13-bromo-2-(1-methylpiperidin-4-ylidene)-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene

• ChemBase ID: 166064
• Molecular Formular: C20H21BrN2
• Molecular Mass: 369.29814
• Monoisotopic Mass: 368.08881068
• SMILES: C1Cc2c(C(=C3CCN(CC3)C)c3c1cccn3)ccc(c2)Br
• Canonical SMILES: CN1CCC(=C2c3ccc(cc3CCc3c2nccc3)Br)CC1
• InChI: InChI=1S/C20H21BrN2/c1-23-11-8-14(9-12-23)19-18-7-6-17(21)13-16(18)5-4-15-3-2-10-22-20(15)19/h2-3,6-7,10,13H,4-5,8-9,11-12H2,1H3
• InChIKey: KJSNJESAJZNSSK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-bromo-2-(1-methylpiperidin-4-ylidene)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• IUPAC Traditional name: 13-bromo-2-(1-methylpiperidin-4-ylidene)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• Synonyms: 8-Bromo-6,11-dihydro-11-(1-methyl-4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; 8-Deschloro-8-bromo-N-methyl Desloratadine

Database IDs

• CAS Number: 130642-57-8
• PubChem SID: 162260197
• PubChem CID: 14885599

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.1374054
• LogD (pH = 7.4): 3.9014761
• Log P: 4.516294
• Molar Refractivity: 109.1515 cm^3
• Polarizability: 37.989758 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288500

A derivative of Loratadine as dual antagonist of platelet activating factor (PAF) and histamine.

REFERENCES

• Piwinski, J.J., et al.: J. Med. Chem., 34, 457 (1991)