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P126

Sigma-Aldrich

Pirenperone

>97%, solid

Synonym(s):

3-[2-[4-(4-Fluorobenzoyl)-1-piperidinyl]ethyl]-2-methyl-4H-pyrido-[1,2-a] pyrimidin-4-one, R-47,465

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About This Item

Empirical Formula (Hill Notation):
C23H24FN3O2
CAS Number:
75444-65-4
Molecular Weight:
393.45
EC Number:
278-213-5
MDL number:
MFCD00069332
UNSPSC Code:
12352200
PubChem Substance ID:
24278110

Quality Level

200

assay

>97%

form

solid

color

light yellow

solubility

0.1 M HCl: 11 mg/mL
methanol: 2.5 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 5.0 mg/mL

SMILES string

CC1=C(CCN2CCC(CC2)C(=O)c3ccc(F)cc3)C(=O)N4C=CC=CC4=N1

InChI

1S/C23H24FN3O2/c1-16-20(23(29)27-12-3-2-4-21(27)25-16)11-15-26-13-9-18(10-14-26)22(28)17-5-7-19(24)8-6-17/h2-8,12,18H,9-11,13-15H2,1H3

InChI key

HXCNRYXBZNHDNE-UHFFFAOYSA-N

Gene Information

human ... HTR2A(3356) , HTR2B(3357) , HTR2C(3358)

Biochem/physiol Actions

5-HT2 serotonin 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
048H4736

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J P Valentin et al.
Methods and findings in experimental and clinical pharmacology, 17(4), 267-271 (1995-05-01)
We investigated the usefulness of the pithed rat model to determine the relative potencies of 5-HT2A/2C receptor antagonists following acute intravenous and oral administration in inhibiting 5-HT-induced pressor responses. The 5-HT2A/2C receptor antagonists, pirenperone, ketanserin, and ritanserin, all dose-dependently inhibited
S Ahlenius et al.
Psychopharmacology, 98(4), 440-444 (1989-01-01)
5-Hydroxy-L-tryptophan (5-HTP), 25 mg kg-1 IP, in combination with the peripheral 5-HTP decarboxylase inhibitor benserazide, 25 mg kg-1 IP, and the selective inhibitor of neuronal 5-hydroxytryptamine (5-HT) re-uptake, zimeldine, 10 mg kg-1 IP, suppressed lordosis in ovariectomized female rats, treated
T Yamamoto et al.
Neuropharmacology, 27(2), 123-127 (1988-02-01)
The present study was designed to examine the possible involvement of both an anti-serotonin action and a catecholamine-stimulating action in the mechanism of the inhibition of the muricide in rats with lesions of the midbrain raphe. Serotonin antagonists, such as
D Fiorella et al.
Psychopharmacology, 119(2), 222-230 (1995-05-01)
m-Chlorophenylpiperazine (mCPP), a major metabolite of the atypical antidepressant trazadone, has been observed to produce marked physiological and behavioral effects in both humans and animals. These effects have been attributed to the interaction of mCPP with serotonergic receptors. The present
D Paul et al.
Psychopharmacology, 100(1), 98-101 (1990-01-01)
The selective serotonin type-2 (S2) receptor blocker pirenperone (0.24 mg/kg, SC) attenuates morphine-produced tail-flick antinociception in intact rats, but not in rats with transected spinal cords. These results suggest that S2 receptor blockade does not affect intraspinal opioid antinociception. Together
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