Ziprasidone HCl
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MedKoo CAT#: 319102

CAS#: 122883-93-6 (HCl)

Description: Ziprazidone is approved for the treatment of schizophrenia, and acute mania and mixed states associated with bipolar disorder. Its intramuscular injection form is approved for acute agitation in schizophrenic patients for whom treatment with just ziprasidone is appropriate. The mechanism of action of ziprasidone, as with other drugs having efficacy in schizophrenia, is unknown. However, it has been proposed that this drug's efficacy in schizophrenia is mediated through a combination of dopamine type 2 (D2) and serotonin type 2 (5HT2) antagonism. As with other drugs having efficacy in bipolar disorder, the mechanism of action of ziprasidone in bipolar disorder is unknown.


Chemical Structure

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Ziprasidone HCl
CAS# 122883-93-6 (HCl)

Theoretical Analysis

MedKoo Cat#: 319102
Name: Ziprasidone HCl
CAS#: 122883-93-6 (HCl)
Chemical Formula: C21H22Cl2N4OS
Exact Mass:
Molecular Weight: 449.394
Elemental Analysis: C, 56.13; H, 4.93; Cl, 15.78; N, 12.47; O, 3.56; S, 7.13

Price and Availability

Size Price Availability Quantity
200.0mg USD 250.0 2 Weeks
500.0mg USD 550.0 2 Weeks
1.0g USD 850.0 2 Weeks
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Related CAS #: 199191-69-0 (Mesylate Trihydrate)   122883-93-6 (HCl)   138982-67-9 (HCl hydrate)   146939-27-7 (free base)    

Synonym: CP88059; CP-88059; CP 88059; CP-88,059; CP-88,059-01; CP88059 mesylate; Ziprasidone mesylate, brand name: Geodon; Zeldox; Zipwell.

IUPAC/Chemical Name: 5-[2-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one hydrochloride

InChi Key: NZDBKBRIBJLNNT-UHFFFAOYSA-N

InChi Code: InChI=1S/C21H21ClN4OS.ClH/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);1H

SMILES Code: O=C1NC2=C(C=C(CCN3CCN(C4=NSC5=CC=CC=C45)CC3)C(Cl)=C2)C1.[H]Cl

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 449.394 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Bouchette D, Pellegrini MV. Ziprasidone. 2017 Oct 9. StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2017 Jun-. Available from http://www.ncbi.nlm.nih.gov/books/NBK448157/ PubMed PMID: 28846230.

2: Mandrioli R, Protti M, Mercolini L. Evaluation of the pharmacokinetics, safety and clinical efficacy of ziprasidone for the treatment of schizophrenia and bipolar disorder. Expert Opin Drug Metab Toxicol. 2015 Jan;11(1):149-74. doi: 10.1517/17425255.2015.991713. Epub 2014 Dec 6. Review. PubMed PMID: 25483358.

3: Lee HB, Yoon BH, Kwon YJ, Woo YS, Lee JG, Kim MD, Bahk WM. The efficacy and safety of switching to ziprasidone from olanzapine in patients with bipolar I disorder: an 8-week, multicenter, open-label study. Clin Drug Investig. 2013 Oct;33(10):743-53. doi: 10.1007/s40261-013-0120-y. Review. PubMed PMID: 23990283.

4: Andrade C. Antidepressant action of atypical antipsychotics: focus on ziprasidone monotherapy, with a few twists in the tale. J Clin Psychiatry. 2013 Mar;74(3):e193-6. doi: 10.4088/JCP.13f08410. Review. PubMed PMID: 23561239.

5: Pappadopulos E, Newcomer JW, Kolluri S. Changes in weight, plasma lipids, and glucose in adults treated with ziprasidone: a comprehensive analysis of pfizer-initiated clinical trials. J Clin Psychiatry. 2012 Jun;73(6):e742-8. doi: 10.4088/JCP.10r06802. Review. PubMed PMID: 22795213.

6: Stip E, Zhornitsky S, Moteshafi H, Létourneau G, Stikarovska I, Potvin S, Tourjman V. Ziprasidone for psychotic disorders: a meta-analysis and systematic review of the relationship between pharmacokinetics, pharmacodynamics, and clinical profile. Clin Ther. 2011 Dec;33(12):1853-67. doi: 10.1016/j.clinthera.2011.10.027. Epub 2011 Dec 1. Review. PubMed PMID: 22133697.

