ethyl 4-{14-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidine-1-carboxylate

• ChemBase ID: 165517
• Molecular Formular: C22H23ClN2O2
• Molecular Mass: 382.88322
• Monoisotopic Mass: 382.14480567
• SMILES: C1Cc2c(C(=C3CCN(CC3)C(=O)OCC)c3c1cccn3)cc(cc2)Cl
• Canonical SMILES: CCOC(=O)N1CCC(=C2c3ncccc3CCc3c2cc(Cl)cc3)CC1
• InChI: InChI=1S/C22H23ClN2O2/c1-2-27-22(26)25-12-9-16(10-13-25)20-19-14-18(23)8-7-15(19)5-6-17-4-3-11-24-21(17)20/h3-4,7-8,11,14H,2,5-6,9-10,12-13H2,1H3
• InChIKey: BTRWFDJXJHWGSK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-{14-chloro-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidine-1-carboxylate
• IUPAC Traditional name: ethyl 4-{14-chloro-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidine-1-carboxylate
• Synonyms: 4-(9-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylic Acid Ethyl Ester; Ethyl 4-(9-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxyate; 8-Dechloro-9-chloro Loratadine

Database IDs

• CAS Number: 109537-11-3
• PubChem SID: 162259650
• PubChem CID: 13661007

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.5274153
• LogD (pH = 7.4): 4.554226
• Log P: 4.5545793
• Molar Refractivity: 116.9769 cm^3
• Polarizability: 41.25242 Å^3
• Polar Surface Area: 42.43 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D226330

Loratadine (L469575) impurity.

REFERENCES

• Bruttmann, G., et al.: J. Allergy Clin. Immunol., 83, 411 (1989)
• Haria, M., et al.: Drugs, 48, 617 (1994)