8-{4-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]butyl}-8-azaspiro[4.5]decane-7,9-dione hydrochloride

• ChemBase ID: 178664
• Molecular Formular: C24H33ClN4O2S
• Molecular Mass: 477.06242
• Monoisotopic Mass: 476.201275
• SMILES: c1ccc2c(c1)snc2N1CCN(CC1)CCCCN1C(=O)CC2(CC1=O)CCCC2.Cl
• Canonical SMILES: O=C1CC2(CCCC2)CC(=O)N1CCCCN1CCN(CC1)c1nsc2c1cccc2.Cl
• InChI: InChI=1S/C24H32N4O2S.ClH/c29-21-17-24(9-3-4-10-24)18-22(30)28(21)12-6-5-11-26-13-15-27(16-14-26)23-19-7-1-2-8-20(19)31-25-23;/h1-2,7-8H,3-6,9-18H2;1H
• InChIKey: RYAWYTKDKQCORF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-{4-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]butyl}-8-azaspiro[4.5]decane-7,9-dione hydrochloride
• IUPAC Traditional name: 8-{4-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]butyl}-8-azaspiro[4.5]decane-7,9-dione hydrochloride
• Synonyms: 8-[4-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione Hydrochloride; BMY 13859; BMY 13859-1; MJ 13859-1; Tiaspirone Hydrochloride; Tiospirone Hydrochloride

Database IDs

• CAS Number: 87691-92-7
• PubChem SID: 164234574
• PubChem CID: 55751

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.4715681
• LogD (pH = 7.4): 3.1851003
• Log P: 3.6811113
• Molar Refractivity: 124.7691 cm^3
• Polarizability: 48.67793 Å^3
• Polar Surface Area: 56.75 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T444810

Tiospirone is an atypical antipsychotic agent. Tiospirone is used in the treatment of schizophrenia.Tiospirone acts as a 5-HT1A receptor partial agonist, 5-HT2A, 5-HT2C, and 5-HT7 receptor inverse agonist, and D2, D4, and α1-adrenergic receptor antagonist

REFERENCES

• Weiner, D.M. et al.: J. Pharmacol. Exp. Therap., 299, 268 (2001)
• Rauly-Lestienne, I. et al.: Naun.-Schmeid. Arch. Pharmacol., 376, 93 (2001)
• White, F.J. et al.: Neuropharmacology, 25, 995 (2001)