7: Sacchetti E, Galluzzo A, Valsecchi P. Oral ziprasidone in the treatment of patients with bipolar disorders: a critical review. Expert Rev Clin Pharmacol. 2011 Mar;4(2):163-79. doi: 10.1586/ecp.10.139. Review. PubMed PMID: 22115400.

8: Cañas F, Correll CU, Fagiolini A, Larmo I, Levy P, Papageorgiou G, Rossi A, Zink M, Montes JM. Practical guidance for prescribing ziprasidone in acute manic or mixed episodes of bipolar I disorder. Expert Opin Pharmacother. 2011 Oct;12(14):2245-63. doi: 10.1517/14656566.2011.605787. Epub 2011 Jul 30. Review. PubMed PMID: 21801083.

9: Ochedzan D, Jarema M. [Practical aspects of the use of ziprasidone in schizophrenia]. Psychiatr Pol. 2010 Nov-Dec;44(6):881-93. Review. Polish. PubMed PMID: 21449170.

10: Citrome L. Drug safety evaluation of ziprasidone. Expert Opin Drug Saf. 2011 May;10(3):437-48. doi: 10.1517/14740338.2011.560114. Epub 2011 Feb 19. Review. PubMed PMID: 21332416.

11: Fagiolini A, Cañas F, Gallhofer B, Larmo I, Levy P, Montes JM, Papageorgiou G, Zink M, Rossi A. Strategies for successful clinical management of schizophrenia with ziprasidone. Expert Opin Pharmacother. 2010 Sep;11(13):2199-220. doi: 10.1517/14656566.2010.507630. Review. PubMed PMID: 20658947.

12: Citrome L. Ziprasidone HCl capsules for the adjunctive maintenance treatment of bipolar disorder in adults. Expert Rev Neurother. 2010 Jul;10(7):1031-7. doi: 10.1586/ern.10.66. Review. PubMed PMID: 20586686.

13: Khan AA, Strawn JR, Croarkin PE. Emerging treatment options in bipolar disorder in adolescents: focus on ziprasidone. Adolesc Health Med Ther. 2010 Oct 11;1:137-43. doi: 10.2147/AHMT.S7586. eCollection 2010. Review. PubMed PMID: 24600269; PubMed Central PMCID: PMC3915792.

14: Komossa K, Rummel-Kluge C, Hunger H, Schwarz S, Bhoopathi PS, Kissling W, Leucht S. Ziprasidone versus other atypical antipsychotics for schizophrenia. Cochrane Database Syst Rev. 2009 Oct 7;(4):CD006627. doi: 10.1002/14651858.CD006627.pub2. Review. PubMed PMID: 19821380; PubMed Central PMCID: PMC4164848.

15: Citrome L. Using oral ziprasidone effectively: the food effect and dose-response. Adv Ther. 2009 Aug;26(8):739-48. doi: 10.1007/s12325-009-0055-0. Epub 2009 Aug 8. Review. PubMed PMID: 19669631.

16: Rosa AR, Franco C, Torrent C, Comes M, Cruz N, Horga G, Benabarre A, Vieta E. Ziprasidone in the treatment of affective disorders: a review. CNS Neurosci Ther. 2008 Winter;14(4):278-86. doi: 10.1111/j.1755-5949.2008.00056.x. Review. PubMed PMID: 19040553.

17: Durán-Ferreras E, Alvarez-López M, García-Moreno JM, Chacón J. [Ziprasidone in Parkinsonian dopamine psychosis]. Rev Neurol. 2008 Apr 16-30;46(8):476-80. Review. Spanish. PubMed PMID: 18428105.

18: Preskorn SH. Clinical relevance of relative receptor binding affinity: quetiapine and ziprasidone as examples. J Psychiatr Pract. 2007 Nov;13(6):393-8. Review. PubMed PMID: 18032984.

19: Warrington L, Lombardo I, Loebel A, Ice K. Ziprasidone for the treatment of acute manic or mixed episodes associated with bipolar disorder. CNS Drugs. 2007;21(10):835-49. Review. PubMed PMID: 17850172.

20: Greenberg WM, Citrome L. Ziprasidone for schizophrenia and bipolar disorder: a review of the clinical trials. CNS Drug Rev. 2007 Summer;13(2):137-77. Review. PubMed PMID: 17627670.



Additional Information

199191-69-0 (Mesylate Trihydrate);
122883-93-6 (HCl salt);
138982-67-9 (HCl hydrate);
146939-27-7 (free base)