3-{5-chloro-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-N,N-dimethylpropanamine oxide

• ChemBase ID: 164875
• Molecular Formular: C19H23ClN2O
• Molecular Mass: 330.85172
• Monoisotopic Mass: 330.14989105
• SMILES: C1Cc2c(N(c3c1ccc(c3)Cl)CCC[N+](C)(C)[O-])cccc2
• Canonical SMILES: Clc1ccc2c(c1)N(CCC[N+](C)(C)[O-])c1ccccc1CC2
• InChI: InChI=1S/C19H23ClN2O/c1-22(2,23)13-5-12-21-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)21/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3
• InChIKey: ARNOTLDVJSFYBP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{5-chloro-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-N,N-dimethylpropanamine oxide
• IUPAC Traditional name: 3-{5-chloro-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-N,N-dimethylpropanamine oxide
• Synonyms: 3-Chloro-10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine N-Oxide; Clomipramine N-Oxide

Database IDs

• CAS Number: 14171-67-6
• PubChem SID: 162259009
• PubChem CID: 29976360

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.7551055
• LogD (pH = 7.4): 3.7581973
• Log P: 3.7582383
• Molar Refractivity: 97.4553 cm^3
• Polarizability: 36.58005 Å^3
• Polar Surface Area: 30.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 86-89°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C587060

A metabolite of Clomipramine.

REFERENCES

• de Jongh, G., et al.: Drug Metab. Dispos., 9, 48 (1978)
• Delbressine, L., et al.: Xenobiotica, 22, 227 (1978)
• Jaworski, T., et al.: J. Pharm. Sci., 82, 330 (1978)
• Kelder, J., et al.: J. Pharm. Phar
• Gottschalk, L., et al.: J. Pharm. Sci., 67, 155 (1978)