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S128

Sigma-Aldrich

N-Methylspiperone hydrochloride

solid

Synonyme(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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About This Item

Formule empirique (notation de Hill):
C24H28FN3O2 · HCl
Numéro CAS:
87539-19-3
Poids moléculaire :
445.96
Numéro MDL:
MFCD00083200
Code UNSPSC :
12352200
ID de substance PubChem :
24899471
Nomenclature NACRES :
NA.77

Forme

solid

Niveau de qualité

100

Couleur

light yellow

Solubilité

0.1 M HCl: soluble
ethanol: soluble

Chaîne SMILES 

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

Clé InChI

OGOQOKYYPNFSOL-UHFFFAOYSA-N

Description générale

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).

Application

Reference standard.

Actions biochimiques/physiologiques

D2 dopamine receptor antagonist.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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O V Rice et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 25(5), 679-689 (2001-10-30)
Several studies have indicated that the in vivo binding of D(2) receptor positron emission tomography radiotracers can, under some conditions, be influenced by competition with endogenous dopamine. The present study was undertaken to compare the extent to which the in
H D Burns et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 25(11), 1222-1227 (1984-11-01)
Carbon-11-labeled 3-N-methylspiperone, a positron-emitting dopamine-receptor antagonist with potential for use in positron emission tomography studies of human neurotransmitter receptors, was synthesized from 11CO2 in 40 min, with a radiochemical yield of approximately 20-40%. The specific activity of the (3-N-[11C]methyl)-spiperone was
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
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
Y Okubo et al.
Life sciences, 66(25), 2455-2464 (2000-07-14)
Using positron emission tomography (PET) and [11C]N-methylspiperone (NMSP), we examined 5-HT2 receptors in the cortex of schizophrenic patients in whom we previously observed decreased prefrontal D1 receptor binding. The subjects were 10 neuroleptic-naive schizophrenic patients, 7 schizophrenic patients who were
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