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S5321

Sigma-Aldrich

S15535

≥98% (HPLC), solid

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C21H24N2O2
CAS-Nummer:
146998-34-7
Molekulargewicht:
336.43
MDL-Nummer:
MFCD00911672
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329824452
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

solid

Farbe

white

Löslichkeit

DMSO: ~6 mg/mL
H2O: insoluble

Lagertemp.

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

InChIKey

QJPPEMXOOWNICQ-UHFFFAOYSA-N

Anwendung

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

Biochem./physiol. Wirkung

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.

Piktogramme

Environment
GHS09

Signalwort

Warning

H-Sätze

H410

Gefahreneinstufungen

Aquatic Acute 1 - Aquatic Chronic 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

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

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Mark J Millan et al.
The Journal of pharmacology and experimental therapeutics, 311(1), 190-203 (2004-05-18)
These studies examined the influence of the selective 5-hydroxytryptamine (serotonin) (5-HT)(1A) receptor partial agonist S15535 [4-(benzodioxan-5-yl)1-(indan-2-yl)piperazine] upon cholinergic transmission and cognitive function in rodents. In the absence of acetylcholinesterase inhibitors, S15535 dose-dependently (0.04-5.0 mg/kg s.c.) elevated dialysis levels of acetylcholine
A Newman-Tancredi et al.
European journal of pharmacology, 307(1), 107-111 (1996-06-20)
In Chinese hamster ovary (CHO) cells expressing cloned human 5-HT1A receptors, S 15535 (4-(benzodioxan-5-yl)1-(indan-2-yl)piperazine) exhibited high affinity (Ki = 0.79 nM), similar to that of 5-HT (0.61 nM), (+/-)-8-hydroxy-3-(di-n-propylamino)tetralin ((+/-)-8-OH-DPAT; 0.58 nM) and N-{2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl}-N- (2-pyridinyl)cyclo-hexanecarboxamide (WAY 100.635; 0.56 nM). In
Jean-Louis Peglion et al.
Journal of medicinal chemistry, 45(1), 165-176 (2002-01-05)
S 15535 (1) displays a distinctive profile of agonist and antagonist (weak partial agonist) activity at pre- and postsynaptic 5-HT(1A) receptors, respectively. It has proven to be active in several models predictive of anxiolytic, antidepressant, and procognitive properties. In an
A Newman-Tancredi et al.
Neuropharmacology, 36(4-5), 451-459 (1997-04-01)
Membrane preparations were made from Chinese Hamster Ovary (CHO) cells expressing 1.6 and 4.2 pmol/mg of recombinant human 5-HT1A receptors, as determined by saturation binding with the selective antagonist, [3H]-S 15535 ([3H]-4-(benzodioxan-5-yl)]-(indan-2-yl)piperazine). There was no change in the number of
R L Gannon et al.
Neuroscience, 137(1), 287-299 (2005-11-18)
Mammalian circadian activity rhythms are generated by pacemaker cells in the suprachiasmatic nucleus (SCN). As revealed by the actions of diverse agonists, serotonergic input from raphe nuclei generally inhibits photic signaling in the suprachiasmatic nucleus. In contrast, the serotonin (5HT)1A
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