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Merck
CN

S5321

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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About This Item

Empirical Formula (Hill Notation):
C21H24N2O2
CAS Number:
Molecular Weight:
336.43
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
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Quality Level

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.
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.


pictograms

Environment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Regulatory Information

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Articles

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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
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
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



Global Trade Item Number

SKUGTIN
S5321-25MG04061832084602
S5321-5MG04061832084619