Ziprasidone hydrochloride

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Cat.No. 3085 - Ziprasidone hydrochloride | C21H21ClN4OS.HCl | CAS No. 138982-67-9
Description: 5-HT2A/D2 antagonist; atypical antipsychotic
Alternative Names: CP 88059
Chemical Name: 5-[2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl]-6-chloro-1,3-dihydro-2H-indol-2-one hydrochloride
Purity: ≥99% (HPLC)
Datasheet
Citations (3)
Reviews
Literature

Biological Activity

Atypical antipsychotic that displays combined serotonin and dopamine receptor antagonism. Displays high affinity at 5-HT2A receptors with a 5-HT2A/D2 affinity ratio greater than any other clinically available atypical antipsychotics (pKi values are 9.38, 8.88, 8.69, 8.47, 8.32, 8.14, 7.98, 7.49, 7.33 and 6.28 for 5-HT2A, 5-HT2C, 5-HT1D, 5-HT1A, D2, D3, α1, D4, H1 and D1 receptors respectively).

Licensing Information

Sold for research purposes under agreement from Pfizer Inc.

Technical Data

M. Wt 449.4
Formula C21H21ClN4OS.HCl
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 138982-67-9
PubChem ID 219099
InChI Key NZDBKBRIBJLNNT-UHFFFAOYSA-N
Smiles O=C2CC1=CC(CCN3CCN(C4=NSC5=C4C=CC=C5)CC3)=C(Cl)C=C1N2.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 4.49 10

Preparing Stock Solutions

The following data is based on the product molecular weight 449.4. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.23 mL 11.13 mL 22.25 mL
5 mM 0.45 mL 2.23 mL 4.45 mL
10 mM 0.22 mL 1.11 mL 2.23 mL
50 mM 0.04 mL 0.22 mL 0.45 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Seeger et al (1995) Ziprasidone (CP-88,059): a new antipsychotic with combined dopamine and serotonin receptor antagonist activity. J.Pharmacol.Exp.Ther. 275 101 PMID: 7562537

Schmidt et al (2001) Ziprasidone: a novel antipsychotic agent with a unique human receptor binding profile. Eur.J.Pharmacol. 425 197 PMID: 11513838

Fell et al (2005) Investigation into the effects of the novel antipsychotic ziprasidone on weight gain and reproductive function in female rats. Behav.Brain Res. 160 338 PMID: 15863230


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View all 5-HT2A Receptor Antagonists

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3 Citations for Ziprasidone hydrochloride

Citations are publications that use Tocris products. Selected citations for Ziprasidone hydrochloride include:

Canfrán-Duque et al (2015) Curcumin Mitigates the Intracellular Lipid Deposit Induced by Antipsychotics In Vitro. Mediators Inflamm 10 e0141829 PMID: 26517556

Canfrán-Duque et al (2013) Atypical antipsychotics alter cholesterol and fatty acid metabolism in vitro. J Lipid Res 54 310 PMID: 23175778

Schulz et al (2012) First and second generation antipsychotics influence hippocampal gamma oscillations by interactions with 5-HT3 and D3 receptors. Br J Pharmacol 167 1480 PMID: 22817643


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