2-(4-{2-thia-9-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}piperazin-1-yl)ethan-1-ol

• ChemBase ID: 177255
• Molecular Formular: C19H21N3OS
• Molecular Mass: 339.45454
• Monoisotopic Mass: 339.14053331
• SMILES: N1=C(c2c(Sc3c1cccc3)cccc2)N1CCN(CC1)CCO
• Canonical SMILES: OCCN1CCN(CC1)C1=Nc2ccccc2Sc2c1cccc2
• InChI: InChI=1S/C19H21N3OS/c23-14-13-21-9-11-22(12-10-21)19-15-5-1-3-7-17(15)24-18-8-4-2-6-16(18)20-19/h1-8,23H,9-14H2
• InChIKey: OFLMIXVKBNAUIB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{2-thia-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}piperazin-1-yl)ethan-1-ol
• IUPAC Traditional name: 2-(4-{2-thia-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}piperazin-1-yl)ethanol
• Synonyms: 4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazineethanol Hydrochloride; Quetiapine Hydroxy Impurity Dihydrochloride Salt

Database IDs

• CAS Number: 329218-14-6
• PubChem SID: 164233165
• PubChem CID: 10807021

CALCULATED PROPERTIES

• Acid pKa: 15.593097
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.2255821
• LogD (pH = 7.4): 2.670362
• Log P: 2.854918
• Molar Refractivity: 103.0419 cm^3
• Polarizability: 38.37953 Å^3
• Polar Surface Area: 39.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 202-211°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - Q510010

An impurity of Quetiapine (Q510000).

REFERENCES

• Warawa, E., et al.: J. Med. Chem., 44, 372 (2001)
• Grimm, S., et al.: Brit. J. Clin. Pharmacol., 61, 58 (2001)