1-methyl-N-[(1R,3r,5S)-9-(2H3)methyl-9-azabicyclo[3.3.1]nonan-3-yl]-1H-indazole-3-carboxamide

• ChemBase ID: 169777
• Molecular Formular: C18H24N4O
• Molecular Mass: 312.40936
• Monoisotopic Mass: 312.19501141
• SMILES: C1CC[C@H]2C[C@H](C[C@@H]1N2C)NC(=O)c1c2c(n(n1)C)cccc2
• Canonical SMILES: CN1[C@@H]2CCC[C@H]1C[C@H](C2)NC(=O)c1nn(c2c1cccc2)C
• 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)22(2)20-17/h3-4,8-9,12-14H,5-7,10-11H2,1-2H3,(H,19,23)/t12-,13+,14-
• InChIKey: MFWNKCLOYSRHCJ-BTTYYORXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-N-[(1R,3r,5S)-9-(^2H₃)methyl-9-azabicyclo[3.3.1]nonan-3-yl]-1H-indazole-3-carboxamide
• IUPAC Traditional name: 1-methyl-N-[(1R,3r,5S)-9-(^2H₃)methyl-9-azabicyclo[3.3.1]nonan-3-yl]indazole-3-carboxamide
• Synonyms: 1-Methyl-N-[(3-endo)-9-(methyl-d3)-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide; BRL-43694A-d3; Kytril-d3; Granisetron-d3

Database IDs

• PubChem SID: 162263909
• PubChem CID: 71317159

CALCULATED PROPERTIES

• Acid pKa: 14.750399
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.3230767
• LogD (pH = 7.4): 0.2712485
• Log P: 1.8768568
• Molar Refractivity: 101.8257 cm^3
• Polarizability: 35.897053 Å^3
• Polar Surface Area: 50.16 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Sold
• Melting Point: 109-112°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G780002

Labelled Granisetron, a specific serotonin (5HT3) receptor antagonist. Used as an antiemetic.

REFERENCES

• Kilpatrick, G.J., et al.: Nature, 330, 746 (1987)
• Durig, T., et al.: J. Pharm. Sci., 86, 1092 (1987)
• Yuasa, H., et al.: Chem. Pharm. Bull., 44, 1361 (1987)