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

• ChemBase ID: 170665
• Molecular Formular: C19H24N2O
• Molecular Mass: 296.40666
• Monoisotopic Mass: 296.1888634
• SMILES: c12N(c3c(CCc1cccc2)cc(cc3)O)CCCN(C)C
• Canonical SMILES: CN(CCCN1c2ccccc2CCc2c1ccc(c2)O)C
• InChI: InChI=1S/C19H24N2O/c1-20(2)12-5-13-21-18-7-4-3-6-15(18)8-9-16-14-17(22)10-11-19(16)21/h3-4,6-7,10-11,14,22H,5,8-9,12-13H2,1-2H3
• InChIKey: ROTCPJFWLNDKHU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3-[bis(^2H₃)methylamino]propyl}-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-6-ol
• IUPAC Traditional name: 2-{3-[bis(^2H₃)methylamino]propyl}-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-6-ol
• Synonyms: 5-[3-(Dimethylamino-d6)propyl]-10,11-dihydro-5H-dibenz[b,f]azepin-2-ol; 2-Hydroxyimipramine-d6; G 33679-d6; 2-Hydroxy Imipramine-d6

Database IDs

• CAS Number: 1189880-70-3
• PubChem SID: 164226575
• PubChem CID: 46781814

CALCULATED PROPERTIES

• Acid pKa: 10.528928
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.68789023
• LogD (pH = 7.4): 2.1799517
• Log P: 3.7954657
• Molar Refractivity: 92.5865 cm^3
• Polarizability: 35.22725 Å^3
• Polar Surface Area: 26.71 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H943402

A labelled metabolite of Imipramine.

REFERENCES

• De Jongh, G.D., et al.: Drug Metab. Dispos., 2, 48 (1981)
• Suckow, R.F., et al.: J. Pharm. Sci., 73, 1745 (1981)
• Fraser, A.D., et al.: J. Anal. Toxicol., 11,168 (1981)