4-{13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidin-1-ol

• ChemBase ID: 166342
• Molecular Formular: C19H19ClN2O
• Molecular Mass: 326.81996
• Monoisotopic Mass: 326.11859092
• SMILES: C1(=C2CCN(CC2)O)c2c(CCc3c1nccc3)cc(cc2)Cl
• Canonical SMILES: ON1CCC(=C2c3ccc(cc3CCc3c2nccc3)Cl)CC1
• InChI: InChI=1S/C19H19ClN2O/c20-16-5-6-17-15(12-16)4-3-14-2-1-9-21-19(14)18(17)13-7-10-22(23)11-8-13/h1-2,5-6,9,12,23H,3-4,7-8,10-11H2
• InChIKey: AMIBINHLAUROKH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{13-chloro-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidin-1-ol
• IUPAC Traditional name: 4-{13-chloro-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidin-1-ol
• Synonyms: 8-Chloro-6,11-dihydro-11-(1-hydroxy-4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; Desloratadine N-Hydroxypiperidine

Database IDs

• CAS Number: 1193725-73-3
• PubChem SID: 162260475
• PubChem CID: 53650487

CALCULATED PROPERTIES

• Acid pKa: 15.573262
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.558926
• LogD (pH = 7.4): 3.5863287
• Log P: 3.5866902
• Molar Refractivity: 102.8034 cm^3
• Polarizability: 35.975025 Å^3
• Polar Surface Area: 36.36 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Tan Solid
• Melting Point: >165°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - D290265

A related compound of Desloratadine (D290250).

REFERENCES

• Krishna, K., et al.: J. Pharm. Biomed. Anal., 32, 29 (2003)
• Qi, M., et al.: J. Pharm. Biomed. Anal., 38, 355 (2003)