13-chloro-2-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene

• ChemBase ID: 173650
• Molecular Formular: C20H21ClN2
• Molecular Mass: 324.84714
• Monoisotopic Mass: 324.13932636
• SMILES: C1(c2c(CCc3c1nccc3)cc(cc2)Cl)C1=CCN(CC1)C
• Canonical SMILES: CN1CCC(=CC1)C1c2ccc(cc2CCc2c1nccc2)Cl
• InChI: InChI=1S/C20H21ClN2/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/h2-3,6-8,10,13,19H,4-5,9,11-12H2,1H3
• InChIKey: CAQVAQIJQYJEND-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-chloro-2-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-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-methyl-3,6-dihydro-2H-pyridin-4-yl)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• Synonyms: 8-Chloro-6,11-dihydro-11-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; N-Methyl Iso Desloratadine

Database IDs

• CAS Number: 183198-48-3
• PubChem SID: 164229560
• PubChem CID: 21474129

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.382747
• LogD (pH = 7.4): 3.1704824
• Log P: 4.1564507
• Molar Refractivity: 97.2445 cm^3
• Polarizability: 37.14137 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M314300

Loratadine (L469575) impurity. Used for preparation of tricyclic amides and ureas useful for inhibition of G-protein function and for treatment of proliferative diseases.

REFERENCES

• Billah., et al.: Lipids, 26, 1172 (1991)
• Piwinski., et al.: J. Med. Chem., 34, 457 (1991)