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

• ChemBase ID: 165520
• Molecular Formular: C20H21ClN2
• Molecular Mass: 324.84714
• Monoisotopic Mass: 324.13932636
• SMILES: C1(=C2CCN(CC2)C)c2c(CCc3c1nccc3)ccc(c2)Cl
• Canonical SMILES: CN1CCC(=C2c3ncccc3CCc3c2cc(Cl)cc3)CC1
• InChI: InChI=1S/C20H21ClN2/c1-23-11-8-15(9-12-23)19-18-13-17(21)7-6-14(18)4-5-16-3-2-10-22-20(16)19/h2-3,6-7,10,13H,4-5,8-9,11-12H2,1H3
• InChIKey: WFLOLUGQOGHZRL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 14-chloro-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: 14-chloro-2-(1-methylpiperidin-4-ylidene)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• Synonyms: 9-Chloro-6,11-dihydro-11-(1-methyl-4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; 8-Dechloro-9-chloro-N-methyl Desloratadine

Database IDs

• CAS Number: 38092-88-5
• PubChem SID: 162259653
• PubChem CID: 13661006

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.0030696
• LogD (pH = 7.4): 3.761207
• Log P: 4.351586
• Molar Refractivity: 106.3335 cm^3
• Polarizability: 37.212284 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D226355

Loratadine (L469575) Impurity. An isomer of N-Methyl Desloratadine (M316500) with antianaphylactic and antihistaminic activity.

REFERENCES

• Villaini, F.J. et al.: J. Med. Chem., 7, 750 (1972)
• Zhong, D., et al.: Pharmazie, 49, 736 (1972)
• Ruperez, F., et al.: J. Pharm. Biomed. Anal., 29, 35 (1972)