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A8106

Sigma-Aldrich

Altanserin hydrochloride hydrate

≥98% (HPLC), solid

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Synonym(s):
3-[2-[4-(4-Fluorobenzoyl)-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-4(1H)-quinazolinone hydrochloride hydrate
Empirical Formula (Hill Notation):
C22H22FN3O2S · HCl · xH2O
CAS Number:
Molecular Weight:
447.95 (anhydrous basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

solid

solubility

DMSO: >5 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

O.Cl.Fc1ccc(cc1)C(=O)C2CCN(CC2)CCN3C(=S)Nc4ccccc4C3=O

InChI

1S/C22H22FN3O2S.ClH.H2O/c23-17-7-5-15(6-8-17)20(27)16-9-11-25(12-10-16)13-14-26-21(28)18-3-1-2-4-19(18)24-22(26)29;;/h1-8,16H,9-14H2,(H,24,29);1H;1H2

InChI key

MFGBKMPKRJCLPK-UHFFFAOYSA-N

Application

Altanserin hydrochloride hydrate has been used in the pretreatment of rat brain samples and as a non-radioactive control in the calibration curve preparation for quantifying [18F]altanserin in high-performance liquid chromatography.
Altanserin hydrochloride hydrate is a specific 5-HT2/serotonergic antagonist and has been used in a study to assess serotonin release capacity in the human brain.

Biochem/physiol Actions

The radioligand of altanserin, [18F]altanserin is useful as a positron emission tomography (PET)-radioligand for the visualization and quantification of serotonin2A (5-HT2A) receptors.
Altanserin hydrochloride hydrate is a specific 5-HT2/serotonergic antagonist.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Glenn Pauwelyn et al.
BMC veterinary research, 15(1), 415-415 (2019-11-23)
Currently, [18F] altanserin is the most frequently used PET-radioligand for serotonin2A (5-HT2A) receptor imaging in the human brain but has never been validated in dogs. In vivo imaging of this receptor in the canine brain could improve diagnosis and therapy
G Massarweh et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 67(11), 2040-2043 (2009-08-21)
[(18)F]Altanserin, an important PET radioligand for the in vivo imaging of the 5-HT(2A) receptor, was synthesized from its precursor nitro-altanserin in DMF or DMSO at high temperatures of 150 degrees C in an overall radiochemical yield (EOB) of 23-25% after
Hubertus Hautzel et al.
NeuroImage, 58(3), 905-911 (2011-07-05)
Behavioral and cellular studies indicate that serotonin interacting with the 5-HT2a receptor (5-HT2aR) is involved in cognitive processes supporting working memory (WM). However, 5-HT receptor neuroimaging studies directly relating WM-induced neuronal activations to concomitant changes in the availability of 5-HT
Hans Rasmussen et al.
Psychopharmacology, 213(2-3), 583-592 (2010-07-09)
We have previously reported decreased frontal cortical serotonin2A receptor binding in 30 antipsychotic naïve first-episode schizophrenic patients and a relationship between this binding and positive psychotic symptoms. Until now, no longitudinal studies of serotonin2A receptor in first-episode antipsychotic-naïve schizophrenia patients
Hans Rasmussen et al.
Archives of general psychiatry, 67(1), 9-16 (2010-01-06)
Postmortem investigations and the receptor affinity profile of atypical antipsychotics have implicated the participation of serotonin(2A) receptors in the pathophysiology of schizophrenia. Most postmortem studies point toward lower cortical serotonin(2A) binding in schizophrenic patients. However, in vivo studies of serotonin(2A)

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