13-chloro-2-(1-methylpiperidin-4-yl)-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ol

• ChemBase ID: 170474
• Molecular Formular: C20H23ClN2O
• Molecular Mass: 342.86242
• Monoisotopic Mass: 342.14989105
• SMILES: C1Cc2c(C(c3c1cccn3)(C1CCN(CC1)C)O)ccc(c2)Cl
• Canonical SMILES: CN1CCC(CC1)C1(O)c2ccc(cc2CCc2c1nccc2)Cl
• InChI: InChI=1S/C20H23ClN2O/c1-23-11-8-16(9-12-23)20(24)18-7-6-17(21)13-15(18)5-4-14-3-2-10-22-19(14)20/h2-3,6-7,10,13,16,24H,4-5,8-9,11-12H2,1H3
• InChIKey: HSLLZISLOQPUNP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-chloro-2-(1-methylpiperidin-4-yl)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ol
• IUPAC Traditional name: 13-chloro-2-(1-methylpiperidin-4-yl)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ol
• Synonyms: 8-Chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol; 11-Hydroxy-N-methyl Dihydro Loratadine

Database IDs

• CAS Number: 38089-93-9
• PubChem SID: 164226384
• PubChem CID: 11961794

CALCULATED PROPERTIES

• Acid pKa: 12.586921
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.7266456
• LogD (pH = 7.4): 2.510964
• Log P: 3.5979316
• Molar Refractivity: 98.0725 cm^3
• Polarizability: 37.97944 Å^3
• Polar Surface Area: 36.36 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H941375

11-Hydroxy-N-methyl Dihydroloratadine 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)