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Merck
CN

SML3035

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)
NACRES:
NA.77
UNSPSC Code:
12352200

Key Documents

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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

SMILES string

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

assay

≥97% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

Quality Level

100

Biochem/physiol Actions

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

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H317,H373

Hazard Classifications

Skin Sens. 1 - STOT RE 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000123909
0000121068
0000121068
0000123909

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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
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

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