10-(piperazin-1-yl)-2-thia-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,9,12,14-heptaene

• ChemBase ID: 53275
• Molecular Formular: C17H17N3S
• Molecular Mass: 295.40198
• Monoisotopic Mass: 295.11431856
• SMILES: c1ccc2c(c1)N=C(c1c(S2)cccc1)N1CCNCC1
• Canonical SMILES: N1CCN(CC1)C1=Nc2ccccc2Sc2c1cccc2
• InChI: InChI=1S/C17H17N3S/c1-3-7-15-13(5-1)17(20-11-9-18-10-12-20)19-14-6-2-4-8-16(14)21-15/h1-8,18H,9-12H2
• InChIKey: JLOAJISUHPIQOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-(piperazin-1-yl)-2-thia-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,9,12,14-heptaene; 10-(piperazin-1-yl)-2-thia-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
• IUPAC Traditional name: 10-(piperazin-1-yl)-2-thia-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,9,12,14-heptaene; 10-(piperazin-1-yl)-2-thia-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
• Synonyms: 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine; 11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine, Dihydrochloride, DBTP,; N-Des[2-(2-hydroxyethoxy)ethyl] Quetiapine Dihydrochloride

Database IDs

• CAS Number: 111974-74-4; 5747-48-8
• MDL Number: MFCD09835366
• PubChem SID: 162058038
• PubChem CID: 11369918

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.18002224
• LogD (pH = 7.4): 1.7266085
• Log P: 3.161972
• Molar Refractivity: 91.4549 cm^3
• Polarizability: 34.093166 Å^3
• Polar Surface Area: 27.63 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale-Yellow Solid
• Melting Point: 287-292°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - D288740

A metabolite of Quetiapine, a Benzothiazepine with mixed serotonin and dopamine receptor antagonistic properties used as an antipsychotic.

REFERENCES

• DeVane, C., et al.: Clin. Pharmacokinet., 40, 509 (2001)
• Lin, S., et al.: J. Anal. Toxicol., 28, 443 (2001)
• Zhou, S., et al.: Curr. Drug Metab., 5, 415 (2001)
• Grimm, S., et al.: Br. J. Clin. Pharmacol., 61, 58 (2001)