4-{4-[(4-chlorophenyl)methyl]-1-oxo-1,2-dihydrophthalazin-2-yl}-1-(13C,2H3)methylazepan-1-ium-1-olate

• ChemBase ID: 160969
• Molecular Formular: C22H24ClN3O2
• Molecular Mass: 398.89051484
• Monoisotopic Mass: 398.15905954
• SMILES: c1ccc2c(c1)c(=O)n(nc2Cc1ccc(cc1)Cl)C1CC[N+](CCC1)([O-])[13CH3]
• Canonical SMILES: Clc1ccc(cc1)Cc1nn(C2CCC[N+](CC2)([O-])[13CH3])c(=O)c2c1cccc2
• InChI: InChI=1S/C22H24ClN3O2/c1-26(28)13-4-5-18(12-14-26)25-22(27)20-7-3-2-6-19(20)21(24-25)15-16-8-10-17(23)11-9-16/h2-3,6-11,18H,4-5,12-15H2,1H3/i1+1
• InChIKey: QFWLGALGCDUDAP-OUBTZVSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{4-[(4-chlorophenyl)methyl]-1-oxo-1,2-dihydrophthalazin-2-yl}-1-(^1^3C,^2H₃)methylazepan-1-ium-1-olate
• IUPAC Traditional name: 4-{4-[(4-chlorophenyl)methyl]-1-oxophthalazin-2-yl}-1-(^1^3C,^2H₃)methylazepan-1-ium-1-olate
• Synonyms: 4-[(4-Chlorophenyl)methyl]-2-[hexahydro-1-(methyl-13C,d3)-1-oxido-1H-azepin-4-yl]-1(2H)-phthalazinone; Azelastine-13C,d3 N-Oxide (Mixture of Diastereomers)

Database IDs

• CAS Number: 1346602-76-3
• PubChem SID: 162255104
• PubChem CID: 71313562

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.9158735
• LogD (pH = 7.4): 2.9168754
• Log P: 2.9168882
• Molar Refractivity: 112.5603 cm^3
• Polarizability: 42.10885 Å^3
• Polar Surface Area: 59.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 148-150°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A808262

A labelled metabolite of Azelastine (A808250).

REFERENCES

• Heinemann, U. et al.: J. Chrom. B Anal. Tech. Biomed. Life Sci., 793, 389 (2003)
• Tasaka, K., et al.: Arzneim.-Forsch., 29, 488 (2003)