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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)

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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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
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
Patrick J Riss et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 31(12), 2334-2342 (2011-07-14)
The 5-hydroxytryptamine type 2a (5-HT(2A)) selective radiotracer [(18)F]altanserin has been subjected to a quantitative micro-positron emission tomography study in Lister Hooded rats. Metabolite-corrected plasma input modeling was compared with reference tissue modeling using the cerebellum as reference tissue. [(18)F]altanserin showed
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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