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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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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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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