13-chloro-2-[1-({5-[(4-{13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}(2,2,6,6-2H4)piperidin-1-yl)methyl]pyridin-3-yl}methyl)(2,2,6,6-2H4)piperidin-4-ylidene]-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene

• ChemBase ID: 166344
• Molecular Formular: C45H43Cl2N5
• Molecular Mass: 724.76242
• Monoisotopic Mass: 723.28955176
• SMILES: C1Cc2c(/C(=C/3\CCN(CC3)Cc3cncc(c3)CN3CC/C(=C/4\c5c(CCc6c4ccc(c6)Cl)cccn5)/CC3)/c3c1cc(cc3)Cl)nccc2
• Canonical SMILES: Clc1ccc2c(c1)CCc1c(/C/2=C/2\CCN(CC2)Cc2cncc(c2)CN2CC/C(=C/3\c4ccc(cc4CCc4c3nccc4)Cl)/CC2)nccc1
• InChI: InChI=1S/C45H43Cl2N5/c46-38-9-11-40-36(24-38)7-5-34-3-1-17-49-44(34)42(40)32-13-19-51(20-14-32)28-30-23-31(27-48-26-30)29-52-21-15-33(16-22-52)43-41-12-10-39(47)25-37(41)8-6-35-4-2-18-50-45(35)43/h1-4,9-12,17-18,23-27H,5-8,13-16,19-22,28-29H2
• InChIKey: QMAUPLJMOVSLAU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-chloro-2-[1-({5-[(4-{13-chloro-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)piperidin-1-yl)methyl]pyridin-3-yl}methyl)(2,2,6,6-^2H₄)piperidin-4-ylidene]-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• IUPAC Traditional name: 13-chloro-2-[1-({5-[(4-{13-chloro-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)piperidin-1-yl)methyl]pyridin-3-yl}methyl)(2,2,6,6-^2H₄)piperidin-4-ylidene]-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• Synonyms: 11,11'-[3,5-Pyridinediylbis(methylene-1,4-piperidinediyl)]bis[8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine-d8; Rupatadine Impurity C-d8; 5'-[(Desloratidine)methyl] Rupatadine-d8

Database IDs

• PubChem SID: 162260477
• PubChem CID: 71315698

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 5.6566224
• LogD (pH = 7.4): 8.505419
• Log P: 8.9612
• Molar Refractivity: 233.6773 cm^3
• Polarizability: 82.38817 Å^3
• Polar Surface Area: 45.15 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D290272

Labelled analogue of 5’-[(Desloratidine)methyl] Rupatadine is an impurity of the antihistaminic drug Rupatadine (R701650).

REFERENCES

• Wang, H. et al.: Yao. Fen. Zaz., 29, 791 (2009)