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R103

Sigma-Aldrich

Ritanserin

powder

Sinónimos:

6-[2-[4-(bis(4-Fluorophenyl)methylene]-1-piperidinyl]ethyl]-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one

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About This Item

Fórmula empírica (notación de Hill):
C27H25F2N3OS
Número de CAS:
87051-43-2
Peso molecular:
477.57
MDL number:
MFCD00069341
UNSPSC Code:
12352200
PubChem Substance ID:
24278117
NACRES:
NA.77

form

powder

color

white

solubility

methanol: >10 mg/mL
DMSO: >10.1 mg/mL
2-hydroxypropyl-β-cyclodextrin: insoluble
H2O: insoluble
dilute aqueous base: insoluble

SMILES string

CC1=C(CCN2CCC(\CC2)=C(\c3ccc(F)cc3)c4ccc(F)cc4)C(=O)N5C=CSC5=N1

InChI

1S/C27H25F2N3OS/c1-18-24(26(33)32-16-17-34-27(32)30-18)12-15-31-13-10-21(11-14-31)25(19-2-6-22(28)7-3-19)20-4-8-23(29)9-5-20/h2-9,16-17H,10-15H2,1H3

InChI key

JUQLTPCYUFPYKE-UHFFFAOYSA-N

Gene Information

human ... HTR2A(3356)
rat ... Adra1a(29412) , Drd2(24318) , Htr1a(24473) , Htr2a(29595) , Htr7(65032)

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Application

Ritanserin has been used in behavioral testing and as a serotonin 2A receptor (5-HT2A)-receptor antagonist.

Biochem/physiol Actions

Potent 5-HT2A serotonin receptor antagonist/inverse agonist that crosses the blood-brain barrier.
Ritanserin is a potent serotonin 2A receptor (5-HT2A) serotonin receptor antagonist/inverse agonist, which crosses the blood-brain barrier. It modulates 5-HT2A receptors and has been suggested to have antiparkinsonian effect. Ritanserin also impacts schizophrenia by modulating mood, cognition and negative symptoms.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

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Depression-like behavior in the forced swimming test in PACAP-deficient mice: amelioration by the atypical antipsychotic risperidone
Hashimoto H, et al.
Journal of Neurochemistry, 110(2), 595-602 (2009)
Does ritanserin, a potent serotonin-S2 antagonist, restore energetic functions during the night?
Janssen, PAJ
Journal of the Royal Society of Medicine, 80, 409-413 (1987)
The 5-HT 2 antagonist ritanserin blocks dopamine re-uptake in the rat frontal cortex
Ruiu S, et al.
Molecular Psychiatry, 5(6), 673-673 (2000)
K Stachowicz et al.
Neuropharmacology, 57(3), 227-234 (2009-06-23)
Our earlier studies have demonstrated that (1S,3R,4S)-1-aminocyclo-pentane-1,3,4-tricarboxylic acid ACPT-I, a group III mGlu receptor agonist, produced anxiolytic-like and antidepressant-like actions after central administration. Here we describe the anxiolytic-like effects of ACPT-I after intraperitoneal administration in the stress-induced hyperthermia (SIH), elevated
Anna Sławińska et al.
Neuropharmacology, 66, 225-235 (2012-05-29)
Previous studies demonstrated that the Group III mGlu receptor-selective orthosteric agonist, LSP1-2111 produced anxiolytic- but not antidepressant-like effects upon peripheral administration. Herein, we report the pharmacological actions of Lu AF21934, a novel, selective, and brain-penetrant positive allosteric modulator (PAM) of
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