3-[(2-methyl-1H-imidazol-1-yl)methyl]-2,3,4,9-tetrahydro-1H-carbazol-4-one

• ChemBase ID: 165794
• Molecular Formular: C17H17N3O
• Molecular Mass: 279.33638
• Monoisotopic Mass: 279.13716218
• SMILES: c1ccc2c(c1)[nH]c1c2C(=O)C(CC1)Cn1c(ncc1)C
• Canonical SMILES: O=C1C(CCc2c1c1ccccc1[nH]2)Cn1ccnc1C
• InChI: InChI=1S/C17H17N3O/c1-11-18-8-9-20(11)10-12-6-7-15-16(17(12)21)13-4-2-3-5-14(13)19-15/h2-5,8-9,12,19H,6-7,10H2,1H3
• InChIKey: NTOYQHBABVCYMC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2-methyl-1H-imidazol-1-yl)methyl]-2,3,4,9-tetrahydro-1H-carbazol-4-one
• IUPAC Traditional name: 3-[(2-methylimidazol-1-yl)methyl]-1,2,3,9-tetrahydrocarbazol-4-one
• Synonyms: 1,2,3,9-Tetrahydro-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one; Desmethylondansetron; N-Demethyl Ondansetron; 1,2,3,9-tetrahydro-3-((2-methyl-1h-imidazole-1-yl)methyl)-4h-carbazol-4-one

Database IDs

• CAS Number: 99614-14-9
• PubChem SID: 162259927
• PubChem CID: 10891224

CALCULATED PROPERTIES

• Acid pKa: 12.937511
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.1140493
• LogD (pH = 7.4): 1.8832765
• Log P: 2.1262891
• Molar Refractivity: 81.8828 cm^3
• Polarizability: 32.25877 Å^3
• Polar Surface Area: 50.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - D231170

A metabolite of Ondansetron (O655000).

REFERENCES

• Bayliss, M., et al: Xenobiotica, 24, 231 (1994)
• Atkins, W., et al.: J. Biol. Chem., 277, 33258 (1994)
• De Graaf, I., et al.: Drug Metab. Dispos., 30, 1129 (1994)