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

• ChemBase ID: 165519
• Molecular Formular: C20H21ClN2
• Molecular Mass: 324.84714
• Monoisotopic Mass: 324.13932636
• SMILES: C1(=C2CCN(CC2)C)c2c(CCc3c1nccc3)c(ccc2)Cl
• Canonical SMILES: CN1CCC(=C2c3cccc(c3CCc3c2nccc3)Cl)CC1
• InChI: InChI=1S/C20H21ClN2/c1-23-12-9-14(10-13-23)19-17-5-2-6-18(21)16(17)8-7-15-4-3-11-22-20(15)19/h2-6,11H,7-10,12-13H2,1H3
• InChIKey: NCLUNMSJAAFQSD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-chloro-2-(1-methylpiperidin-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-(1-methylpiperidin-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-(1-methyl-4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; 8-Dechloro-7-chloro-N-methyl Desloratadine

Database IDs

• PubChem SID: 162259652
• PubChem CID: 71315243

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.9990745
• LogD (pH = 7.4): 3.7580051
• Log P: 4.351586
• Molar Refractivity: 106.3335 cm^3
• Polarizability: 37.21555 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D226350

Loratadine (L469575) Impurity. An isomer of N-Methyl Desloratadine (M316500).

REFERENCES

• Zhong, D., et al.: Pharmazie, 49, 736 (1994)
• Ruperez, F., et al.: J. Pharm. Biomed. Anal., 29, 35 (1994)