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

• ChemBase ID: 171575
• Molecular Formular: C19H24N2
• Molecular Mass: 280.40726
• Monoisotopic Mass: 280.19394878
• SMILES: c12N(c3c(CCc1cccc2)cccc3)CCCN(C)C
• Canonical SMILES: CN(CCCN1c2ccccc2CCc2c1cccc2)C
• InChI: InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3
• InChIKey: BCGWQEUPMDMJNV-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}propyl)bis(^2H₃)methylamine
• IUPAC Traditional name: (3-{2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}propyl)bis(^2H₃)methylamine
• Synonyms: 10,11-Dihydro-N,N-di(methyl-d3)-5H-dibenz[b,f]azepine-5-propanamine; Imipramine-d6

Database IDs

• CAS Number: 65100-45-0
• PubChem SID: 164227485
• PubChem CID: 45039560

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.9912437
• LogD (pH = 7.4): 2.4832094
• Log P: 4.2785687
• Molar Refractivity: 90.6056 cm^3
• Polarizability: 34.670334 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Pale Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I465983

Labelled tricyclic antidepressant; inhibits the serotonin and norepinephrine transporters. Has little effect on the dopamine transporter.

REFERENCES

• Klerman, G.L., et al.: Pharmacol. Rev., 17, 101 (1965)
• Checkley, S.A, et al.: Br. J. Psychiatry, 138. 248 (1965)
• Zhu, M.Y., et al.: J. Neurochem., 70, 1547 (1965)
• Okugawa, G., et al.: J. Neuroindocrinol., 11, 887 (1965)
• Torres, G.E., et al.: Nat. Rev.