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S128

Sigma-Aldrich

N-Methylspiperone hydrochloride

solid

Synonym(s):

N-Methyl-8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro-[4.5]decan-4-one hydrochloride

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5 MG
$96.10

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5 MG
$96.10

About This Item

Empirical Formula (Hill Notation):
C24H28FN3O2 · HCl
CAS Number:
87539-19-3
Molecular Weight:
445.96
MDL number:
MFCD00083200
UNSPSC Code:
12352200
PubChem Substance ID:
24899471
NACRES:
NA.77

$96.10

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form

solid

Quality Level

100

color

light yellow

solubility

0.1 M HCl: soluble
ethanol: soluble

SMILES string

Cl.CN1CN(c2ccccc2)C3(CCN(CCCC(=O)c4ccc(F)cc4)CC3)C1=O

InChI

1S/C24H28FN3O2.ClH/c1-26-18-28(21-6-3-2-4-7-21)24(23(26)30)13-16-27(17-14-24)15-5-8-22(29)19-9-11-20(25)12-10-19;/h2-4,6-7,9-12H,5,8,13-18H2,1H3;1H

InChI key

OGOQOKYYPNFSOL-UHFFFAOYSA-N

General description

N-Methylspiperone acts as a D2 dopamine receptor antagonist. It is an analog of spiperone. The isotope 3-N-[11C]methylspiperone ([11C]NMSP) is widely used in dopamine receptor imaging in positron emission tomography (PET).[1]

Application

Reference standard.

Biochem/physiol Actions

D2 dopamine receptor antagonist.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
095K4602
092K4608
081K4614
011K4606

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J Logan et al.
Journal of neural transmission (Vienna, Austria : 1996), 108(3), 279-286 (2001-05-09)
Some discrepancies between experimental results with the two D2 antagonists N-methyl spiperone (NMSP) and raclopride (RAC) have been observed. Among these are the observation that MK-801 increases NMSP binding but not RAC binding: pretreatment with reserpine increases RAC binding but
Kiichi Ishiwata et al.
Nuclear medicine and biology, 29(3), 307-316 (2002-04-04)
With [11C]raclopride,[11C]nemonapride and [11C]N-methylspiperone, degeneration of dopamine D2-like receptors in the unilaterally quinolinic acid-lesioned rats was evaluated by positron emission tomography (PET) and ex vivo and in vitro autoradiography. PET showed a decreased uptake of [11C]raclopride in the lesioned striatum
Yuki Watanabe et al.
Metabolic brain disease, 23(3), 265-274 (2008-08-08)
Alterations of the brain dopamine system have been implicated in the neurological complications of chronic liver failure. The present study was aimed at the measurement of dopamine D(2) binding sites in cirrhotic patients by positron emission tomography (PET) using (11)C-N-methylspiperone
K Ishizu et al.
Synapse (New York, N.Y.), 38(1), 87-101 (2000-08-15)
The ligands N-methylspiperone and haloperidol both bind to D(2)-like dopamine receptors. The competitive nature of the binding over a wide range of haloperidol concentrations and the effect on dopamine release have never been tested in vivo. We determined the competitive
Perospirone is a new generation antipsychotic: evidence from a positron emission tomography study of serotonin 2 and D2 receptor occupancy in the living human brain.
Yoshimoto Sekine et al.
Journal of clinical psychopharmacology, 26(5), 531-533 (2006-09-16)
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