Tropisetron HCl (SDZ-ICS-930 HCl)

Alias: ICS-205-930; Tropisetron; ICS-205930; ICS 205930; ICS205930; ICS 205-930; Tropisetron HCl; Brand name: Navoban
Cat No.:V1035 Purity: ≥98%
Tropisetron HCl (Navoban; ICS-205930; ICS 205-930), the hydrochloride salt of Tropisetron which is an anti-emetic drug, is a novel, potent and selective 5-HT3 receptor antagonist and α7-nicotinic receptor agonist that has been approved for the treatment of chemotherapy-induced nausea and vomiting.
Tropisetron HCl (SDZ-ICS-930 HCl) Chemical Structure CAS No.: 105826-92-4
Product category: 5-HT Receptor
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Tropisetron HCl (SDZ-ICS-930 HCl):

  • Tropisetron (SDZ-ICS-930)
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Tropisetron HCl (Navoban; ICS-205930; ICS 205-930), the hydrochloride salt of Tropisetron which is an anti-emetic drug, is a novel, potent and selective 5-HT3 receptor antagonist and α7-nicotinic receptor agonist that has been approved for the treatment of chemotherapy-induced nausea and vomiting. Tropisetron binds with great affinity to both 5HT3R and th α7 nAChR. With respect to the other nicotinic subtypes tested, tropisetron has very little affinity.

Biological Activity I Assay Protocols (From Reference)
Targets
5-HT3 Receptor ( IC50 = 70.1 nM )
ln Vitro

In vitro activity: Tropisetron binds with great affinity to both 5HT3R and th α7 nAChR. With respect to the other nicotinic subtypes tested, tropisetron has very little affinity. [1] With antiemetic properties, tropisetron is a potent and selective antagonist of the serotonin 3 (5-hydroxytryptamine; 5-HT3) receptor. Its action is likely mediated by antagonistic interactions with receptors in the central nervous system as well as peripheral locations. [2] A strong inhibitor of both early and late phases of TCR-mediated T cell activation is tropisetron. In stimulated T cells, tropisetron selectively inhibits IL-2 gene transcription as well as IL-2 synthesis. Ttropisetron inhibits NFAT and AP-1 transcriptional activity as well as their ability to bind to DNA. Tropisetron is a strong antagonist that inhibits the activation of NF-(kappa)B induced by PMA plus ionomycin, but it has no effect on NF-(kappa)B mediated by TNF(alpha). [3] In isolated pig retinal ganglion cells (RGCs), tropisetron acts on α7 nAChRs to provide neuroprotection against glutamate-induced excitotoxicity. Tropisetron inhibits apoptosis by lowering the levels of p38MAP kinase. Applying tropisetron to cultures an hour before glutamate application can protect retinal ganglion cells (RGCs) from a glutamate assault in a dose-dependent manner. [4]

ln Vivo
Tropisetron (1 mg/kg i.p.) dramatically improves the impaired inhibitory processing of the P20-N40 auditory evoked potential in DBA/2 mice.[5]
Cell Assay
Cell survival was increased to an average of 105% in retinal ganglion cells (RGCs) pretreated with 100 nM tropisetron before glutamate, in comparison to controls. Tropisetron is thought to be an efficient neuroprotective agent against glutamate-induced excitotoxicity, as it is mediated by α7 nAChR activation, according to inhibition studies conducted with the alpha7 nAChR antagonist MLA (10 nM2). p38 MAPK levels linked to excitotoxicity were dramatically reduced by tropisetron from an average of 15 ng/ml to 6 ng/ml, while pAkt levels were not affected in any appreciable way. Tropisetron over-expresses the CB(1) receptors at both transcriptional and protein levels, inhibits the phosphatase activity of calcineurin significantly (but not granisetron), and lowers the amount of cAMP in cerebellar granule neurons
Animal Protocol
1 mg/kg i.p.
Mice
References

[1]. Bioorg Med Chem Lett . 2001 Feb 12;11(3):319-21.

[2]. Drugs . 1993 Nov;46(5):925-43.

[3]. Biochem Pharmacol . 2005 Aug 1;70(3):369-80.

[4]. Neuropharmacology . 2013 Oct:73:111-21.

[5]. Psychopharmacology (Berl) . 2005 Nov;183(1):13-9.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H21CLN2O2
Molecular Weight
320.81
Exact Mass
320.13
Elemental Analysis
C, 64.57; H, 6.92; Cl, 10.59; N, 8.37; O, 9.56
CAS #
105826-92-4
Related CAS #
Tropisetron; 89565-68-4
Appearance
Solid powder
SMILES
CN1[C@@H]2CC[C@H]1CC(C2)OC(=O)C3=CNC4=CC=CC=C43.Cl
InChi Key
XIEGSJAEZIGKSA-KOQCZNHOSA-N
InChi Code
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?;
Chemical Name
[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 1H-indole-3-carboxylate;hydrochloride
Synonyms
ICS-205-930; Tropisetron; ICS-205930; ICS 205930; ICS205930; ICS 205-930; Tropisetron HCl; Brand name: Navoban
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 33.3~35 mg/mL ( 103.9~109.1 mM)
Water: ~46 mg/mL (~143.4 mM)
Ethanol: <1 mg/mL
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1171 mL 15.5855 mL 31.1711 mL
5 mM 0.6234 mL 3.1171 mL 6.2342 mL
10 mM 0.3117 mL 1.5586 mL 3.1171 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05564286 Recruiting Drug: Fosaprepitant
Drug: tropisetron
Cervical Cancer
Antiemetic
Shantou University Medical
College
July 1, 2021 Phase 3
NCT05533281 Recruiting Drug: tropisetron
Drug: metoclopramide
Nausea and Vomiting The Second Affiliated Hospital
of Chongqing Medical University
September 15, 2022 Early Phase 1
NCT05242874 Active
Recruiting
Drug: Fosaprepitant ,
Tropisetron and Olanzapine
Drug: Fosaprepitant ,
Tropisetron, Dexamethasone
and Olanzapine
Chemotherapy-induced Nausea
and Vomiting
Henan Cancer Hospital January 1, 2022 Phase 3
NCT04817189 Recruiting Drug: NEPA (300mg netupitant
/0.5mg palonosetron)
Drug: Dexamethasone, 8 mg
(oral) or equivalent IV dose
Chemotherapy-induced Nausea
and Vomiting
Helsinn Healthcare SA February 1, 2021 Phase 4
NCT00435370 Completed Drug: Tropisetron
Drug: Placebo
Smoking Cessation
Schizophrenia
Baylor College of Medicine November 2006 Phase 3
Biological Data
  • Tropisetron HCl
    Grand average P20–N40 waves from DBA/2 mice 20–30 min after the injection of saline (4 ml/kg i.p.), tropisetron (1 mg/kg i.p.), tropisetron + MLA (3 mg/kg i.p.), or MLA alone.Psychopharmacology (Berl).2005 Nov;183(1):13-9.
  • Tropisetron HCl
    Effects of tropisetron with or without MLA on the P20–N40 test amplitudes before and after drug administration.Psychopharmacology (Berl).2005 Nov;183(1):13-9.
  • Tropisetron HCl
    Effects of tropisetron with or without MLA on TC ratios before and after drug administration.Psychopharmacology (Berl).2005 Nov;183(1):13-9.
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