An internal standard for the quantification of tropisetron
Related Products
Unlabeled Version(s)
21240Tropisetron (hydrochloride)
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Tropisetron-d5

Item No. 30736

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1H-indole-2,4,5,6,7-d5-3-carboxylic acid, (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester
CAS Number
1220284-86-5
Molecular Formula
C17H15D5N2O2
Formula Weight
289.4
Purity
≥99% deuterated forms (d1-d5)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly soluble
SMILES
CN1[C@@H]2C[C@@H](OC(C3=C([2H])NC4=C3C([2H])=C([2H])C([2H])=C4[2H])=O)C[C@H]1CC2
InChi Code
InChI=1S/C17H20N2O2/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/t11-,12+,13+/i2D,3D,4D,5D,10D
InChi Key
ZNRGQMMCGHDTEI-NWGUYMLYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    2.5 mg

    $303

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    Product Description

    Tropisetron-d5 is intended for use as an internal standard for the quantification of tropisetron (Item No. 21240) by GC- or LC-MS. Tropisetron is an antagonist of the serotonin (5-HT) receptor subtype 5-HT3 (Ki = 0.8 nM for the mouse receptor).1 It is selective for 5-HT3 over the 5-HT4 receptor subtype (Ki = 156 nM for the porcine receptor). Tropisetron is also an antagonist of the α9 nicotinic acetylcholine receptor (nAChR; IC50 = 166 nM for the rat receptor) and a partial agonist of the α7 nAChR (Ki = 6.9 nM for the rat receptor).2,3 It enhances glycine-induced potentiation of homomeric α1 but not homomeric α2 glycine receptors when used at a concentration of 10 µM.4 Tropisetron (0.1 nM) blocks 5-HT-induced depolarizations in isolated rabbit nodose ganglia.5 It exhibits anti-emetic effects in a ferret model of emesis induced by cisplatin (Item No. 13119) when administered at a dose of 1 mg/kg.6 Formulations containing tropisetron have been used in the treatment of nausea and vomiting associated with chemotherapy.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schiavi, G.B., Brunet, S., Rizzi, C.A., et al. Identification of serotonin 5-HT4 recognition sites in the porcine caudate nucleus by radioligand binding. Neuropharmacology 33(3-4), 543-549 (1994).

    2. Rothlin, C.V., Katz, E., Verbitsky, M., et al. The α9 nicotinic acetylcholine receptor shares pharmacological properties with type A γ-aminobutyric acid, glycine, and type 3 serotonin receptors. Mol. Pharmacol. 55(2), 248-254 (1999).

    3. Macor, J.E., Gurley, D., Lanthorn, T., et al. The 5-HT3 antagonist tropisetron (ICS 205-930) is a potent and selective α7 nicotinic receptor partial agonist. Bioorg. Med. Chem. Lett. 11(3), 319-321 (2001).

    4. Supplisson, S., and Chesnoy-Marchais, D. Glycine receptor β subunits play a critical role in potentiation of glycine responses by ICS-205,930. Mol. Pharmacol. 58(4), 763-770 (2000).

    5. Round, A., and Wallis, D.I. The depolarizing action of 5-hydroxytryptamine on rabbit vagal afferent and sympathetic neurones in vitro and its selective blockade by ICS 205-930. Br. J. Pharmacol. 88(2), 485-494 (1986).

    6. Watson, J.W., Gonsalves, S.F., Fossa, A.A., et al. The anti-emetic effects of CP-99,994 in the ferret and the dog: Role of the NK1 receptor. Br. J. Pharmacol. 115(1), 84-94 (1995).