(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3H-indole-3-carboxylate hydrochloride

• ChemBase ID: 72818
• Molecular Formular: C17H21ClN2O2
• Molecular Mass: 320.81384
• Monoisotopic Mass: 320.1291556
• SMILES: c1ccc2c(c1)C(C=N2)C(=O)OC1C[C@@H]2CC[C@@H](N2C)C1.Cl
• Canonical SMILES: O=C(C1C=Nc2c1cccc2)OC1C[C@@H]2CC[C@H](C1)N2C.Cl
• InChI: InChI=1S/C17H20N2O2.ClH/c1-19-11-6-7-12(19)9-13(8-11)21-17(20)15-10-18-16-5-3-2-4-14(15)16;/h2-5,10-13,15H,6-9H2,1H3;1H
• InChIKey: ZAOQBEAHJFSJLY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3H-indole-3-carboxylate hydrochloride
• IUPAC Traditional name: (1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3H-indole-3-carboxylate hydrochloride
• Synonyms: Navoban; ICS 205930; Tropisetron hydrochloride

Database IDs

• CAS Number: 105826-92-4
• PubChem SID: 162037739
• PubChem CID: 6603067

CALCULATED PROPERTIES

• Acid pKa: 10.342044
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -1.295211
• LogD (pH = 7.4): 0.09575427
• Log P: 1.7998394
• Molar Refractivity: 82.5211 cm^3
• Polarizability: 31.391611 Å^3
• Polar Surface Area: 41.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: HCL

DETAILS

Selleck Chemicals - S1898

Research Area: Neurological Disease
Biological Activity:
Tropisetron is a selective 5-HT3 receptor antagonist and α7-nicotinic receptor agonist with an IC50 of 70.1 ± 0.9 nM for 5-HT3 receptor. [1] It is used mainly as an antiemetic to treat nausea and vomiting following chemotherapy, although it has been used experimentally as an analgesic in cases of fibromyalgia. [2]

REFERENCES

• Rothlin CV et al. Mol Pharmacol. 2003 May; 63(5)