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

• ChemBase ID: 170436
• Molecular Formular: C18H22N2O
• Molecular Mass: 282.38008
• Monoisotopic Mass: 282.17321333
• SMILES: N1(c2c(CCc3c1cccc3)cc(cc2)O)CCCNC
• Canonical SMILES: CNCCCN1c2ccccc2CCc2c1ccc(c2)O
• InChI: InChI=1S/C18H22N2O/c1-19-11-4-12-20-17-6-3-2-5-14(17)7-8-15-13-16(21)9-10-18(15)20/h2-3,5-6,9-10,13,19,21H,4,7-8,11-12H2,1H3
• InChIKey: NVJBOLMRGMDGLD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[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-[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-[3-(methylamino)propyl]-5H-dibenz[b,f]azepin-2-ol; 2-Hydroxydemethylimipramine; 2-Hydroxydesmethylimipramine; GP 36329; 2-Hydroxy Desipramine

Database IDs

• CAS Number: 1977-15-7
• PubChem SID: 164226346
• PubChem CID: 121249

CALCULATED PROPERTIES

• Acid pKa: 10.6302395
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.37262517
• LogD (pH = 7.4): 1.0709714
• Log P: 3.1727824
• Molar Refractivity: 87.2918 cm^3
• Polarizability: 33.38128 Å^3
• Polar Surface Area: 35.5 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Tan Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H936500

A metabolite of Desipramine.

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)