3-{2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-N,N-bis(2H3)methylpropanamine oxide hydrate

• ChemBase ID: 171578
• Molecular Formular: C19H26N2O2
• Molecular Mass: 314.42194
• Monoisotopic Mass: 314.19942808
• SMILES: c12N(c3c(CCc1cccc2)cccc3)CCC[N+]([O-])(C)C.O
• Canonical SMILES: [O-][N+](CCCN1c2ccccc2CCc2c1cccc2)(C)C.O
• InChI: InChI=1S/C19H24N2O.H2O/c1-21(2,22)15-7-14-20-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)20;/h3-6,8-11H,7,12-15H2,1-2H3;1H2
• InChIKey: RQXNUQYIRZIYMU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-N,N-bis(^2H₃)methylpropanamine oxide hydrate
• IUPAC Traditional name: 3-{2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-N,N-bis(^2H₃)methylpropanamine oxide hydrate
• Synonyms: 10,11-Dihydro-N,N-(dimethyl-d6)-5H-dibenz[b,f]azepine-5-propanamine N-Oxide Monohydrate; 5-[3-(Dimethylamino-d6)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine 5-oxide Monohydrate; Imipraminoxide-d6 Monohydrate; Imipramine-d6 N-Oxide Monohydrate

Database IDs

• PubChem SID: 164227488
• PubChem CID: 46781947

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.151038
• LogD (pH = 7.4): 3.1541524
• Log P: 3.1541936
• Molar Refractivity: 92.6505 cm^3
• Polarizability: 34.74124 Å^3
• Polar Surface Area: 30.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Benzene; Ether; Methanol
• Apperance: White Crystalline Solid
• Melting Point: 93-95°C

DETAILS

Toronto Research Chemicals - I466002

A labelled metabolite of Imipramine. Used as an antidepressant.

REFERENCES

• Fishman, V., et al.: Porc. Soc. Exp. Biol. Med., 110, 187 (1962)
• Nagy, A., et al.: Acta Pharmacol. Toxicol., 42, 58 (1962)