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

• ChemBase ID: 170408
• Molecular Formular: C19H24N2O
• Molecular Mass: 296.40666
• Monoisotopic Mass: 296.1888634
• SMILES: N1(c2c(CCc3c1cccc3)cc(cc2)O)CC(CNC)C
• Canonical SMILES: CNCC(CN1c2ccccc2CCc2c1ccc(c2)O)C
• InChI: InChI=1S/C19H24N2O/c1-14(12-20-2)13-21-18-6-4-3-5-15(18)7-8-16-11-17(22)9-10-19(16)21/h3-6,9-11,14,20,22H,7-8,12-13H2,1-2H3
• InChIKey: LITUUVIRCVGRTI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-methyl-3-(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-[2-methyl-3-(methylamino)propyl]-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-6-ol
• Synonyms: 10,11-Dihydro-5-[2-methyl-3-(methylamino)propyl]-5H-dibenz[b,f]azepin-2-ol; 2-Hydroxydesmethyltrimipramine; 2-Hydroxy-N-desmethyl Trimipramine

Database IDs

• CAS Number: 2064-14-4
• PubChem SID: 164226318
• PubChem CID: 53462006

CALCULATED PROPERTIES

• Acid pKa: 10.664625
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.84627837
• LogD (pH = 7.4): 1.4515157
• Log P: 3.5843697
• Molar Refractivity: 91.7082 cm^3
• Polarizability: 35.22723 Å^3
• Polar Surface Area: 35.5 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H941685

2-Hydroxy-N-desmethyl Trimipramine is a metabolite of Trimipramine (T799000).

REFERENCES

• Suckow, R.F., et al.: J. Pharmaceut. Sci., 73(12), 1745 (12)
• Fraser, A.D, et al.: J. Anal. Toxicol., 11, 168 (12)