ethyl 4-{13-chloro-6-hydroxy-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}(2,2,6,6-2H4)piperidine-1-carboxylate

• ChemBase ID: 170708
• Molecular Formular: C22H23ClN2O3
• Molecular Mass: 398.88262
• Monoisotopic Mass: 398.13972029
• SMILES: C1(=C2CCN(CC2)C(=O)OCC)c2c(CCc3c1ncc(c3)O)cc(cc2)Cl
• Canonical SMILES: CCOC(=O)N1CCC(=C2c3ccc(cc3CCc3c2ncc(c3)O)Cl)CC1
• InChI: InChI=1S/C22H23ClN2O3/c1-2-28-22(27)25-9-7-14(8-10-25)20-19-6-5-17(23)11-15(19)3-4-16-12-18(26)13-24-21(16)20/h5-6,11-13,26H,2-4,7-10H2,1H3
• InChIKey: KCVVQHZYLIQAEG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-{13-chloro-6-hydroxy-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}(2,2,6,6-^2H₄)piperidine-1-carboxylate
• IUPAC Traditional name: ethyl 4-{13-chloro-6-hydroxy-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}(2,2,6,6-^2H₄)piperidine-1-carboxylate
• Synonyms: 4-(8-Chloro-5,6-dihydro-3-hydroxy-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidine-d4-carboxylic Acid Ethyl Ester; 3-Hydroxy Loratadine-D4

Database IDs

• PubChem SID: 164226618
• PubChem CID: 46781820

CALCULATED PROPERTIES

• Acid pKa: 8.875885
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.225193
• LogD (pH = 7.4): 4.236642
• Log P: 4.2510138
• Molar Refractivity: 118.9578 cm^3
• Polarizability: 41.87254 Å^3
• Polar Surface Area: 62.66 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Brown Oil

DETAILS

Toronto Research Chemicals - H943872

An intermediate for the preparation of 3-Hydroxy Desloratadine.