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

• ChemBase ID: 165512
• Molecular Formular: C19H19ClN2
• Molecular Mass: 310.82056
• Monoisotopic Mass: 310.1236763
• SMILES: C1(=C2CCNCC2)c2c(CCc3c1nccc3)c(ccc2)Cl
• Canonical SMILES: Clc1cccc2c1CCc1c(C2=C2CCNCC2)nccc1
• InChI: InChI=1S/C19H19ClN2/c20-17-5-1-4-16-15(17)7-6-14-3-2-10-22-19(14)18(16)13-8-11-21-12-9-13/h1-5,10,21H,6-9,11-12H2
• InChIKey: RAGPAPRPCPCTQO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-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: 12-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• Synonyms: 7-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; 8-Dechloro-7-chloro Desloratadine

Database IDs

• PubChem SID: 162259645
• PubChem CID: 71315239

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.7419122
• LogD (pH = 7.4): 1.6871067
• Log P: 3.968538
• Molar Refractivity: 101.0388 cm^3
• Polarizability: 35.370483 Å^3
• Polar Surface Area: 24.92 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D226275

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)