15-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene

• ChemBase ID: 165514
• Molecular Formular: C19H19ClN2
• Molecular Mass: 310.82056
• Monoisotopic Mass: 310.1236763
• SMILES: C1(=C2CCNCC2)c2c(CCc3c1nccc3)cccc2Cl
• Canonical SMILES: Clc1cccc2c1C(=C1CCNCC1)c1ncccc1CC2
• InChI: InChI=1S/C19H19ClN2/c20-16-5-1-3-13-6-7-15-4-2-10-22-19(15)18(17(13)16)14-8-11-21-12-9-14/h1-5,10,21H,6-9,11-12H2
• InChIKey: WJPZKJWIORQGMT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 15-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• IUPAC Traditional name: 15-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• Synonyms: 10-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; 8-Dechloro-10-chloro Desloratadine

Database IDs

• PubChem SID: 162259647
• PubChem CID: 71315240

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.7451465
• LogD (pH = 7.4): 1.6871505
• Log P: 3.968538
• Molar Refractivity: 101.0388 cm^3
• Polarizability: 35.378273 Å^3
• Polar Surface Area: 24.92 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D226285

An impurity of Desloratadine (D290750); an active metabolite of Loratadine (L469575).

REFERENCES

• Kreutner, W., et al.: Arzneimittel-Forsch., 50, 345 (2000)
• Salmun, L.M., et al.: Clin. Ther., 22, 613 (2000)