2-methyl-N-{9-methyl-9-azabicyclo[3.3.1]nonan-3-yl}-2H-indazole-3-carboxamide

• ChemBase ID: 166525
• Molecular Formular: C18H24N4O
• Molecular Mass: 312.40936
• Monoisotopic Mass: 312.19501141
• SMILES: C1CCC2CC(CC1N2C)NC(=O)c1c2c(nn1C)cccc2
• Canonical SMILES: CN1C2CCCC1CC(C2)NC(=O)c1n(C)nc2c1cccc2
• InChI: InChI=1S/C18H24N4O/c1-21-13-6-5-7-14(21)11-12(10-13)19-18(23)17-15-8-3-4-9-16(15)20-22(17)2/h3-4,8-9,12-14H,5-7,10-11H2,1-2H3,(H,19,23)
• InChIKey: INMQDEMSQWWCSB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-N-{9-methyl-9-azabicyclo[3.3.1]nonan-3-yl}-2H-indazole-3-carboxamide
• IUPAC Traditional name: 2-methyl-N-{9-methyl-9-azabicyclo[3.3.1]nonan-3-yl}indazole-3-carboxamide
• Synonyms: endo-N-(9-Methyl-9-Azabicyclo[3.3.1]non-3-yl)-2-methyl-2H-indazole-3-carboxamide; Granisetron Impurity A; 1-Desmethyl 2-Methyl Granisetron (Granisetron Impurity A)

Database IDs

• CAS Number: 127472-42-8
• PubChem SID: 162260658
• PubChem CID: 14788253

CALCULATED PROPERTIES

• Acid pKa: 15.200809
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.4738715
• LogD (pH = 7.4): 0.077899836
• Log P: 1.7674569
• Molar Refractivity: 101.8257 cm^3
• Polarizability: 35.90338 Å^3
• Polar Surface Area: 50.16 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol; Methanol
• Apperance: Pale Pink Sold
• Melting Point: 217-220°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D292085

An impurity in the synthesis of Granisetron Hydrochloride. Granisetron Impurity A.

REFERENCES

• Nishikawa, M., et al.: Drug Metab. Pharmacokin., 19, 280 (2004)
• Firkusny, L., et al.: Biochem. Pharmacol., 49, 1777 (2004)
• Sanwald, P., et al.: Drug Metab. Dispos., 24, 602 (2004)
• Vanderstreene, et al.: J. Labelled Comp. Radiopharm., XLI, 3, 71 (2004)