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Merck
CN

S128

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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About This Item

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

Key Documents

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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

SMILES string

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

InChI key

OGOQOKYYPNFSOL-UHFFFAOYSA-N

form

solid

color

light yellow

solubility

0.1 M HCl: soluble, ethanol: soluble

Quality Level

100

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

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

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M Scarselli et al.
European journal of pharmacology, 397(2-3), 291-296 (2000-06-14)
An N-terminal dopamine D(2s) receptor clone was constructed and coexpressed in COS-7 cells together with a separate gene fragment coding for the C-terminal sequence of the dopamine D(2s) receptor. The truncated receptor (referred to as D(2trunc)) contained transmembrane domains I-V
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
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
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
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
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