ethyl 4-{7,13-dichloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidine-1-carboxylate

• ChemBase ID: 164343
• Molecular Formular: C22H22Cl2N2O2
• Molecular Mass: 417.32828
• Monoisotopic Mass: 416.10583331
• SMILES: C1Cc2c(C(=C3CCN(CC3)C(=O)OCC)c3c1c(ccn3)Cl)ccc(c2)Cl
• Canonical SMILES: CCOC(=O)N1CCC(=C2c3ccc(cc3CCc3c2nccc3Cl)Cl)CC1
• InChI: InChI=1S/C22H22Cl2N2O2/c1-2-28-22(27)26-11-8-14(9-12-26)20-17-6-4-16(23)13-15(17)3-5-18-19(24)7-10-25-21(18)20/h4,6-7,10,13H,2-3,5,8-9,11-12H2,1H3
• InChIKey: LOTMYBFPXGPIDD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-{7,13-dichloro-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-{7,13-dichloro-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-(4,8-Dichloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylic Acid Ethyl Ester; 4-Chloro Loratadine

Database IDs

• CAS Number: 165739-83-3
• PubChem SID: 162258478
• PubChem CID: 22621927

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.156052
• LogD (pH = 7.4): 5.1585913
• Log P: 5.158624
• Molar Refractivity: 121.7817 cm^3
• Polarizability: 43.142326 Å^3
• Polar Surface Area: 42.43 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C366975

4-Chloro Loratadine is an impurity of Loratadine (L469575).

REFERENCES

• Zhong, D., et al.: Pharmazie, 49, 736 (1994)
• Squella, J., et al.: Talanta, 43, 2029 (1994)
• Ruperez, F., et al.: J. Pharm. Biomed. Anal., 29, 35 (1994)