An internal standard for the quantification of ondansetron
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Ondansetron-13C-d3

Item No. 25754

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-(methyl-13C-d3)-3-((2-methyl-1H-imidazol-1-yl)methyl)-1,2,3,9-tetrahydro-4H-carbazol-4-one
CAS Number
2699607-85-5
Molecular Formula
C17[13C]H16D3N3O
Formula Weight
297.4
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 0.1 mg/ml
SMILES
O=C1C(CN2C(C)=NC=C2)CCC3=C1C(C=CC=C4)=C4N3[13C]([2H])([2H])[2H]
InChi Code
InChI=1S/C18H19N3O/c1-12-19-9-10-21(12)11-13-7-8-16-17(18(13)22)14-5-3-4-6-15(14)20(16)2/h3-6,9-10,13H,7-8,11H2,1-2H3/i2+1D3
InChi Key
FELGMEQIXOGIFQ-JVXUGDAPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $251

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    1 mg

    $449

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    Product Description

    Ondansetron-13C-d3 is intended for use as an internal standard for the quantification of ondansetron by GC- or LC-MS. Ondansetron is an antagonist of the serotonin (5-HT) receptor subtype 5-HT3 receptor (Ki = 1.6 nM).1 It is selective for the 5-HT3 receptor over the 5-HT1A-D, 5-HT2, and 5-HT4 receptors (Kis = >1,200 nM). It inhibits 5-HT-induced depolarization of isolated rat vagus nerve and contraction of isolated guinea pig ilium longitudinal muscle-myenteric plexus preparations in a concentration-dependent manner ex vivo.2 In a ferret model of cisplatin-induced emesis, ondansetron reduces the number of retching and vomiting episodes and increases the latency time to vomit when administered at a dose of 0.01 mg/kg and eliminates retching and vomiting when administered at a dose of 0.1 mg/kg.3 Ondansetron (0.5 and 1 mg/kg) also decreases immobility time in a forced swim test and increases time spent in the light chamber and latency to leave the light chamber in the light/dark exploration test in a mouse model of diabetes induced by streptozotocin (STZ; Item No. 13104), indicating antidepressant-like and anxiolytic activities.4 Formulations containing ondansetron have been used in the treatment of nausea and vomiting associated with chemotherapy, radiotherapy, or following surgery.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. van Wijingaarden, I., Hamminga, D., van Hes, R., et al. Development of high-affinity 5-HT3 receptor antagonists. Structure-affinity relationships of novel 1,7-annelated indole derivatives. J. Med. Chem. 36(23), 3693-3699 (1993).

    2. Butler, A., Hill, J.M., Ireland, S.J., et al. Pharmacological properties of GR38032F, a novel antagonist at 5-HT3 receptors. Br. J. Pharmacol. 94(2), 397-412 (1988).

    3. Stables, R., Andrews, P.L.R., Bailey, H.E., et al. Antiemetic properties of the 5HT3-receptor antagonist, GR38032F. Cancer Treat. Rev. 14(3-4), 333-336 (1987).

    4. Gupta, D., Radhakrishnan, M., and Kurhe, Y. Ondansetron, a 5HT3 receptor antagonist reverses depression and anxiety-like behavior in streptozotocin-induced diabetic mice: Possible implication of serotonergic system. Eur. J. Pharmacol. 744, 59-66 (2014).