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

• ChemBase ID: 165513
• Molecular Formular: C19H19ClN2
• Molecular Mass: 310.82056
• Monoisotopic Mass: 310.1236763
• SMILES: C1(=C2CCNCC2)c2c(CCc3c1nccc3)ccc(c2)Cl
• Canonical SMILES: Clc1ccc2c(c1)C(=C1CCNCC1)c1ncccc1CC2
• InChI: InChI=1S/C19H19ClN2/c20-16-6-5-13-3-4-15-2-1-9-22-19(15)18(17(13)12-16)14-7-10-21-11-8-14/h1-2,5-6,9,12,21H,3-4,7-8,10-11H2
• InChIKey: XGJJLWDKUCVCNM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 14-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: 14-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• Synonyms: 9-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; 8-Dechloro-9-chloro Desloratadine

Database IDs

• CAS Number: 117811-13-9
• PubChem SID: 162259646
• PubChem CID: 10244913

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.7419156
• LogD (pH = 7.4): 1.6871067
• Log P: 3.968538
• Molar Refractivity: 101.0388 cm^3
• Polarizability: 35.367226 Å^3
• Polar Surface Area: 24.92 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D226280

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

REFERENCES

• Piwinski, J.J. et al.: J. Med. Chem., 34, 457 (1991)
• Kreutner, W., et al.: Arzneimittel-Forsch., 50, 345 (1991)
• Salmun, L.M., et al.: Clin. Ther., 22, 613 (1991)