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S128

Sigma-Aldrich

N-Methylspiperone hydrochloride

solid

Sinónimos:

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

Fórmula empírica (notación de Hill):
C24H28FN3O2 · HCl
Número de CAS:
87539-19-3
Peso molecular:
445.96
MDL number:
MFCD00083200
UNSPSC Code:
12352200
PubChem Substance ID:
24899471
NACRES:
NA.77

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).

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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Molecular Imaging and Contrast Agent Database (MICAD) (2004)
O Inoue et al.
Journal of neural transmission (Vienna, Austria : 1996), 106(11-12), 1099-1104 (2000-01-29)
Competitive inhibition of 3H-raclopride (RAC) and 3H-N-methylspiperone (NMSP) binding against haloperidol, raclopride and NMSP was measured in the mouse striatum. 3H-RAC binding was more sensitive to competitive inhibition by all three compounds compared with 3H-NMSP. For example, 0.3 mg/kg of
M Yoshimura et al.
Journal of the neurological sciences, 197(1-2), 89-92 (2002-05-09)
A 66-year-old woman presented with a 3-year history of progressive right-sided hemiparkinsonism manifested by a right-hand resting tremor and right-sided bradykinesia. Magnetic resonance imaging (MRI) of the brain revealed a non-enhanced polycystic mass in the left midbrain. (11)C-methylspiperone ((11)C-NMSP) and
Takuto Hideyama et al.
Archives of neurology, 63(12), 1719-1722 (2006-12-19)
Patients with amyotrophic lateral sclerosis (ALS) sometimes exhibit parkinsonism, but the lesion responsible for parkinsonism has not been extensively studied. To test whether nigrostriatal system dysfunction is responsible for parkinsonism in ALS. From the 182 ALS patients who were admitted
R Hosoi et al.
Journal of neural transmission (Vienna, Austria : 1996), 109(9), 1139-1149 (2002-08-31)
In order to clarify whether changes in brain concentrations of the second messenger cyclic AMP (cAMP) affect in vivo receptor binding in the brain, the effects of rolipram, a selective inhibitor of phosphodiesterase type 4 (PDE(4)), on dopamine receptor binding
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