5-methyl-2,5,19-triazatetracyclo[13.4.0.02,7.08,13]nonadeca-1(15),8(13),9,11,16,18-hexaen-17-ol

• ChemBase ID: 170933
• Molecular Formular: C17H19N3O
• Molecular Mass: 281.35226
• Monoisotopic Mass: 281.15281224
• SMILES: N12C(c3c(Cc4c1ncc(c4)O)cccc3)CN(CC2)C
• Canonical SMILES: CN1CCN2C(C1)c1ccccc1Cc1c2ncc(c1)O
• InChI: InChI=1S/C17H19N3O/c1-19-6-7-20-16(11-19)15-5-3-2-4-12(15)8-13-9-14(21)10-18-17(13)20/h2-5,9-10,16,21H,6-8,11H2,1H3
• InChIKey: DAWYIZBOUQIVNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methyl-2,5,19-triazatetracyclo[13.4.0.0^2,^7.0^8,^1^3]nonadeca-1(15),8(13),9,11,16,18-hexaen-17-ol
• IUPAC Traditional name: 5-methyl-2,5,19-triazatetracyclo[13.4.0.0^2,^7.0^8,^1^3]nonadeca-1(15),8(13),9,11,16,18-hexaen-17-ol
• Synonyms: 1,2,3,4,10,14b-Hexahydro-2-methylpyrazino[2,1-a]pyrido[2,3-c][2]benzazepin-8-ol; 8-Hydroxy-6-azamianserin; 8-Hydroxy Mirtazapine

Database IDs

• CAS Number: 102335-57-9
• PubChem SID: 164226843
• PubChem CID: 11500131

CALCULATED PROPERTIES

• Acid pKa: 10.089815
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.6359532
• LogD (pH = 7.4): 2.839514
• Log P: 2.9044175
• Molar Refractivity: 84.6362 cm^3
• Polarizability: 31.806475 Å^3
• Polar Surface Area: 39.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol (Sparingly)
• Apperance: Pale Brown Solid
• Melting Point: >242°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H948450

The main metabolite of Mirtazapine (M365000).

REFERENCES

• Delbressine, L., et al.: Clin. Drug Invest., 15, 45 (1998)
• Anderson, D., et al.: J. Anal. Toxicol., 23, 544 (1998)
• Paus, E., et al.: Ther. Drug Monit., 26, 366 (1998)