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SML3035

Sigma-Aldrich

Ziprasidone hydrochloride hydrate

≥97% (HPLC)

Synonym(s):

5-[2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl]-6-chloro-1,3-dihydro-2H-indol-2-one hydrochloride hydrate, CP-88,059, CP-88,059-01, CP-88059

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About This Item

Empirical Formula (Hill Notation):
C21H21ClN4OS · xHCl · yH2O
CAS Number:
146939-27-7
Molecular Weight:
412.94 (anhydrous free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

SMILES string

O=C1CC(C=C(C(Cl)=C2)CCN3CCN(CC3)C4=NSC5=C4C=CC=C5)=C2N1.[xHCl].[yH2O]

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)

InChI key

MVWVFYHBGMAFLY-UHFFFAOYSA-N

Biochem/physiol Actions

Ziprasidone is an atypical antipsychotic with 5HT1A agonist, as well as D2, 5HT2A, and 5HT1D antagonist activity.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H317,H373

Hazard Classifications

Skin Sens. 1 - STOT RE 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T F Seeger et al.
The Journal of pharmacology and experimental therapeutics, 275(1), 101-113 (1995-10-01)
Ziprasidone (CP-88,059) is a combined 5-HT (serotonin) and dopamine receptor antagonist which exhibits potent effects in preclinical assays predictive of antipsychotic activity. Whereas the compound is a dopamine antagonist in vitro and in vivo, its most potent action is antagonism
C Prakash et al.
Drug metabolism and disposition: the biological fate of chemicals, 25(2), 206-218 (1997-02-01)
The metabolism and excretion of ziprasidone (5-[2-[4-(1,2-benzisothiazol-3-yl)piperazin-1-yl]ethyl]-6-++ +chloroindolin-2-one hydrochloride hydrate) were studied in Long Evans rats after oral administration of a single dose of a mixture of 14C- and 3H-labeled ziprasidone. The radioactive dose was quantitatively recovered over 7 days
C J Bench et al.
Psychopharmacology, 124(1-2), 141-147 (1996-03-01)
Positron emission tomography (PET) and 11C-raclopride were used to assess the time course of binding to central dopamine D2 receptors by the novel neuroleptic ziprasidone. In a third party blind study, six healthy male control subjects received a predose of

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