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S5321

Sigma-Aldrich

S15535

≥98% (HPLC), solid

Synonym(s):

1-(2,3-Dihydro-1,4-benzodioxin-5-yl)-4-(2,3-dihydro-1h-inden-2-yl)-piperazine

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25 MG
$398.30

$398.30

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25 MG
$398.30

About This Item

Empirical Formula (Hill Notation):
C21H24N2O2
CAS Number:
146998-34-7
Molecular Weight:
336.43
MDL number:
MFCD00911672
UNSPSC Code:
12352200
PubChem Substance ID:
329824452
NACRES:
NA.77

$398.30

List price$569.00Save 30%
Web-Only Promotion

Available to ship onApril 08, 2025Details

Request a Bulk Order

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: ~6 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

C1COc2c(O1)cccc2N3CCN(CC3)C4Cc5ccccc5C4

InChI

1S/C21H24N2O2/c1-2-5-17-15-18(14-16(17)4-1)22-8-10-23(11-9-22)19-6-3-7-20-21(19)25-13-12-24-20/h1-7,18H,8-15H2

InChI key

QJPPEMXOOWNICQ-UHFFFAOYSA-N

Application

S15535 has been used as a serotonin 1A receptor (5-HT1A) agonist in zebrafish.[1]
S15535 may be used in histamine 5-HT1A-medaited cell signaling studies.

Biochem/physiol Actions

Potent, orally active, partial 5-HT1A receptor agonist
S15535, a benzodioxane, is a selective but partial agonist of histamine serotonin 1A (5-HT1A) receptor. It activates presynaptic 5-HT1A receptors and suppresses the release of hippocampal 5-HT. It acts as an anxiolytic agent and modulates the cholinergic and cognitive function in rodents.[2]

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
016K46151
017K4619
017K4609
016K4615

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M J Millan et al.
The Journal of pharmacology and experimental therapeutics, 282(1), 132-147 (1997-07-01)
The novel, potential anxiolytic, S 15535 (4-(benzodioxan-5-yl)1-(indan-2-yl)piperazine), is an agonist and antagonist (weak partial agonist) at pre- and postsynaptic serotonin (5-HT)1A receptors, respectively. Herein, we characterized its influence on dialysate levels of 5-HT, dopamine (DA) and NAD simultaneously determined in
A Dekeyne et al.
Psychopharmacology, 152(1), 55-66 (2000-10-21)
The benzodioxane, S15535, possesses low intrinsic activity and marked selectivity at 5-HT1A receptors, hippocampal populations of which are implicated in anxious states. Herein, we examined its potential anxiolytic actions in relation to its influence upon extracellular levels of 5-HT in
B J van der Vegt et al.
Physiology & behavior, 74(1-2), 205-211 (2001-09-21)
Individual differences in aggressive behaviour have been linked to variability in central serotonergic activity, both in humans and animals. A previous experiment in mice, selectively bred for high or low levels of aggression, showed an up-regulation of postsynaptic serotonin-1A (5-HT(1A))
F Lejeune et al.
Synapse (New York, N.Y.), 30(2), 172-180 (1998-09-02)
This study examined the influence of the highly selective 5-HT1A receptor ligands, flesinoxan, S 15535, and WAY 100,635, upon the electrical activity of dopaminergic neurons in the ventral tegmental area (VTA), as compared to serotonergic neurons in the dorsal raphe
M J Millan et al.
The Journal of pharmacology and experimental therapeutics, 282(1), 148-161 (1997-07-01)
In these studies, we characterized the influence of the novel benzodioxopiperazine serotonin (5-HT)1A ligand, S 15535, on the release of 5-HT in rat hippocampus and compared its potential anxiolytic properties with those of the 5-HT1A receptor partial agonist, buspirone, the
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