6-chloro-10-[(2,2,3,3,5,5,6,6-2H8)piperazin-1-yl]-2,9-diazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene

• ChemBase ID: 166489
• Molecular Formular: C17H17ClN4
• Molecular Mass: 312.79668
• Monoisotopic Mass: 312.11417424
• SMILES: N1c2c(C(=Nc3c1ccc(c3)Cl)N1CCNCC1)cccc2
• Canonical SMILES: Clc1ccc2c(c1)N=C(N1CCNCC1)c1c(N2)cccc1
• InChI: InChI=1S/C17H17ClN4/c18-12-5-6-15-16(11-12)21-17(22-9-7-19-8-10-22)13-3-1-2-4-14(13)20-15/h1-6,11,19-20H,7-10H2
• InChIKey: JNNOSTQEZICQQP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-10-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]-2,9-diazatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
• IUPAC Traditional name: 6-chloro-10-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]-2,9-diazatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
• Synonyms: 8-Chloro-11-(1-piperazinyl-d8)-5H-dibenzo[B,E][1,4]diazepine; N-Desmethyl Clozapine-d8

Database IDs

• PubChem SID: 162260622
• PubChem CID: 45038881

CALCULATED PROPERTIES

• Acid pKa: 15.900137
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.02458695
• LogD (pH = 7.4): 1.5816934
• Log P: 3.017193
• Molar Refractivity: 92.0618 cm^3
• Polarizability: 34.018745 Å^3
• Polar Surface Area: 39.66 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol
• Apperance: Yellow Solid
• Melting Point: 102-104°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D292002

A major labelled metabolite of clozapine. A potent and selective 5-HT2C serotonin receptor antogonist.

REFERENCES

• Kuoppamaki, M. et al.: Eur. J. Pharm. Mol. Pharm. Sect., 245, 179 (1993)
• Olessen, O.V., et al.: J. Chromatog., 622, 39 (1993)
• Pirmohamed, M., et al.: J. Pharmacol. Exp. Ther., 272, 984 (1995)