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A8106

Sigma-Aldrich

Altanserin hydrochloride hydrate

≥98% (HPLC), solid

Synonym(s):

3-[2-[4-(4-Fluorobenzoyl)-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-4(1H)-quinazolinone hydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C22H22FN3O2S · HCl · xH2O
CAS Number:
76330-71-7
Molecular Weight:
447.95 (anhydrous basis)
MDL number:
MFCD11045280
UNSPSC Code:
12352200
PubChem Substance ID:
329770947
NACRES:
NA.77

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
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

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)

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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
Johanna Ungersboeck et al.
Nuclear medicine and biology, 39(7), 1087-1092 (2012-05-29)
Our aim was the optimization of radiochemical parameters for the microfluidic preparation of [(18)F]altanserin. The four main parameters evaluated were (1) precursor concentration, (2) reaction temperature, (3) bolus flow rate through the microreactor and (4) bolus volume. For the determination
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