(2R,6S)-4-{4-[4-(pyrimidin-2-yl)piperazin-1-yl]butyl}-4-azatricyclo[5.2.1.02,6]decane-3,5-dione

• ChemBase ID: 178070
• Molecular Formular: C21H29N5O2
• Molecular Mass: 383.48726
• Monoisotopic Mass: 383.23212519
• SMILES: C1C2[C@H]3[C@@H](C(C1)C2)C(=O)N(C3=O)CCCCN1CCN(CC1)c1ncccn1
• Canonical SMILES: O=C1N(CCCCN2CCN(CC2)c2ncccn2)C(=O)[C@@H]2[C@H]1C1CCC2C1
• InChI: InChI=1S/C21H29N5O2/c27-19-17-15-4-5-16(14-15)18(17)20(28)26(19)9-2-1-8-24-10-12-25(13-11-24)21-22-6-3-7-23-21/h3,6-7,15-18H,1-2,4-5,8-14H2/t15?,16?,17-,18+
• InChIKey: CEIJFEGBUDEYSX-OWCVQMPJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6S)-4-{4-[4-(pyrimidin-2-yl)piperazin-1-yl]butyl}-4-azatricyclo[5.2.1.0^2,^6]decane-3,5-dione
• IUPAC Traditional name: (2R,6S)-4-{4-[4-(pyrimidin-2-yl)piperazin-1-yl]butyl}-4-azatricyclo[5.2.1.0^2,^6]decane-3,5-dione
• Synonyms: (3aR,4S,7R,7aS)-rel-Hexahydro-2-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-4,7-methano-1H-isoindole-1,3(2H)-dione; (3aα,4β,7β,7aα)-Hexahydro-2-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-4,7-methano-1H-isoindole-1,3(2H)-dione; Tandospirone

Database IDs

• CAS Number: 87760-53-0
• PubChem SID: 164233980
• PubChem CID: 9959846

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.609466
• LogD (pH = 7.4): 1.0718763
• Log P: 1.4968145
• Molar Refractivity: 107.1089 cm^3
• Polarizability: 40.89443 Å^3
• Polar Surface Area: 69.64 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T006430

Tandospirone is a 5HT1A receptor partial agonist. Studies indicate that tandospirone significantly reduces haloperidol-induced bradykinesia in a dose dependent manner. The potency of Tandospirone is equal to that of buspirone and approximate one-half that

REFERENCES

• Seymour, P.A., et al.: Prog. Clin. Biol. Res., 361, 453 (1990)
• Evans, S.M., et al.: J. Pharmacol. Exp. Ther., 271, 683 (1990)