CAS Number105826-92-4
Synonyms(3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl 1H-indole-3-carboxylate hydrochloride (1:1); Tropisetron HCl; (3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl 1H-indole-3-carboxylate hydrochloride; Tropisetron monohydrochloride; 8-Methyl-8-azabicyclo[3.2.1]oct-3-yl 1H-indole-3-carboxylate hydrochloride (1:1); (3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl-1H-indol-3-carboxylathydrochlorid; 1H-Indole-3-carboxylic acid, 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, hydrochloride (1:1); endo-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl 1H-indole-3-carboxylate hydrochloride; Navoban; MFCD02313825; Tropisetron hydrochloride; Novaban; Tropisetron (Hydrochloride)
Molecular FormulaC17H21O2N2Cl1
Molecular Weight320.82
Purity98%
Boiling Point448.5ºC at 760 mmHg
Melting Point283-285ºC
AppearanceSolid;White to Light yellow powder to crystal
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 105826-92-4 |
| Catalog No. | 2A-9012865 |
| Chinese Name | 盐酸托烷司琼 |
| Synonyms | (3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl 1H-indole-3-carboxylate hydrochloride (1:1); Tropisetron HCl; (3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl 1H-indole-3-carboxylate hydrochloride; Tropisetron monohydrochloride; 8-Methyl-8-azabicyclo[3.2.1]oct-3-yl 1H-indole-3-carboxylate hydrochloride (1:1); (3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl-1H-indol-3-carboxylathydrochlorid; 1H-Indole-3-carboxylic acid, 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, hydrochloride (1:1); endo-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl 1H-indole-3-carboxylate hydrochloride; Navoban; MFCD02313825; Tropisetron hydrochloride; Novaban; Tropisetron (Hydrochloride) |
| Molecular Formula | C17H21O2N2Cl1 |
| Molecular Weight | 320.82 |
| Purity | 98 |
| Boiling Point | 448.5ºC at 760 mmHg |
| Melting Point | 283-285ºC |
| Appearance | Solid;White to Light yellow powder to crystal |
| Water Solubility | Soluble in: methanol |
| Storage Condition | 2-8°C |
| Packaging | III |
| Application | Tropisetron is a 5-HT3 receptor antagonist and α7-nicotinic receptor agonist, with an IC50 of 70.1 nM for 5-HT3 receptors. |
| MDL Number | MFCD02313825 |
| SMILES | CN1C2CCC1CC(OC(=O)c1c[nH]c3ccccc13)C2.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;/h2-5,10-13,18H,6-9H2,1H3;1H/t11-,12+,13?; |
| InChI Key | XIEGSJAEZIGKSA-KOQCZNHOSA-N |
| MSDS | msds/12865_1_105826_92_4.pdf |
| Bioactivity | 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.IC50 value: 70.1 ± 0.9 nMTarget: 5-HT3 receptor; α7-nicotinic receptorin vitro: Retinal ganglion cells(RGCs) pretreated with 100 nM tropisetron before glutamate increased cell survival to an average of 105% compared to controls. Inhibition studies using the alpha7 nAChR antagonist, MLA (10 nM), support the hypothesis that tropisetron is an effective neuroprotective agent against glutamate-induced excitotoxicity; mediated by α7 nAChR activation. Tropisetron had no discernible effects on pAkt levels but significantly decreased p38 MAPK levels associated with excitotoxicity from an average of 15 ng/ml to 6 ng/ml [2]. Tropisetron, but not granisetron, significantly inhibits the phosphatase activity of calcineurin, over-expresses the CB(1) receptors at both transcriptional and protein levels, and reduces cAMP content in cerebellar granule neurons (CGNs) [4].in vivo: Animals were treated intracerebroventricularly with tropisetron, mCPBG (selective 5-HT3 receptor agonist) or mCPBG plus tropisetron on days 1, 3, 5 and 7. Tropisetron significantly diminished the elevated levels of these markers and reversed the cognitive deficit. Interestingly, tropisetron was also found to be a potent inhibitor of calcineurin phosphatase activity [1]. tropisetron (5mg/kg/day) plus mCPBG (10mg/kg/day), and granisetron (5mg/kg/day) intraperitoneally on days 3-35 post-immunization. Treatment with tropisetron and granisetron markedly suppressed the clinical symptoms of EAE (p<0.001) and reduced leukocyte infiltration as well as demyelination in the spinal cord (p<0.05) [3]. Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Research Areas >> Neurological Disease References [1]. Rahimian R, et al. Tropisetron attenuates amyloid-beta-induced inflammatory and apoptotic responses in rats. Eur J Clin Invest. 2013 Oct;43(10):1039-51. [2]. Swartz MM, et al. Tropisetron as a neuroprotective agent against glutamate-induced excitotoxicity and mechanisms of action. Neuropharmacology. 2013 Oct;73:111-21. [3]. Aminian A, et al. Tropisetron diminishes demyelination and disease severity in an animal model of multiple sclerosis. Neuroscience. 2013 Jun 15;248C:299-306. [4]. Rahimian R, et al. Tropisetron upregulates cannabinoid CB1 receptors in cerebellar granule cells: possible involvement of calcineurin. Brain Res. 2011 Oct 12;1417:1-8. Chemical & Physical Properties Boiling Point 448.5ºC at 760 mmHg Melting Point 283-285ºC Molecular Formula C17H21ClN2O2 Molecular Weight 320.814 Flash Point 225ºC Exact Mass 320.129150 PSA 41.90000 LogP 2.83000 Vapour Pressure 3.09E-08mmHg at 25°C InChIKey XIEGSJAEZIGKSA-KOQCZNHOSA-N SMILES CN1C2CCC1CC(OC(=O)c1c[nH]c3ccccc13)C2.Cl Storage condition 2-8°C |
| Use of | Properties Name tropisetron hydrochloride Synonym More Synonyms Tropisetron hydrochloride Biological Activity Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Research Areas >> Neurological Disease References [1]. Rahimian R, et al. Tropisetron attenuates amyloid-beta-induced inflammatory and apoptotic responses in rats. Eur J Clin Invest. 2013 Oct;43(10):1039-51. [2]. Swartz MM, et al. Tropisetron as a neuroprotective agent against glutamate-induced excitotoxicity and mechanisms of action. Neuropharmacology. 2013 Oct;73:111-21. [4]. Rahimian R, et al. Tropisetron upregulates cannabinoid CB1 receptors in cerebellar granule cells: possible involvement of calcineurin. Brain Res. 2011 Oct 12;1417:1-8. Chemical & Physical Properties Exact Mass 320.129150 PSA 41.90000 LogP 2.83000 InChIKey XIEGSJAEZIGKSA-KOQCZNHOSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: Item 1 Poisons. UN number: 2811 Proper Shipping Name: Toxic Solid, Organic, Not Otherwise Specified Packing grade: III |
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