
• InChI: InChI=1S/C21H31N5O2.ClH/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;1H
• InChIKey: RICLFGYGYQXUFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 33386-08-2
• EC Number: 251-489-4
• MDL Number: MFCD00078569
• PubChem SID: 162227713; 24278079
• PubChem CID: 36431

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: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 184 - 186°C; 198-202°C
• Hydrophobicity(logP): 2.185

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others
• Gene Information: human ... HTR1A(3350)

Product Information

• Purity: 95%
• Salt Data: hydrochloride

DETAILS

Sigma Aldrich - B7148

Biochem/physiol Actions
5-HT1A serotonin receptor agonist; anxiolytic.

Toronto Research Chemicals - B689850

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)