7,13-dichloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-one

• ChemBase ID: 167059
• Molecular Formular: C14H9Cl2NO
• Molecular Mass: 278.13336
• Monoisotopic Mass: 277.00611927
• SMILES: C1Cc2c(C(=O)c3c1c(ccn3)Cl)ccc(c2)Cl
• Canonical SMILES: Clc1ccc2c(c1)CCc1c(C2=O)nccc1Cl
• InChI: InChI=1S/C14H9Cl2NO/c15-9-2-4-10-8(7-9)1-3-11-12(16)5-6-17-13(11)14(10)18/h2,4-7H,1,3H2
• InChIKey: FCKZNHVKGINCEC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7,13-dichloro-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-one
• IUPAC Traditional name: 7,13-dichloro-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-one
• Synonyms: Loratadine Impurity; 4,8-Dichloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one(Loratadine Impurity)

Database IDs

• CAS Number: 133330-60-6
• PubChem SID: 162261192
• PubChem CID: 10540521

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.3718843
• LogD (pH = 7.4): 4.3719816
• Log P: 4.371983
• Molar Refractivity: 71.9944 cm^3
• Polarizability: 27.642155 Å^3
• Polar Surface Area: 29.96 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO
• Apperance: Pale Yellow Solid
• Melting Point: 120-122°C

DETAILS

Toronto Research Chemicals - D434160

Loratadine impurity.

REFERENCES

• Villani, et al.: J. Med. Chem., 15, 750 (1972)
• Zhong, D., et al.: Pharmazie, 49, 736 (1972)
• Ruperez, F., et al.: J. Pharm. Biomed. Anal., 29, 35 (1972)