An internal standard for the quantification of ziprasidone
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Unlabeled Version(s)
15031Ziprasidone (hydrochloride hydrate)
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Ziprasidone-d8

Item No. 30737

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl-2,2,3,3,5,5,6,6-d8]ethyl]-6-chloro-1,3-dihydro-2H-indol-2-one
CAS Number
1126745-58-1
Synonyms
  • CP-88,059-d8
Molecular Formula
C21H13D8ClN4OS
Formula Weight
421.0
Purity
≥99% deuterated forms (d1-d8)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly soluble
SMILES
[2H]C(C([2H])([2H])N(CCC1=C(Cl)C=C(NC(C2)=O)C2=C1)C([2H])([2H])C3([2H])[2H])([2H])N3C4=NSC5=CC=CC=C54
InChi Code
InChI=1S/C21H21ClN4OS/c22-17-13-18-15(12-20(27)23-18)11-14(17)5-6-25-7-9-26(10-8-25)21-16-3-1-2-4-19(16)28-24-21/h1-4,11,13H,5-10,12H2,(H,23,27)/i7D2,8D2,9D2,10D2
InChi Key
MVWVFYHBGMAFLY-UFBJYANTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $321

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    Product Description

    Ziprasidone-d8 is intended for use as an internal standard for the quantification of ziprasidone (Item No. 15031) by GC- or LC-MS. Ziprasidone is an atypical antipsychotic.1 It is an agonist of the serotonin (5-HT) receptor subtype 5-HT1A (EC50 = 36.31 nM for inhibition of forskolin-induced adenylate cyclase activity in HeLa cells expressing human receptors), as well as an inverse agonist of 5-HT1D receptors (IC50 = 2.69 nM) and a partial agonist of 5-HT1B receptors (EC50 = 6.17 nM) in [35S]GTPγS binding assays.2,3 Ziprasidone is an antagonist at 5-HT2A and dopamine D2 receptors (Kis = 1.15 and 1.29 nM, respectively) in cell-based assays.4 It inhibits d-amphetamine-induced hyperactivity and apomorphine-induced stereotypy in rats (ID50s = 1.53 and 2.43 mg/kg, respectively). Formulations containing ziprasidone have been used in the treatment of schizophrenia and bipolar I disorder.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seeman, P. Atypical antipsychotics: Mechanism of action. Can. J. Psychiatry 47(1), 27-38 (2002).

    2. Schmidt, A.W., Lebel, L.A., Howard, H.R., Jr., et al. Ziprasidone: A novel antipsychotic agent with a unique human receptor binding profile. Eur. J. Pharmacol. 425(3), 197-201 (2001).

    3. Audinot, V., Newman-Tancredi, A., Cussac, D., et al. Inverse agonist properties of antipsychotic agents at cloned, human (h) serotonin (5-HT)1B and h5-HT1D receptors. Neuropsychopharmacology 25(3), 410-422 (2001).

    4. Seeger, T.F., Seymour, P.A., Schmidt, A.W., et al. Ziprasidone (CP-88,059): A new antipsychotic with combined dopamine and serotonin receptor antagonist activity. J. Pharmacol. Exp. Ther. 275(1), 101-113 (1995).