2-(azepan-4-yl)-4-[(4-chlorophenyl)methyl]-1,2-dihydrophthalazin-1-one

• ChemBase ID: 166388
• Molecular Formular: C21H22ClN3O
• Molecular Mass: 367.87188
• Monoisotopic Mass: 367.14514002
• SMILES: c1ccc2c(c1)c(=O)n(nc2Cc1ccc(cc1)Cl)C1CCNCCC1
• Canonical SMILES: Clc1ccc(cc1)Cc1nn(C2CCNCCC2)c(=O)c2c1cccc2
• InChI: InChI=1S/C21H22ClN3O/c22-16-9-7-15(8-10-16)14-20-18-5-1-2-6-19(18)21(26)25(24-20)17-4-3-12-23-13-11-17/h1-2,5-10,17,23H,3-4,11-14H2
• InChIKey: WRYCMIFVXDQIKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(azepan-4-yl)-4-[(4-chlorophenyl)methyl]-1,2-dihydrophthalazin-1-one
• IUPAC Traditional name: 2-(azepan-4-yl)-4-[(4-chlorophenyl)methyl]phthalazin-1-one
• Synonyms: 4-[(4-Chlorophenyl)methyl]-2-(hexahydro-1H-azepin-4-yl)-1(2H)-phthalazinone; Demethylazelastine; N-Desmethyl Azelastine

Database IDs

• CAS Number: 47491-38-3
• PubChem SID: 162260521
• PubChem CID: 162558

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.4263776
• LogD (pH = 7.4): 0.8759764
• Log P: 3.6582155
• Molar Refractivity: 105.2207 cm^3
• Polarizability: 40.126892 Å^3
• Polar Surface Area: 44.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Pale Yellow Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D290950

The main phase I metabolites of Azelastine.

REFERENCES

• Adusumalli, V., et al.: Drug Metab. Dispos, 20, 530 (1992)
• Mano, N., et al.: J. Pharm. Biomed. Anal., 12, 557 (1992)
• Baldwin, S., et al.: Xenobiotica, 25, 261 (1992)
• Kobayashi, K., et al.: J. Pharmacol. Exp. Ther., 280, 927 (1992)