CAS 89565-68-4|Tropisetron

Introduction：Basic information about CAS 89565-68-4|Tropisetron, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Tropisetron BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

Common Name	Tropisetron
CAS Number	89565-68-4	Molecular Weight	284.35
Density	1.3±0.1 g/cm3	Boiling Point	448.5±35.0 °C at 760 mmHg
Molecular Formula	C₁₇H₂₀N₂O₂	Melting Point	201-202 °C
MSDS	/	Flash Point	225.0±25.9 °C

Names

Name	tropisetron
Synonym	More Synonyms

Tropisetron BiologicalActivity

Description	Tropisetron(SDZ-ICS 930) 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 nM [1]Target: 5-HT3 receptorin vitro: Tropisetron specifically inhibited both IL-2 gene transcription and IL-2 synthesis in stimulated T cells. tropisetron inhibited both the binding to DNA and the transcriptional activity of NFAT and AP-1. We also observed that tropisetron is a potent inhibitor of PMA plus ionomycin-induced NF-(kappa)B activation but in contrast TNF(alpha)-mediated NF-(kappa)B activation was not affected by this antagonist [2]. Tropisetron prevents the phosphorylation and thus activation of the p38 MAPK, which is involved in post-transcriptional regulation of various cytokines [3].in vivo: Two different doses of tropisetron (5 and 10 mg/kg) or vehicle were administered intraperitoneally 30 min before pMCAO. Neurological deficit scores, mortality rate and infarct volume were determined 24 h after permanent focal cerebral ischemia [4].
Related Catalog	Signaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT ReceptorNatural Products >>AlkaloidResearch Areas >>Neurological Disease
References	[1]. Macor JE, et al. The 5-HT3 antagonist tropisetron (ICS 205-930) is a potent and selective alpha7 nicotinic receptor partial agonist. Bioorg Med Chem Lett. 2001 Feb 12;11(3):319-21. [2]. Vega Lde L, et al. The 5-HT3 receptor antagonist tropisetron inhibits T cell activation by targeting the calcineurin pathway. Biochem Pharmacol. 2005 Aug 1;70(3):369-80. [3]. Stratz C, et al. The anti-inflammatory effects of the 5-HT? receptor antagonist tropisetron are mediated by the inhibition of p38 MAPK activation in primary human monocytes. Int Immunopharmacol. 2012 Aug;13(4):398-402. [4]. Candelario-Jalil E, et al. Detrimental effects of tropisetron on permanent ischemic stroke in the rat. BMC Neurosci. 2008 Feb 6;9:19.

Description

Tropisetron(SDZ-ICS 930) 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 nM [1]Target: 5-HT3 receptorin vitro: Tropisetron specifically inhibited both IL-2 gene transcription and IL-2 synthesis in stimulated T cells. tropisetron inhibited both the binding to DNA and the transcriptional activity of NFAT and AP-1. We also observed that tropisetron is a potent inhibitor of PMA plus ionomycin-induced NF-(kappa)B activation but in contrast TNF(alpha)-mediated NF-(kappa)B activation was not affected by this antagonist [2]. Tropisetron prevents the phosphorylation and thus activation of the p38 MAPK, which is involved in post-transcriptional regulation of various cytokines [3].in vivo: Two different doses of tropisetron (5 and 10 mg/kg) or vehicle were administered intraperitoneally 30 min before pMCAO. Neurological deficit scores, mortality rate and infarct volume were determined 24 h after permanent focal cerebral ischemia [4].

Related Catalog

Signaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT ReceptorNatural Products >>AlkaloidResearch Areas >>Neurological Disease

References

[1]. Macor JE, et al. The 5-HT3 antagonist tropisetron (ICS 205-930) is a potent and selective alpha7 nicotinic receptor partial agonist. Bioorg Med Chem Lett. 2001 Feb 12;11(3):319-21.

[2]. Vega Lde L, et al. The 5-HT3 receptor antagonist tropisetron inhibits T cell activation by targeting the calcineurin pathway. Biochem Pharmacol. 2005 Aug 1;70(3):369-80.

[3]. Stratz C, et al. The anti-inflammatory effects of the 5-HT? receptor antagonist tropisetron are mediated by the inhibition of p38 MAPK activation in primary human monocytes. Int Immunopharmacol. 2012 Aug;13(4):398-402.

[4]. Candelario-Jalil E, et al. Detrimental effects of tropisetron on permanent ischemic stroke in the rat. BMC Neurosci. 2008 Feb 6;9:19.

Chemical & Physical Properties

Density	1.3±0.1 g/cm3
Boiling Point	448.5±35.0 °C at 760 mmHg
Melting Point	201-202 °C
Molecular Formula	C₁₇H₂₀N₂O₂
Molecular Weight	284.35
Flash Point	225.0±25.9 °C
PSA	83.80000
LogP	3.55
Vapour Pressure	0.0±1.1 mmHg at 25°C
Index of Refraction	1.644
InChIKey	ZNRGQMMCGHDTEI-UHFFFAOYSA-N
SMILES	CN1C2CCC1CC(OC(=O)c1c[nH]c3ccccc13)C2
Storage condition	2-8°C
Water Solubility	H2O: soluble

Safety Information

Hazard Codes	Xi
WGK Germany	3

Synonyms

1aH,5aH-Tropan-3a-yl indole-3-carboxylate

TROPICACID

ICF 205-930

1H-Indole-3-carboxylic acid, (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester

SS-TROPISETRON

3-Tropanylindole-3-carboxylate

3a-Tropanyl-1H-indole-3-carboxylic acid ester

UNII-6I819NIK1W

Indole-3-carbonyl chloride

MFCD00864399

Tropisetron

endo-1H-Indole-3-carboxylic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester

icf205-930

(3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl 1H-indole-3-carboxylate

ICS 205-930

TROPISHTRON HYDROCHLORIDE

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