13-chloro-2-(piperidin-4-ylidene)(5-2H)-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-4-ium-4-olate

• ChemBase ID: 166341
• Molecular Formular: C19H19ClN2O
• Molecular Mass: 326.81996
• Monoisotopic Mass: 326.11859092
• SMILES: C1(=C2CCNCC2)c2c(CCc3c1[n+](ccc3)[O-])cc(cc2)Cl
• Canonical SMILES: Clc1ccc2c(c1)CCc1c(C2=C2CCNCC2)[n+]([O-])ccc1
• InChI: InChI=1S/C19H19ClN2O/c20-16-5-6-17-15(12-16)4-3-14-2-1-11-22(23)19(14)18(17)13-7-9-21-10-8-13/h1-2,5-6,11-12,21H,3-4,7-10H2
• InChIKey: ZTRQZDOHUHWANO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-chloro-2-(piperidin-4-ylidene)(5-^2H)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-4-ium-4-olate
• IUPAC Traditional name: 13-chloro-2-(piperidin-4-ylidene)(5-^2H)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-4-ium-4-olate
• Synonyms: 8-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine-d 1-Oxide; Desloratadine-d1 N-Oxide

Database IDs

• PubChem SID: 162260474
• PubChem CID: 71315696

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.43935314
• LogD (pH = 7.4): 0.47904146
• Log P: 2.7601187
• Molar Refractivity: 104.9463 cm^3
• Polarizability: 35.82434 Å^3
• Polar Surface Area: 37.49 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - D290262

A labelled degradation product of Desloratadine. Desloratadine impurity.

REFERENCES

• ,Billah., et al.: Lipids, 26, 1172 (1991)
• Piwinski., et al.: J. Med. Chem., 34(1991)
• 457 (1991)